Your Name: Question 1. Spectrum Prediction I: Ethyl Acetoacetate. (15 points) ppm ppm ppm ppm. J(A,D) = 8 Hz = 0.

Size: px
Start display at page:

Download "Your Name: Question 1. Spectrum Prediction I: Ethyl Acetoacetate. (15 points) ppm ppm ppm ppm. J(A,D) = 8 Hz = 0."

Transcription

1 Question 1. Spectrum Prediction I: Ethyl Acetoacetate. (15 points) A B C D ppm ppm ppm ppm J(A,D) = 8 Hz = 0.08 ppm (in CDCl 3 ) Draw the 100 MHz H-NMR spectrum to scale. Draw splitting trees. C: Singlet at ppm with relative intensity 3 B: Singlet at ppm with relative intensity 2 A: Quartet (1:3:3:1, sum = 8) centered at 4.20 for 2H x 0.08 = 4.32 ppm with rel. intensity 0.25 (2 x 1/8) x 0.08 = 4.24 ppm with rel. intensity 0.75 (2 x 3/8) x 0.08 = 4.15 ppm with rel. intensity 0.75 (2 x 3/8) x 0.08 = 4.08 ppm with rel. intensity 0.25 (2 x 1/8) D: Triplet (1:2:1, sum = 4) centered at 1.29 for 3H x 0.08 = 1.37 ppm with rel. intensity 0.75 (3 x 1/4) 1.29 ppm with rel. intensity 1.50 (3 x 2/4) x 0.08 = 1.21 ppm with rel. intensity 0.75 (3 x 1/4) See SDBS #573 for spectrum (0.04 ml : 0.5 ml CDCl 3 ) -1-

2 Question 2. Spectrum Analysis I: Ethyl Acetoacetate. (15 points) (a) The CNMR spectrum shown above was recorded with a sample of higher concentration of ethyl acetoacetate in CDCl 3 (0.1 ml : 0.4 ml CDCl 3 ). Assign the peaks as best as possible. What compound causes the additional signals? Draw its structure and cite supporting evidence from Pretsch et al. Why does this compound only show up at higher concentration? (12 points) The concentration dependence suggests that intermolecular H-bonding is important for enolization. (b) The HNMR of the sample of higher concentration of ethyl acetoacetate (will, will not) be the same as the HNMR spectrum recorded in the same solvent at lower concentration. (3 points) -2-

3 Question 3. 2D-(H,C)-COSY Spectrum of Vinyl trans-crotonate, H 3 C-CH=CH-CO-O-CH=CH 2. (20 p.) Draw the expected heteronuclear 2D-COSY spectrum and adhere to the following rules: [1] H-NMR chemical shifts: A: 7.35, B: 7.11, C: 5.882, D: 4.909, E: 4.577, and F: ppm. [2] H-NMR on the horizontal axis; range: 0 10 ppm, chemical shift increases right-to-left. [3] C-NMR chemical shifts: (rel. int. 428) #1, (905) #2, (856) #3, (1000) #4, (910) #5, and (687) #6 (in CDCl 3 ). [4] C-NMR on vertical axis; range: ppm, chemical shift increases top-to-bottom. HNMR and CNMR: SDBS #

4 Question 4. Structure Analysis II: N-Acetylaminothiolactone. (20 points) (H,H)-COSY and (H,C)-COSY NMR spectra provided on the following page. Analyze the spectra (assign H and C, draw lines to off-diagonal peaks), circle the correct structure (following row) and explain how you made your selection (large box below). SDBS No.: ppm Int. Assign C(O)S C(O)N CH CH2-CH CH2-S Assign. Shift(ppm) A 6.01 B C* D* E* F G* There is a chiral C-atom. The chiral center causes non-equivalence of the H-atoms of the two methylene groups! The signals are not very strong in the 1D-HNMR spectra. But the signals are very clearly visible on the diagonal of the (H,H)-COSY! The CH-group s H-atom appears at 4.5 ppm -- Couples to (NH)-H! -- Couples to H-atoms of one methylene (G & E). ==> cannot be structure shown in center -- Distinguish between left and right structures based on chemical shifts Complete assignments are not required to determine the correct isomer. The (H,C)-COSY is provided as it helps to assign the Hs. -4-

5 -5-

6 Question 5. Structure Analysis III. Combination Problem, C 6 H 5 NO 2. (30 points) Formula, mass-, H- and C-NMR and two IR-spectra are provided. (a) Indicate pertinent observations directly in each spectrum and draw the correct structure on the right. (14 points) (b) Explain the fragmentation pattern in the box below (explain peaks with relative intensity > 40%). Clearly draw complete Lewis structures of the molecular ion and of all cations, radical cations, neutral radicals and/or neutral closed-shell systems that result by fragmentation. (12 p.) (c) On the last page: Describe and explain the significant differences observed in the IR spectra. (4 points) Structure (SDBS #7944) MS Fragmentation Pattern: Intensity > 40%: m/z = 123 = M + ; m/z = 105; m/z = 78 m/z = 78: = 45; lost CO 2 H, indicative of carboxylic acid. m/z = 106: = 17; possible loss of HO, NH 2. m/z = 105: = 18; possible loss of H 2 O, NH 3. Mass Spectrum, DIRECT, 75 ev -6-

7 HNMR, 400 MHz, g : 0.5 ml DMSO-d 6 CNMR, 90 MHz, g : 0.5 ml DMSO-d 6-7-

8 IR-Spectrum, Nujol Mull Significant Differences in IR Spectra: The peaks just below /cm are from nujol! Nujol is a mineral oil; alkanes. Otherwise, spectra are pretty much the same. Small difference in the peak just below /cm does not matter much. IR-Spectrum, KBr As part of (a), the expectations include three assignments: -- The IR range for the HO of a carboxylic acid is /cm. Nicotinic acid is on the low side. -- The IR range for the CO of an aromatic carboxylic acid is /cm. -- The broad band from 1800 to /cm: broad, overlapping aromatic overtones. -8-

Topic 6 Structure Determination Revision Notes

Topic 6 Structure Determination Revision Notes 1) Introduction Topic 6 Structure Determination Revision Notes Mass spectrometry, infrared spectroscopy and NMR spectroscopy can be used to determine the structure of unknown compounds 2) Mass spectrometry

More information

Characterizing fatty acids with advanced multinuclear NMR methods

Characterizing fatty acids with advanced multinuclear NMR methods Characterizing fatty acids with advanced multinuclear NMR methods Fatty acids consist of long carbon chains ending with a carboxylic acid on one side and a methyl group on the other. Most naturally occurring

More information

DEPARTMENT OF CHEMISTRY AND CHEMICAL ORGANIC CHEMISTRY II 202-BZG-05 03

DEPARTMENT OF CHEMISTRY AND CHEMICAL ORGANIC CHEMISTRY II 202-BZG-05 03 DEPARTMENT OF CHEMISTRY AND CHEMICAL TECHNOLOGY ORGANIC CHEMISTRY II 202-BZG-05 03 TEST 1 11 MARCH 2010 INSTRUCTOR: I. DIONNE PRINT YOUR NAME: Answers INSTRUCTIONS: Answer all questions in the space provided.

More information

e. V Chemistry 262 Winter 2018 Exam 3

e. V Chemistry 262 Winter 2018 Exam 3 Chemistry 262 Winter 2018 Exam 3 The following 90 point exam contains 22 questions, valued at 4 points/question. There are also 3 unknown analysis problems, valued at 10 points/question, of which you are

More information

Chemistry 14C Fall 2015 Second Midterm Exam Page 1

Chemistry 14C Fall 2015 Second Midterm Exam Page 1 Chemistry 14C Fall 2015 Second Midterm Exam Page 1 1. (6) Provide brief yet precise definitions. Use no more than fifteen words for each definition. (a) Molecular ion: (b) Spin-spin coupling: 2. (2) Which

More information

Supplementary Figure 1. ESI/MS/MS analyses of native and de-acetylated S2A Supplementary Figure 2. Partial 1D 1H NMR spectrum of S2A

Supplementary Figure 1. ESI/MS/MS analyses of native and de-acetylated S2A Supplementary Figure 2. Partial 1D 1H NMR spectrum of S2A Supplementary Figure 1. ESI/MS/MS analyses of native and de-acetylated S2A. Panel A, Positive ESI mass spectra of native (N) and de-acetylated (DA) non-active S2A were obtained, and demonstrated a shift

More information

Preparation and Characterization of Cysteine Adducts of Deoxynivalenol

Preparation and Characterization of Cysteine Adducts of Deoxynivalenol Preparation and Characterization of Cysteine Adducts of Deoxynivalenol Ana Stanic, Silvio Uhlig, Anita Solhaug, Frode Rise, Alistair L. Wilkins, Christopher O. Miles S1 Figure S1. 1 H spectrum of 1 (DON)

More information

Divergent Construction of Pyrazoles via Michael Addition of N-Aryl Hydrazones to 1,2-Diaza-1,3-dienes

Divergent Construction of Pyrazoles via Michael Addition of N-Aryl Hydrazones to 1,2-Diaza-1,3-dienes Divergent Construction of Pyrazoles via Michael Addition of N-Aryl Hydrazones to 1,2-Diaza-1,3-dienes Serena Mantenuto, Fabio Mantellini, Gianfranco Favi,* and Orazio A. Attanasi Department of Biomolecular

More information

Non-Conjugated Double Bonds

Non-Conjugated Double Bonds 1 H-NMR Spectroscopy of Fatty Acids and Their Derivatives Non-Conjugated Double Bonds The introduction of one double bond gives rise to several peaks in the NMR spectrum compared to the saturated chains

More information

Chemistry 14C Spring 2018 Second Midterm Exam Page 1

Chemistry 14C Spring 2018 Second Midterm Exam Page 1 Chemistry 14C Spring 2018 Second Midterm Exam Page 1 Begin this exam by gently removing the last two pages. Nothing on these pages will be graded. These pages will be discarded prior to grading. Please

More information

Organic Chemistry Diversity of Carbon Compounds

Organic Chemistry Diversity of Carbon Compounds Organic Chemistry Diversity of Carbon Compounds Hydrocarbons The Alkanes The Alkenes The Alkynes Naming Hydrocarbons Cyclic Hydrocarbons Alkyl Groups Aromatic Hydrocarbons Naming Complex Hydrocarbons Chemical

More information

Lecture 10: MS Interpretation Part 4 Postulation of Molecular Structures

Lecture 10: MS Interpretation Part 4 Postulation of Molecular Structures Lecture 10: MS Interpretation Part 4 Postulation of Molecular Structures CU- Boulder CHEM 5181 Mass Spectrometry & Chromatography Prof. Jose-Luis Jimenez Postulation of Molecular Structures There are several

More information

Organic Chemistry Laboratory Fall Lecture 3 Gas Chromatography and Mass Spectrometry June

Organic Chemistry Laboratory Fall Lecture 3 Gas Chromatography and Mass Spectrometry June 344 Organic Chemistry Laboratory Fall 2013 Lecture 3 Gas Chromatography and Mass Spectrometry June 19 2013 Chromatography Chromatography separation of a mixture into individual components Paper, Column,

More information

Stereoselective Aza-Darzens Reactions of Tert- Butanesulfinimines: Convenient Access to Chiral Aziridines

Stereoselective Aza-Darzens Reactions of Tert- Butanesulfinimines: Convenient Access to Chiral Aziridines Stereoselective Aza-Darzens Reactions of Tert- Butanesulfinimines: Convenient Access to Chiral Aziridines Toni Moragas Solá, a Ian Churcher, b William Lewis a and Robert A. Stockman* a Supplementary Information

More information

Supporting Materials. Experimental Section. internal standard TMS (0 ppm). The peak patterns are indicated as follows: s, singlet; d,

Supporting Materials. Experimental Section. internal standard TMS (0 ppm). The peak patterns are indicated as follows: s, singlet; d, CuBr-Catalyzed Efficient Alkynylation of sp 3 C-H Bonds Adjacent to a itrogen Atom Zhiping Li and Chao-Jun Li* Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, Quebec H3A

More information

Trans-stereospecific polymerization of butadiene and random copolymerization with styrene using borohydrido rare earths / magnesium dialkyl catalysts

Trans-stereospecific polymerization of butadiene and random copolymerization with styrene using borohydrido rare earths / magnesium dialkyl catalysts Trans-stereospecific polymerization of butadiene and random copolymerization with styrene using borohydrido rare earths / magnesium dialkyl catalysts A. Ventura a, T. Chenal b,c,d,e, *, M. Bria b,f, F.

More information

J-Type Hetero-Exciton Coupling Effect on an Asymmetric

J-Type Hetero-Exciton Coupling Effect on an Asymmetric Supporting Information J-Type Hetero-Exciton Coupling Effect on an Asymmetric Donor Acceptor Donor-Type Fluorophore Yuichi Kitagawa *, Ryuto Yachi, Takayuki Nakanishi, Koji Fushimi, and Yasuchika Hasegawa

More information

Zinc Chloride Promoted Formal Oxidative Coupling of Aromatic Aldehydes and Isocyanides to α- Ketoamides

Zinc Chloride Promoted Formal Oxidative Coupling of Aromatic Aldehydes and Isocyanides to α- Ketoamides Supporting information for Zinc Chloride Promoted Formal xidative Coupling of Aromatic Aldehydes and Isocyanides to α- Ketoamides Marinus Bouma, Géraldine Masson* and Jieping Zhu* Institut de Chimie des

More information

Identification of novel endophenaside antibiotics produced by Kitasatospora sp. MBT66

Identification of novel endophenaside antibiotics produced by Kitasatospora sp. MBT66 SUPPORTING INFORMATION belonging to the manuscript: Identification of novel endophenaside antibiotics produced by Kitasatospora sp. MBT66 by Changsheng Wu 1, 2, Gilles P. van Wezel 1, *, and Young Hae

More information

Mass Spectrometry Introduction

Mass Spectrometry Introduction Mass Spectrometry Introduction Chem 744 Spring 2013 What MS is and is not MS is NOT a spectroscopic method. Molecules are not absorbing EM radiation MS is the generation, separation and characterization

More information

Supporting information for the article

Supporting information for the article Supporting information for the article S1 Exceptional behavior of Ni 2 O 2 species revealed by ESI-MS and MS/MS studies in solution. Application of superatomic core to facilitate new chemical transformations

More information

Chemistry 14C Winter 2017 Final Exam Part B Page 1

Chemistry 14C Winter 2017 Final Exam Part B Page 1 Chemistry 14C Winter 2017 Final Exam Part B Page 1 Please use the backs of the data table pages and other exam pages for scratch space. Please do not use the exam margins for this purpose. Begin this exam

More information

CHEM 242 UV-VIS SPECTROSCOPY, IR SPECTROSCOPY, CHAP 13A ASSIGN AND MASS SPECTROMETRY C 8 H 17 A B C

CHEM 242 UV-VIS SPECTROSCOPY, IR SPECTROSCOPY, CHAP 13A ASSIGN AND MASS SPECTROMETRY C 8 H 17 A B C CEM 242 UV-VIS SPECTRSCPY, IR SPECTRSCPY, CAP 13A ASSIGN AND MASS SPECTRMETRY 1. Which choice matches the max of each steroid in the order given? C 8 17 C 8 17 C 8 17 A B C A. 209 nm 241 nm 284 nm B. 241

More information

Lysoquinone-TH1, a new polyphenolic tridecaketide produced by expressing the lysolipin minimal PKS II in Streptomyces albus

Lysoquinone-TH1, a new polyphenolic tridecaketide produced by expressing the lysolipin minimal PKS II in Streptomyces albus Supplemental Information Lysoquinone-TH1, a new polyphenolic tridecaketide produced by expressing the lysolipin minimal PKS II in Streptomyces albus Torben Hofeditz, 1 Claudia Eva-Maria Unsin 2, Jutta

More information

TWO NEW ELLAGIC ACID GLYCOSIDES FROM LEAVES OF DIPLOPANAX STACHYANTHUS

TWO NEW ELLAGIC ACID GLYCOSIDES FROM LEAVES OF DIPLOPANAX STACHYANTHUS Journal of Asian Natural Products Research, December 2004, Vol. 6 (4), pp. 271 276 TWO NEW ELLAGIC ACID GLYCOSIDES FROM LEAVES OF DIPLOPANAX STACHYANTHUS XIAO-HONG YAN and YUE-WEI GUO* State Key Laboratory

More information

Supporting Information

Supporting Information Supporting Information Wiley-VCH 2008 69451 Weinheim, Germany Supporting Information Enantioselective Cu-catalyzed 1,4-Addition of Various Grignard Reagents to Cyclohexenone using Taddol-derived Phosphine-Phosphite

More information

CHM 424L Organic Laboratory, Dr. Laurie S. Starkey Introduction to Mass Spectrometry

CHM 424L Organic Laboratory, Dr. Laurie S. Starkey Introduction to Mass Spectrometry CM 424L rganic Laboratory, Dr. Laurie S. Starkey Introduction to Mass Spectrometry Mass spectrometry is used to determine a sample's molecular mass and molecular formula. Some structural information can

More information

p-toluenesulfonic Acid-Mediated 1,3-Dipolar Cycloaddition of

p-toluenesulfonic Acid-Mediated 1,3-Dipolar Cycloaddition of Supporting Information for: p-toluenesulfonic Acid-Mediated 1,3-Dipolar Cycloaddition of Nitroolefins with NaN 3 for Synthesis of 4-Aryl-NH-1,2,3-triazoles Xue-Jing Quan, Zhi-Hui Ren, Yao-Yu Wang, and

More information

ORIGINAL RESEARCH ARTICLE

ORIGINAL RESEARCH ARTICLE Journal of Chitwan Medical College 203, 3(3): 37-4 Available online at: www.jcmc.cmc.edu.np ISSN 209-2889 (nline) ISSN 209-242 (Paper) RIGINAL RESEARCH ARTICLE SYNTHESIS F INTERMEDIATES F PTENTIAL INHIBITRS

More information

Identification of Aromatic Fatty Acid Ethyl Esters

Identification of Aromatic Fatty Acid Ethyl Esters Chapter 3.2 Identification of Aromatic Fatty Acid Ethyl Esters The only use of gas chromatography is not sufficient to determine which compounds are eluting from the catalytic bed. At the beginning of

More information

One-step photochemical attachment of NHS-terminated monolayers onto. silicon surfaces and subsequent functionalization

One-step photochemical attachment of NHS-terminated monolayers onto. silicon surfaces and subsequent functionalization Supporting Information: ne-step photochemical attachment of NHS-terminated monolayers onto silicon surfaces and subsequent functionalization Menglong Yang, Rosalie L.M. Teeuwen, Marcel Giesbers, Jacob

More information

Copper(II) Ionic Liquid Catalyzed Cyclization-Aromatization of. Hydrazones with Dimethyl Acetylenedicarboxylate: A Green Synthesis

Copper(II) Ionic Liquid Catalyzed Cyclization-Aromatization of. Hydrazones with Dimethyl Acetylenedicarboxylate: A Green Synthesis Copper(II) Ionic Liquid Catalyzed Cyclization-Aromatization of Hydrazones with Dimethyl Acetylenedicarboxylate: A Green Synthesis of Fully Substituted Pyrazoles Shirin Safaei, Iraj Mohammadpoor-Baltork,*

More information

Discussion CHAPTER - 5

Discussion CHAPTER - 5 CHAPTER - 5 Discussion The chapter deals with discussion of the results. The thesis ends with this chapter. The chapter interpretates and discusses the results of the investigation on the physical properties

More information

Eszopiclone (Lunesta ): An Analytical Profile

Eszopiclone (Lunesta ): An Analytical Profile Eszopiclone (Lunesta ): An Analytical Profile Roxanne E. Franckowski, M.S.* and Robert A. Thompson, Ph.D. U.S. Department of Justice Drug Enforcement Administration Special Testing and Research Laboratory

More information

SUPPORTING INFORMATION. Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S

SUPPORTING INFORMATION. Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S 1 SUPPORTING INFORMATION Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S Bond formation by Chan-Lam Cross-Coupling Reaction SATYA KARUNA PULAKHANDAM a, NARESH KUMAR KATARI

More information

Supporting Information

Supporting Information Supporting Information A new series of cytotoxic pyrazoline derivatives as potential anticancer agents induces cell cycle arrest and apoptosis Hong Wang 1,, Jinhong Zheng 1,, Weijie Xu 1, Cheng Chen 1,

More information

Supplementary Figures

Supplementary Figures Supplementary Figures Supplementary Figure 1. 1 H NMR (400 MHz, CDCl3) spectrum of 3a Supplementary Figure 2. 13 C NMR (75 MHz, CDCl3) spectrum of 3a 1 Supplementary Figure 3. 1 H NMR (400 MHz, CDCl3)

More information

Thermal shift binding experiments were carried out using Thermofluor 384 ELS system. Protein

Thermal shift binding experiments were carried out using Thermofluor 384 ELS system. Protein Supplementary Methods Thermal shift assays Thermal shift binding experiments were carried out using Thermofluor 384 ELS system. Protein unfolding was examined by monitoring the fluorescence of ANS (1-anilinonaphthalene-8-

More information

Chapter 12: Mass Spectrometry: molecular weight of the sample

Chapter 12: Mass Spectrometry: molecular weight of the sample Structure Determination: hapter 12: Mass Spectrometry- molecular weight of the sample; formula hapter 12: Infrared Spectroscopy- indicated which functional groups are present hapter 13: Nuclear Magnetic

More information

Rameshwar Prasad Pandit and Yong Rok Lee * School of Chemical Engineering, Yeungnam University, Gyeongsan , Korea

Rameshwar Prasad Pandit and Yong Rok Lee * School of Chemical Engineering, Yeungnam University, Gyeongsan , Korea Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Novel ne-pot Synthesis of Diverse γ,δ-unsaturated β-ketoesters by Thermal

More information

Supporting Information. Transformation Pathways of the Recalcitrant Pharmaceutical Compound

Supporting Information. Transformation Pathways of the Recalcitrant Pharmaceutical Compound Supporting Information Transformation Pathways of the Recalcitrant Pharmaceutical Compound Carbamazepine by the White-Rot Fungus Pleurotus ostreatus: Effects of Growth Conditions Naama Golan-Rozen 1 ;

More information

THE JOURNAL OF ANTIBIOTICS. Polyketomycin, a New Antibiotic from Streptomyces sp. MK277-AF1. II. Structure Determination

THE JOURNAL OF ANTIBIOTICS. Polyketomycin, a New Antibiotic from Streptomyces sp. MK277-AF1. II. Structure Determination THE JOURNAL OF ANTIBIOTICS Polyketomycin, a New Antibiotic from Streptomyces sp. MK277-AF1 II. Structure Determination ISAO MOMOSE, WEI CHEN, HIKARU NAKAMURA, HIROSHI NAGANAWA, HIRONOBU IINUMA and TOMIO

More information

Supporting Information

Supporting Information Supporting Information B(C 6 F 5 ) 3 -catalyzed Regioselective Deuteration of Electronrich Aromatic and Heteroaromatic compounds Wu Li, Ming-Ming Wang, Yuya Hu and Thomas Werner* Leibniz-Institute of Catalysis

More information

Datasheet 5-Hydroxythiabendazole

Datasheet 5-Hydroxythiabendazole Datasheet 5-Hydroxythiabendazole Reference number : CEC/MAT : 34 Date of preparation : 1995.02.03 date : 2001.07.12 source : CSL "Bank of Reference Standards" The Bank of Reference Standards was financially

More information

Masatoshi Shibuya,Takahisa Sato, Masaki Tomizawa, and Yoshiharu Iwabuchi* Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences,

Masatoshi Shibuya,Takahisa Sato, Masaki Tomizawa, and Yoshiharu Iwabuchi* Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Oxoammonium ion/naclo 2 : An Expedient, Catalytic System for One-pot Oxidation of Primary Alcohols to Carboxylic Acid with Broad Substrate Applicability Masatoshi Shibuya,Takahisa Sato, Masaki Tomizawa,

More information

Naoya Takahashi, Keiya Hirota and Yoshitaka Saga* Supplementary material

Naoya Takahashi, Keiya Hirota and Yoshitaka Saga* Supplementary material Supplementary material Facile transformation of the five-membered exocyclic E-ring in 13 2 -demethoxycarbonyl chlorophyll derivatives by molecular oxygen with titanium oxide in the dark Naoya Takahashi,

More information

Supporting Information. as the nitro source

Supporting Information. as the nitro source Supporting Information Efficient ipso-nitration of arylboronic acids with iron nitrate as the nitro source Min Jiang, a,b Haijun Yang,* a,b Yong Li, a,b Zhiying Jia b and Hua Fu b a Beijing Key Laboratory

More information

Lewis acid-catalyzed regioselective synthesis of chiral α-fluoroalkyl amines via asymmetric addition of silyl dienolates to fluorinated sulfinylimines

Lewis acid-catalyzed regioselective synthesis of chiral α-fluoroalkyl amines via asymmetric addition of silyl dienolates to fluorinated sulfinylimines Supporting Information for Lewis acid-catalyzed regioselective synthesis of chiral α-fluoroalkyl amines via asymmetric addition of silyl dienolates to fluorinated sulfinylimines Yingle Liu a, Jiawang Liu

More information

Supporting information

Supporting information Supporting information Figure legends Supplementary Table 1. Specific product ions obtained from fragmentation of lithium adducts in the positive ion mode comparing the different positional isomers of

More information

Supporting Information. for. Access to pyrrolo-pyridines by gold-catalyzed. hydroarylation of pyrroles tethered to terminal alkynes

Supporting Information. for. Access to pyrrolo-pyridines by gold-catalyzed. hydroarylation of pyrroles tethered to terminal alkynes Supporting Information for Access to pyrrolo-pyridines by gold-catalyzed hydroarylation of pyrroles tethered to terminal alkynes Elena Borsini 1, Gianluigi Broggini* 1, Andrea Fasana 1, Chiara Baldassarri

More information

Synthesis and Blastocyst Implantation Inhibition Potential of Lupeol Derivatives in Female Mice

Synthesis and Blastocyst Implantation Inhibition Potential of Lupeol Derivatives in Female Mice Supporting Information Rec. Nat. Prod. 9:4 (2015) 561-566 Synthesis and Blastocyst Implantation Inhibition Potential of Lupeol Derivatives in Female Mice Anita Mahapatra 1*, Purvi Shah 1, Mehul Jivrajani

More information

Oregon State University

Oregon State University H 223 Worksheet 9 Notes Oregon State University 1. Draw a primary alcohol and name it. OH 1-propanol Note: A primary alcohol has the form RH 2 OH; a secondary alcohol has the form R 2 H OH; and a tertiary

More information

Christophe Lincheneau, Bernard Jean-Denis and Thorfinnur Gunnlaugsson* Electronic Supplementary Information

Christophe Lincheneau, Bernard Jean-Denis and Thorfinnur Gunnlaugsson* Electronic Supplementary Information Self-assembly formation of mechanically interlocked [2]- and [3]catenanes using lanthanide ion [Eu(III)] templation and ring closing metathesis reactions Christophe Lincheneau, Bernard Jean-Denis and Thorfinnur

More information

Model 2: Aldohexoses, aldopentoses, ketohexoses and ketopentoses

Model 2: Aldohexoses, aldopentoses, ketohexoses and ketopentoses Model 1: D and L Sugars CHEM1405 Worksheet 13: Sugars and Amino Acids The simplest sugar is glyceraldehyde. This is a chiral molecule and the two enantiomers are shown opposite with wedges and dashes and

More information

L-Carnosine-Derived Fmoc-Tripeptides Forming ph- Sensitive and Proteolytically Stable Supramolecular

L-Carnosine-Derived Fmoc-Tripeptides Forming ph- Sensitive and Proteolytically Stable Supramolecular Supporting Information: L-Carnosine-Derived Fmoc-Tripeptides Forming ph- Sensitive and Proteolytically Stable Supramolecular Hydrogels Rita Das Mahapatra, a Joykrishna Dey* a, and Richard G. Weiss b a

More information

Preparation of Fluorinated Tetrahydropyrans and Piperidines using a New Nucleophilic Fluorination Reagent DMPU/HF

Preparation of Fluorinated Tetrahydropyrans and Piperidines using a New Nucleophilic Fluorination Reagent DMPU/HF Supporting information Preparation of Fluorinated Tetrahydropyrans and Piperidines using a New Nucleophilic Fluorination Reagent DMPU/HF Otome E. Okoromoba, a Gerald B. Hammond, a, * Bo Xu b, * a Department

More information

Synthesis and characterization of ligands (1,4,8,11-tetraacryloyl) cyclam (L 1 ), (1,4,8,11-tétrabenzoyl) cyclam (L 2 ) and their Complexes of Pb(II)

Synthesis and characterization of ligands (1,4,8,11-tetraacryloyl) cyclam (L 1 ), (1,4,8,11-tétrabenzoyl) cyclam (L 2 ) and their Complexes of Pb(II) IOSR Journal of Applied Chemistry (IOSR-JAC) e-issn: 2278-5736.Volume 9, Issue 11 Ver. II (November. 2016), PP 73-77 www.iosrjournals.org Synthesis and characterization of ligands (1,4,8,11-tetraacryloyl)

More information

Supporting Information for. Use of the Curtius Rearrangement of Acryloyl Azides in the Synthesis of. 3,5-Disubstituted Pyridines: Mechanistic Studies

Supporting Information for. Use of the Curtius Rearrangement of Acryloyl Azides in the Synthesis of. 3,5-Disubstituted Pyridines: Mechanistic Studies Supporting Information for Use of the Curtius Rearrangement of Acryloyl Azides in the Synthesis of 3,5-Disubstituted Pyridines: Mechanistic Studies Ta-Hsien Chuang* a, Yu-Chi Chen b and Someshwar Pola

More information

Ethyl 2-hydroxy-4-methyl-1-((prop-2-yn-1-yloxy)methyl)cyclohex-3-enecarboxylate (16):

Ethyl 2-hydroxy-4-methyl-1-((prop-2-yn-1-yloxy)methyl)cyclohex-3-enecarboxylate (16): General methods: 1 H NMR and 13 C NMR spectra were recorded in CDCl 3 or CDCl3 and CCl 4 as solvent on 300 MHz or 500 MHz spectrometer at ambient temperature. The coupling constant J is given in Hz. The

More information

[2+2] Photocycloadditions of Thiomaleimides. Lauren M. Tedaldi, Abil. E. Aliev, James R. Baker*

[2+2] Photocycloadditions of Thiomaleimides. Lauren M. Tedaldi, Abil. E. Aliev, James R. Baker* Supporting information [2+2] Photocycloadditions of Thiomaleimides Lauren M. Tedaldi, Abil. E. Aliev, James R. Baker* Department of Chemistry, University College London, 20 Gordon Street, London WC1H OAJ,

More information

Supporting Information

Supporting Information Zinc-Mediated Addition of Diethyl Bromomalonate to Alkynes for the Cascade Reaction towards Polysubstituted Pyranones and Tetracarbonyl Derivatives Anne Miersch, Klaus Harms, and Gerhard Hilt* Fachbereich

More information

Chemistry & Biology Interface

Chemistry & Biology Interface 296 Chemistry & Biology Interface An official Journal of ISCB, Journal homepage; www.cbijournal.com Research Paper Synthesis and Characterization of Unknown Impurities in Nizatidine Gaddam Naveen Chandra

More information

Supporting Information. An Efficient Synthesis of Optically Active Physostigmine from Tryptophan via Alkylative Cyclization

Supporting Information. An Efficient Synthesis of Optically Active Physostigmine from Tryptophan via Alkylative Cyclization Supporting Information An Efficient Synthesis of Optically Active Physostigmine from Tryptophan via Alkylative Cyclization Michiaki, Kawahara, Atsushi Nishida, Masako Nakagawa* Faculty of Pharmaceutical

More information

Supporting Information

Supporting Information Palladium-Catalyzed Cascade Oxidantion/sp 2 C-H Acylation of Azoarenes with Aryl Methanes Feng Xiong, a Cheng Qian, b Dongen Lin, b Wei Zeng b,* and Xiaoxia Lu a,* a Chengdu Institute of Biology,CAS, Chengdu

More information

Manganese powder promoted highly efficient and selective synthesis of fullerene mono- and biscycloadducts at room temperature

Manganese powder promoted highly efficient and selective synthesis of fullerene mono- and biscycloadducts at room temperature Supplementary Information Manganese powder promoted highly efficient and selective synthesis of fullerene mono- and biscycloadducts at room temperature Weili Si 1, Xuan Zhang 1, Shirong Lu 1, Takeshi Yasuda

More information

Supporting information

Supporting information Supporting information Rhabdopeptide/Xenortide-like Peptides from Xenorhabdus innexi with Terminal Amines Showing Potent Anti-protozoal Activity Lei Zhao,, Marcel Kaiser,, Helge B. Bode *,, Molekulare

More information

Self-organization of dipyridylcalix[4]pyrrole into a supramolecular cage for dicarboxylates

Self-organization of dipyridylcalix[4]pyrrole into a supramolecular cage for dicarboxylates Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Electronic Supplementary Information Self-organization of dipyridylcalix[4]pyrrole into a supramolecular

More information

Supporting Information. Enzymatic synthesis of electrospinnable poly(butylene succinate-co-dilinoleic. succinate) thermoplastic elastomer

Supporting Information. Enzymatic synthesis of electrospinnable poly(butylene succinate-co-dilinoleic. succinate) thermoplastic elastomer Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Supporting Information Enzymatic synthesis of electrospinnable poly(butylene succinate-co-dilinoleic

More information

1. Draw a standard line bond structure for compounds of the following molecular formulas:

1. Draw a standard line bond structure for compounds of the following molecular formulas: TF ame: LS1a Fall 06 Problem Set #1 Due Friday 9/29 at noon in your TF s drop box on the 2 nd floor of Science Center all questions including extra ones should be turned in 1. Draw a standard line bond

More information

Gade Hyldgaard, Mette; Purup, Stig; Bond, Andrew David; Frete, Xavier; Qu, Haiyan; Teglgaard Jensen, Katrine; Christensen, Lars Porskjær

Gade Hyldgaard, Mette; Purup, Stig; Bond, Andrew David; Frete, Xavier; Qu, Haiyan; Teglgaard Jensen, Katrine; Christensen, Lars Porskjær Syddansk Universitet Guaianolides and a seco-eudesmane from the resinous exudates of cushion bush (Leucophyta brownii) and evaluation of their cytostatic and anti-inflammatory activity Gade Hyldgaard,

More information

Experiment 15: Fischer Esterification and Combinatorial Chemistry Phill Rasnick Introduction

Experiment 15: Fischer Esterification and Combinatorial Chemistry Phill Rasnick Introduction 28 November 2012 Experiment 15: Fischer Esterification and Combinatorial Chemistry Phill Rasnick Introduction Esterification reactions, which produce esters, have proven to have great importance in organic

More information

Kinetic model of the biomass hydrolysis by polysulfone. membrane with chemically linked acidic ionic liquids via.

Kinetic model of the biomass hydrolysis by polysulfone. membrane with chemically linked acidic ionic liquids via. Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2018 Kinetic model of the biomass hydrolysis by polysulfone membrane with chemically linked acidic

More information

Eur. J. Org. Chem WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 ISSN X SUPPORTING INFORMATION

Eur. J. Org. Chem WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 ISSN X SUPPORTING INFORMATION Eur. J. Org. Chem. 2007 WILEY-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2007 ISSN 1434 193X SUPPORTING INFORMATION Title: Effect of Varying the Anionic Component of a Copper(I) Catalyst on Homologation

More information

Supporting Information

Supporting Information Supporting Information R6G/8-AQ co-functionalized Fe 3 O 4 @SiO 2 nanoparticles for fluorescence detection of trace Hg 2+ and Zn 2+ in aqueous solution Yao Gu 1,2, Guowen Meng 1,3*, Meiling Wang 1, Qing

More information

Supporting Information Synthesis of 2-Aminobenzonitriles through Nitrosation Reaction and Sequential Iron(III)-Catalyzed C C Bond Cleavage of 2-Arylin

Supporting Information Synthesis of 2-Aminobenzonitriles through Nitrosation Reaction and Sequential Iron(III)-Catalyzed C C Bond Cleavage of 2-Arylin Supporting Information Synthesis of 2-Aminobenzonitriles through Nitrosation Reaction and Sequential Iron(III)-Catalyzed C C Bond Cleavage of 2-Arylindoles Wei-Li Chen, Si-Yi Wu, Xue-Ling Mo, Liu-Xu Wei,

More information

Figure S7: ATR FTIR spectra of enantiomeric UP-PLA-UPy and sc-upy-pla-upy. Figure S9: SEM microphotographs sc-upy-pla-oh in 1,4-dioxane and chloroform

Figure S7: ATR FTIR spectra of enantiomeric UP-PLA-UPy and sc-upy-pla-upy. Figure S9: SEM microphotographs sc-upy-pla-oh in 1,4-dioxane and chloroform Supporting Information for Macromolecules, DOI: Supramolecular Polylactides by the Cooperative Interaction of the End Groups and Stereocomplexation By M. Brzeziński*, T. Biela Table of Contents Figure

More information

Supporting Information File 1. for. Synthesis of functionalised β-keto amides by. aminoacylation/domino fragmentation of β-enamino amides

Supporting Information File 1. for. Synthesis of functionalised β-keto amides by. aminoacylation/domino fragmentation of β-enamino amides Supporting Information File 1 for Synthesis of functionalised β-keto amides by aminoacylation/domino fragmentation of β-enamino amides Pavel Yanev and Plamen Angelov* Address: Department of Organic Chemistry,

More information

(b) The following two alcohols are members of an homologous series and they are isomers.

(b) The following two alcohols are members of an homologous series and they are isomers. 1 The alcohols form an homologous series. (a) Give three characteristics of an homologous series. [3] (b) The following two alcohols are members of an homologous series and they are isomers. OH and ( )

More information

NMR Analysis of Oligosaccharides Containing Fructopyranoside

NMR Analysis of Oligosaccharides Containing Fructopyranoside Dynamic Biochemistry, Process Biotechnology and Molecular Biology 2009 Global Science Books NMR Analysis of ligosaccharides Containing Fructopyranoside Eri Fukushi 1* Hideki kada 2 Akira Yamamori 2 Naoki

More information

Allenylphosphine oxides as simple scaffolds for. phosphinoylindoles and phosphinoylisocoumarins

Allenylphosphine oxides as simple scaffolds for. phosphinoylindoles and phosphinoylisocoumarins Supporting Information for Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins G. Gangadhararao, Ramesh Kotikalapudi, M. Nagarjuna Reddy and K. C. Kumara Swamy*

More information

2 - chloro phenothiazine was prepared by the method of knoevenagal (loc. cit); (1914). 2-Chloro-10-chloroacetyl phenothiazine (1): To a solution of

2 - chloro phenothiazine was prepared by the method of knoevenagal (loc. cit); (1914). 2-Chloro-10-chloroacetyl phenothiazine (1): To a solution of 103 104 SCHEME II SOME NEW SUBSTITUTED BENZYLIDENE AMINOTHIAZOL / OXAZOL PHENOTHIAZINES; SUBSTITUTED AZETIDINYL THIAZOL/ OXAZOL PHENOTHIAZINES HAVE BEEN SYNTHESIZED AS SHOWN IN SCHEME-II, INVOLVES THE

More information

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2007 Organocatalytic Asymmetric Sulfa-Michael Addition to α,β- Unsaturated Ketones Paolo Ricci, Armando Carlone, Giuseppe

More information

METABOLITE CHARACTERIZATION IN SERUM SAMPLES FROM NORMAL HEALTHY HUMAN SUBJECTS BY 1 H AND 13 C NMR SPECTROSCOPY. Divya Misra * and Usha Bajpai

METABOLITE CHARACTERIZATION IN SERUM SAMPLES FROM NORMAL HEALTHY HUMAN SUBJECTS BY 1 H AND 13 C NMR SPECTROSCOPY. Divya Misra * and Usha Bajpai , 211-221. ISSN 1011-3924 Printed in Ethiopia 2009 Chemical Society of Ethiopia METABOLITE CHARACTERIZATION IN SERUM SAMPLES FROM NORMAL HEALTHY HUMAN SUBJECTS BY 1 H AND 13 C NMR SPECTROSCOPY Divya Misra

More information

Ynamides as racemization-free coupling reagents for amide and peptide synthesis

Ynamides as racemization-free coupling reagents for amide and peptide synthesis Ynamides as racemization-free coupling reagents for amide and peptide synthesis Long Hu, Silin Xu, Zhenguang Zhao, Yang Yang, Zhiyuan Peng, Ming Yang, Changliu Wang, Junfeng Zhao* Key Laboratory of Chemical

More information

Supplementary Materials: An NMR Guided Screening Method for Selective Fragment Docking and Synthesis of a Warhead Inhibitor

Supplementary Materials: An NMR Guided Screening Method for Selective Fragment Docking and Synthesis of a Warhead Inhibitor Molecules 216, 21, 846; doi:1.339/molecules217846 S1 of S14 Supplementary Materials: An NMR Guided Screening Method for Selective Fragment Docking and Synthesis of a Warhead Inhibitor Ram B. Khattri, Daniel

More information

Isolation and characterization of pristimerin as the antiplasmodial and antileishmanial agent of Maytenus senegalensis (Lam.) Exell.

Isolation and characterization of pristimerin as the antiplasmodial and antileishmanial agent of Maytenus senegalensis (Lam.) Exell. Isolation and characterization of pristimerin as the antiplasmodial and antileishmanial agent of Maytenus senegalensis (Lam.) Exell. Sami A. Khalid, a* Gerda M. Friedrichsen, b Soren B. Christensen, b

More information

Heriot-Watt University

Heriot-Watt University Heriot-Watt University Heriot-Watt University Research Gateway The Plot Thickens: Gelation by Phenylalanine in Water and DimethylSulfoxide Nartowski, Karol P.; Ramalhete, Susana M.; Martin, Peter C.; Foster,

More information

Base-promoted acetal formation employing aryl salicylates

Base-promoted acetal formation employing aryl salicylates Base-promoted acetal formation employing aryl salicylates Pinmanee Boontheung, Patrick Perlmutter*, and Evaloni Puniani School of Chemistry, Monash University, PO Box 23, Victoria 3800 Australia E-mail:

More information

Supplementary Figure 1: UV-Vis absorption (a) and excitation emission matrix (EEM) (b) spectra of the SN medium (Cyanosite ) used to grow

Supplementary Figure 1: UV-Vis absorption (a) and excitation emission matrix (EEM) (b) spectra of the SN medium (Cyanosite ) used to grow Supplementary Figure 1: UV-Vis absorption (a) and excitation emission matrix (EEM) (b) spectra of the SN medium (Cyanosite ) used to grow Synechococcus cultures. Note: The same scale used in Figure 1 was

More information

Supporting Information

Supporting Information Supporting Information Rh(II)-Catalyzed Transannulation of N-Sulfonyl-1,2,3-Triazoles with 2,1-Benzisoxazoles or 1,2-Benzisoxazoles Xiaoqiang Lei, Mohan Gao, Yefeng Tang*,,, E-mail: yefengtang@tsinghua.edu.cn

More information

A pillar[2]arene[3]hydroquinone which can self-assemble to a molecular zipper in the solid state

A pillar[2]arene[3]hydroquinone which can self-assemble to a molecular zipper in the solid state A pillar[2]arene[3]hydroquinone which can self-assemble to a molecular zipper in the solid state Mingguang Pan, Min Xue* Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China Fax:

More information

Infrared Spectroscopy

Infrared Spectroscopy Carbonyl Compounds Cl H H N 2 1810 cm -1 (band 1) 1800 cm -1 1760 cm -1 both present (band 2) 1735 cm -1 1725 cm -1 1715 cm -1 1710 cm -1 1690 cm -1 Inductive Effects esonance Effects stronger bond W W

More information

Supporting Information. for. Synthesis of 2,1-benzisoxazole-3(1H)-ones by basemediated. photochemical N O bond-forming

Supporting Information. for. Synthesis of 2,1-benzisoxazole-3(1H)-ones by basemediated. photochemical N O bond-forming Supporting Information for Synthesis of 2,1-benzisoxazole-3(1H)-ones by basemediated photochemical N O bond-forming cyclization of 2-azidobenzoic acids Daria Yu. Dzhons and Andrei V. Budruev* Address:

More information

Supporting information

Supporting information Supporting information Diversity Oriented Asymmetric Catalysis (DOAC): Stereochemically Divergent Synthesis of Thiochromanes Using an Imidazoline-aminophenol aminophenol (IAP)-Ni Catalyzed Michael/Henry

More information

Supporting Information. for. Pd-catalyzed decarboxylative Heck vinylation of. 2-nitro-benzoates in the presence of CuF 2

Supporting Information. for. Pd-catalyzed decarboxylative Heck vinylation of. 2-nitro-benzoates in the presence of CuF 2 Supporting Information for Pd-catalyzed decarboxylative Heck vinylation of 2-nitro-benzoates in the presence of CuF 2 Lukas J. Gooßen*, Bettina Zimmermann, Thomas Knauber Address: Department of Chemistry,

More information

Supporting Information

Supporting Information S1 Supporting Information Assembly of Amphiphilic Hyperbranched Polymeric Ionic Liquids in Aqueous Media at Different ph and Ionic Strength Volodymyr F. Korolovych, a Petr A. Ledin, a Alexandr Stryutsky,

More information

Chapter 20: Carboxylic Acids and Nitriles شیمی آلی 2

Chapter 20: Carboxylic Acids and Nitriles شیمی آلی 2 Chapter 20: Carboxylic Acids and Nitriles شیمی آلی 2 Dr M. Mehrdad University of Guilan, Department of Chemistry, Rasht, Iran m-mehrdad@guilan.ac.ir Based on McMurry s Organic Chemistry, 7 th edition The

More information

Carbon-13 Nuclear Magnetic Resonance Spectra of Phenolic Glycosides Isolated from Chestnut Galls*

Carbon-13 Nuclear Magnetic Resonance Spectra of Phenolic Glycosides Isolated from Chestnut Galls* Agric. Biol. Chem., 43 (6), 1173-1177, 1979 1173 Carbon-13 Nuclear Magnetic Resonance Spectra of Phenolic Glycosides Isolated from Chestnut Galls* Tetsuo OZAWA and Yoshinori TAKINO Institute of Applied

More information

Isolation and Identification of Anthralin From the Roots of Rhubarb Plant (Rheum palmatum)

Isolation and Identification of Anthralin From the Roots of Rhubarb Plant (Rheum palmatum) ISSN: 0973-4945; CODEN ECJHAO E- Chemistry http://www.e-journals.net Vol. 4, No. 4, pp. 546-549, October 2007 Isolation and Identification of Anthralin From the Roots of Rhubarb Plant (Rheum palmatum)

More information