Differential Mobility Spectrometry of Derivatized Steroid Hormones: Examining the Relationships between Structures and Solvation
|
|
- Gyles Carroll
- 5 years ago
- Views:
Transcription
1 Differential Mobility Spectrometry of Derivatized Steroid Hormones: Examining the Relationships between Structures and Solvation Chang Liu, J. Larry Campbell, Yves Le Blanc, Subhakar Dey, Subhasish Purkayastha, Tim Hoffman ASMS 2014, Baltimore
2 Ion Solvation The interaction of ions with solvent molecules One of the most important physicochemical properties to explore in drug discovery and development. A measure of the ability of studied ions to distribute in biological systems. Ion-solvent interaction in the gas-phase studied with differential mobility spectrometry (DMS) AB SCIEX
3 Differential mobility spectrometry (DMS) Ion species in gas stream + High field Declustering High mobility High field Declustering High mobility The magnitude of the compensation voltage is a measure of the ion solvation strength AB SCIEX Low field Clustering Low mobility Low field Clustering Low mobility Krylov et al., Int. J. Mass Spectrom. 2009, 285, 149.
4 Differential mobility spectrometry (DMS) Separation voltage (SV) stepped from 0 to 4000 V. Compensation voltage (CV) scanned from -20 V to +15 V. The optimal CV for the ion transmission was determined. e.g. SV=4000 no chemical modifier 1.5% acetonitrile added into the DMS cell Reletive intensity FWHM= Reletive intensity FWHM= AB SCIEX
5 Dispersion plots TYPE C Bad clustering, hard-sphere model Lower mobility at high-field TYPE B Mixed mechanism TYPE A Good clustering Higher mobility at high-field AB SCIEX Purves and Guevremont, Anal. Chem. 1999, 71, 2346
6 AB SCIEX Experimental conditions
7 Steroid hormones dihydrotestosterone testosterone boldenone mesterolone 17a-methyltestosterone androsterone dehydroandrosterone AB SCIEX
8 Aminooxy derivatization reagents * * Amplifex TM Keto reagent, commercially available from AB SCIEX AB SCIEX Star-Weinstock et al., Anal. Chem. 2012, 84, 9310
9 Experimental conditions e.g. Derivatization DMS-MS system + methanol, acetic acid room temp, 1h AB SCIEX SelexION TM Differential Mobility Spectrometer with QTRAP 5500 Mass Spectrometer system AB SCIEX Star-Weinstock et al., Anal. Chem. 2012, 84, 9310
10 Results and Discussion The effect of chemical modifiers The structure of aminooxy derivatization reagents The structure of steroids AB SCIEX
11 Ion solvation strength The effect of chemical modifier e.g no chemical modifier methanol 0-5 isopropanol -10 acetonitrile acetone AB SCIEX SV (V) The ion solvation strength: methanol < isopropanol < acetonitrile < acetone
12 10 Ion solvation strength Chemical modifier: selectivity 2D Graph best selectivity 10 derivatized testosterone derivatized boldenone derivatized dihydrotestosterone derivatized 17a-methyltestosterone derivatized mesterolone derivatized androsterone derivatized dehydroandrosterone no chemical modifier methanol isopropanol acetonitrile acetone SV (V) SV (V) SV (V) SV (V) SV (V) AB SCIEX
13 Results and Discussion The effect of chemical modifiers The structure of aminooxy derivatization reagents The structure of steroids Example: derivatized testosterone AB SCIEX
14 Relationships between structures and solvation The structure of aminooxy derivatization reagents Group A R= Relative intensity Chemical modifier: isopropanol; SV= A1-testosterone A2-testosterone 0.2 A3-testosterone The presence of the intramolecular hydrogen bond A1 A2 A3 The solvation strength of A2-contained derivatized steroids was weaker than corresponding ions containing A1/A3. ΔG = -13 kcal/mol AB SCIEX
15 Relationships between structures and solvation The structure of aminooxy derivatization reagents Group B R= B1 B2 B3 Chemical modifier: isopropanol; SV=4000 Relative intensity B1-testosterone B2-testosterone B3-testosterone The solvation strength of B2-contained derivatized steroids was stronger than corresponding ions containing B1/B The charge site of B2 derivatized steroids is least steric hindered AB SCIEX
16 Relationships between structures and solvation The structure of aminooxy derivatization reagents Group C R= Relative intensity Chemical modifier: isopropanol; SV= C1-testosterone C2-testosterone C3-testosterone The protonation site C1 C2 C3 The solvation strength of C2-contained derivatized steroids was stronger than corresponding ions containing C1/C AB SCIEX
17 Results and Discussion The effect of chemical modifiers The structure of aminooxy derivatization reagents The structure of steroids Example: steroids derivatized by AB SCIEX
18 Relationships between structures and solvation The structure of steroids: the additional methyl group Chemical modifier: isopropanol; SV=4000 testosterone 1 17a-methyltestosterone Reletive intensity derivatized testosterone derivatized 17a-testosterone 1.0 dihydrotestosterone mesterolone Reletive intensity The additional methyl group reduces the solvation strength of derivatized steroids derivatized dihydrotestosterone derivatized mesterolone AB SCIEX The steric effect
19 Relationships between structures and solvation The structure of steroids: double bonds dihydrotestosterone testosterone boldenone Relative intensity Chemical modifier: isopropanol; SV= derivatized dihydrotestosterone 0.2 derivatized testosterone derivatized boldenone Double bonds reduced the ion solvation strength. The electron density on N is enhanced by the conjugated double bond AB SCIEX
20 Relationships between structures and solvation The structure of steroids: the ketone position 1 dihydrotestosterone 1 androsterone Relative intensity Chemical modifier: isopropanol; SV= derivatized dihydrotestosterone derivatized androsterone The solvation strength of derivatized dihydrotestosterone was stronger than corresponding derivatized androsterone. The charge site of derivatized androsteorne is more steric hindered AB SCIEX
21 Conclusions Differential mobility spectrometry (DMS) is a useful tool to study the ion solvation strength. Structurally similar derivatized steroid hormones could be differentiated in DMS, with the addition of chemical modifier. The structure of intramolecular hydrogen bond was predicted (weak ion solvation strength). The steric effect is another important factor of influencing the ion solvation strength. Results of DMS analysis agrees well with basic theoretical modeling. More intricate ion-solvent cluster modeling is underway*. *Campbell et al., J. Am. Soc. Mass Spectrom. 2014, in press; Poster: ThP AB SCIEX
22 Acknowledgements Bradley Schneider Tom Covey Deolinda Fernandes Adam Latawiec Michal Star-Weinstock Brain Williamson Sasi Pillai AB SCIEX
23 Trademarks/Licensing For Research Use Only. Not for use in diagnostic procedures AB SCIEX. The trademarks mentioned herein are the property of AB Sciex Pte. Ltd. or their respective owners. AB SCIEX is being used under license. All rights reserved. Information subject to change without notice AB SCIEX
24 Questions and Answers
isobaric Barbiturates in Serum using LDTD- MS/MS combined with differential mobility
Ultra-Fast Separation Ultra-Fast and Quantification Separation and of isobaric Barbiturates in Serum using LDTD- Quantification of isobaric MS/MS combined with differential mobility spectrometry Barbiturates
More informationAB SCIEX SelexION Technology Used to Improve Mass Spectral Library Searching Scores by Removal of Isobaric Interferences
AB SCIEX SelexION Technology Used to Improve Mass Spectral Library Searching s by Removal of Isobaric Interferences Differential Mobility Used as a Tool to Address Selectivity Challenges Adrian M. Taylor
More informationQTRAP and SelexION+- Improving the Sensitivity, Speed and Selectivity in Food, Clinical Research and Pharmaceutical Applications
QTRAP 6500+ and SelexION+- Improving the Sensitivity, Speed and Selectivity in Food, Clinical Research and Pharmaceutical Applications Jianru Stahl-Zeng. Ph D Darmstadt, Germany Agenda 6500 + LC/MS System
More informationIf somehow it is possible to increase the stability of a given base, then it
Text Related to Segment.04 00 laude E. Wintner If somehow it is possible to increase the stability of a given base, then it should be true that the corresponding acid will be stronger than would be so
More informationThe Electrophile. S N 2 and E2 least stable most stable least hindered most hindered. S N 1 and E1. > x > >
The Electrophile 1 Recall that electrophile means electron- loving. When considering substitution and elimination reactions we must consider the carbon attached to the leaving group. Is it a primary, secondary,
More informationPowerful Scan Modes of QTRAP System Technology
Powerful Scan Modes of QTRAP System Technology Unique Hybrid Triple Quadrupole Linear Ion Trap Technology Provides Powerful Workflows to Answer Complex Questions with No Compromises While there are many
More informationConfirmation of In Vitro Nefazodone Metabolites using the Superior Fragmentation of the QTRAP 5500 LC/MS/MS System
Confirmation of In Vitro Nefazodone Metabolites using the Superior Fragmentation of the QTRAP 5500 LC/MS/MS System Claire Bramwell-German, Elliott Jones and Daniel Lebre AB SCIEX, Foster City, California
More informationSupporting Information
Supporting Information Open Port Probe Sampling Interface for the Direct Coupling of Biocompatible Solid-Phase Microextraction to Atmospheric Pressure Ionization Mass Spectrometry Germán Augusto Gómez-Ríos
More informationAldehydes and Ketones : Aldol Reactions
Aldehydes and Ketones : Aldol Reactions The Acidity of the a Hydrogens of Carbonyl Compounds: Enolate Anions Hydrogens on carbons a to carbonyls are unusually acidic The resulting anion is stabilized by
More informationReaction mechanism 1/17/19. HCl. HCl. 3 radical can form here. Br 2. hint!
If the reagents or reaction conditions favor radicals, then it is likely to be a radical reaction. Look for hints like peroxide, AIBN, NBS, hn (UV light). 3 radical can form here Reaction mechanism How
More informationSn1 or Sn2 Reactions: A Guide to Deciding Which Reaction is Occurring
Sn1 or Sn2 Reactions: A Guide to Deciding Which Reaction is Occurring The following is a discussion of the approach you should use in order to determine if a chemical reaction occurs via a Sn1 or Sn2 mechanism.
More informationTANDEM DIFFERENTIAL MOBILITY SPECTROMETER:
TANDEM DIFFERENTIAL MOBILITY SPECTROMETER: AN IONIZATION DETECTOR FOR GC WITH HIGH SPEED, SELECTIVITY, SMALL SIZE, AND LOW COST G.A. Eiceman & M. Menlyadiev Department of Chemistry & Biochemistry New Mexico
More informationColin F. Poole Department of Chemistry Wayne State University USA
Colin F. Poole Department of Chemistry Wayne State University USA Method Development Process Method Development Process Need to know what to do Before beginning experiments need to decide how to do it
More informationChapter 5. Nucleophilic aliphatic substitution mechanism. by G.DEEPA
Chapter 5 Nucleophilic aliphatic substitution mechanism by G.DEEPA 1 Introduction The polarity of a carbon halogen bond leads to the carbon having a partial positive charge In alkyl halides this polarity
More informationThe Importance of Field Strength in the Low Field Portion of a Differential Ion Mobility Spectrometry Waveform
The Importance of Field Strength in the Low Field Portion of a Differential Ion Mobility Spectrometry Waveform Jesus I. Martinez-Alvarado, Brandon G. Santiago, Gary L. Glish University of North Carolina,
More informationQuantitative Analysis and Identification of Migrants in Food Packaging Using LC-MS/MS
Quantitative Analysis and Identification of Migrants in Food Packaging Using LC-MS/MS Cécile Busset 1 and Stephen J. Lock 2 1 AB SCIEX, Paris (France); 2 AB SCIEX, Warrington, Cheshire (U.K.) Introduction
More informationChemical Labeling Strategy for Generation of Internal Standards for Targeted Quantitative Proteomics
Chemical Labeling Strategy for Generation of Internal Standards for Targeted Quantitative Proteomics mtraq Reagents Triplex Christie Hunter, Brian Williamson, Marjorie Minkoff AB SCIEX, USA The utility
More informationChapter 3. Acids and Bases
Chapter 3 Acids and Bases 3.1 Acids and Bases Brønsted-Lowry definition Acids donate a proton Bases accept a proton Recall from General Chemistry this classic example 3-2 3.1 Conjugate Acids and Bases
More informationInvestigation of the Role and Form. Formation. Michael Enright
Investigation of the Role and Form of Silver Catalysts in C N Bond Formation Michael Enright Ripon College Importance Carbon Nitrogen Bonds Medicine Biological compounds Make C N bonds whenever we want
More informationUbiquitin is a small protein that plays a central
Elongated Conformers of Charge States 11 to 15 of Bovine Ubiquitin Studied Using ESI-FAIMS-MS Randy W. Purves, David A. Barnett, Barbara Ells and Roger Guevremont National Research Council of Canada, Institute
More informationConjugate Addition Reactions 2:02 PM
1 Conjugate Addition vs Direct Addition What is Conjugate Addition? Conjugate addition refers to nucleophilic addition directed to the electrophilic carbon of the C=C (double bond) in a,bunsaturated systems.
More informationAnalysis and Quantification of Mycotoxins in Cereals Using MRM HR on the SCIEX X500R QTOF System with SCIEX OS
Analysis and Quantification of Mycotoxins in Cereals Using MRM HR on the SCIEX X500R QTOF System with SCIEX OS Yang Zong 1, Cheng Haiyan 1, Zhong Hongjian 2, Li Lijun 1, Jin Wenhai 1 Phil Taylor 3 1. SCIEX,
More informationAssay Robustness Improvement for Drug Urinalysis Using FAIMS and H-SRM on a Triple- Quadrupole Mass Spectrometer
38 Current Trends in Mass Spectrometry November 6 Assay Robustness Improvement for Drug Urinalysis Using FAIMS and H-SRM on a Triple- Quadrupole Mass Spectrometer This article demonstrates the improved
More informationDepartment of Chemistry SUNY/Oneonta. Chem Organic Chemistry I. Examination #4 - December 9, 2002 ANSWERS
INSTRUCTINS Department of Chemistry SUNY/neonta Chem 221 - rganic Chemistry I Examination #4 - December 9, 2002 ANSWERS This examination is in multiple choice format; the questions are in this Exam Booklet
More informationAnalysis of Serum 17-Hydroxyprogesterone, Androstenedione, and Cortisol by UPLC-MS/MS for Clinical Research
Analysis of Serum 17-Hydroxyprogesterone, Androstenedione, and Cortisol by UPLC-MS/MS for Clinical Research Heather A Brown, 1 Claudia Rossi, 2 and Lisa J Calton 1 1 Waters Corporation, Wilmslow, UK 2
More informationChapter 9. Nucleophilic Substitution and ß-Elimination
Chapter 9 Nucleophilic Substitution and ß-Elimination Nucleophilic Substitution Nucleophile: From the Greek meaning nucleus loving. A molecule or ion that donates a pair of electrons to another atom or
More informationLC-MS/MS Method for the Determination of Diclofenac in Human Plasma
LC-MS/MS Method for the Determination of Diclofenac in Human Plasma J. Jones, Thermo Fisher Scientific, Runcorn, Cheshire, UK Application Note 20569 Key Words SPE, SOLA, Accucore RP-MS, diclofenac, Core
More informationAnalyst Software. Automatic Optimization Tutorial
This document is provided to customers who have purchased AB Sciex equipment to use in the operation of such AB Sciex equipment. This document is copyright protected and any reproduction of this document
More informationCyclic Voltametric Studies on the Interaction of Adrenaline With Formic Acid and Acetic Acid
Int. J. Electrochem. Sci., 6 (2011) 6662-6669 International Journal of ELECTROCHEMICAL SCIENCE www.electrochemsci.org Cyclic Voltametric Studies on the Interaction of Adrenaline With Formic Acid and Acetic
More information1/4/2011. Chapter 18 Aldehydes and Ketones Reaction at the -carbon of carbonyl compounds
Chapter 18 Aldehydes and Ketones Reaction at the -carbon of carbonyl compounds The Acidity of the Hydrogens of Carbonyl Compounds: Enolate Anions Hydrogens on carbons to carbonyls are unusually acidic
More informationQuantitative Screening of 46 Illicit Drugs in Urine using Exactive Ultrahigh Resolution and Accurate Mass system
Quantitative Screening of 46 Illicit Drugs in Urine using Exactive Ultrahigh Resolution and Accurate Mass system Kevin Mchale Thermo Fisher Scientific, San Jose CA Presentation Overview Anabolic androgenic
More informationChapter 8. Substitution reactions of Alkyl Halides
Chapter 8. Substitution reactions of Alkyl Halides There are two types of possible reaction in organic compounds in which sp 3 carbon is bonded to an electronegative atom or group (ex, halides) 1. Substitution
More information1) Which of the following represents the breaking of a noncovalent interaction? Topic: The Nature of Noncovalent Interactions
Multiple Choice Questions 1) Which of the following represents the breaking of a noncovalent interaction? A) hydrolysis of an ester B) dissolving of salt crystals C) ionization of water D) decomposition
More informationOrganic Chemistry I (Chem340), Spring Final Exam
rganic Chemistry I (Chem340), pring 2005 Final Exam This is a closed-book exam. No aid is to be given to or received from another person. Model set and calculator may be used, but cannot be shared. Please
More informationHigh-Throughput LC-MS/MS Quantification of Estrone (E1) and Estradiol (E2) in Human Blood Plasma/Serum for Clinical Research Purposes
High-Throughput LC-MS/MS Quantification of Estrone (E1) and Estradiol (E2) in Human Blood Plasma/Serum for Clinical Research Purposes Joe DiBussolo, Marta Kozak Thermo Fisher Scientific, San Jose, CA Application
More informationA Sensitive and Reproducible Signature Peptide MRM Based Quantitation Method for Pegylated Interferon α-2b in Serum
A Sensitive and Reproducible Signature Peptide MRM Based Quantitation Method for Pegylated Interferon α-2b in Serum SCIEX QTRAP 6500 LC-MS/MS System Faraz Rashid 1,Dipankar Malakar 1, Anoop Kumar 1,Manoj
More informationPosterREPRINT AN INTERACTIVE PHYSICOCHEMICAL PROPERTY PROFILING SOFTWARE FOR EARLY CANDIDATE ANALYSIS IN DRUG DISCOVERY INTRODUCTION
INTRODUCTION Full characterization of the physicochemical properties of new chemical entities (NCE s) typically takes place in pharmaceutical development laboratories. However, in an effort to minimize
More informationLecture 18 Organic Chemistry 1
CEM 232 rganic Chemistry I at Chicago Lecture 18 rganic Chemistry 1 Professor Duncan Wardrop March 9, 2010 1 Nucleophilicity nucleophilicity: measures the strength of the nucleophile ; more nucleophilic
More informationAldol Reactions pka of a-h ~ 20
Enolate Anions Chapter 17 Hydrogen on a carbons a to a carbonyl is unusually acidic The resulting anion is stabilized by resonance to the carbonyl Aldehydes and Ketones II Aldol Reactions pka of a-h ~
More information+ + CH 11: Substitution and Elimination Substitution reactions
C 11: Substitution and Elimination Substitution reactions Things to sort out: Nucleophile Electrophile -- > substrate Leaving Group S N 2 S N 1 E 1 E 2 Analysis Scheme Kinetics Reaction profile Substrates
More informationFUTURE CONFIRMATORY CRITERIA
FUTURE CONFIRMATORY CRITERIA Revision CD 2002/657 Marco Blokland, Bjorn Berendsen, Hans Mol, Leen van Ginkel, Saskia Sterk REVISION 2 Revision 2002/657 EU Commission has explicitly asked for a revision
More informationEXAMINATION 2 Chemistry 3A
1 EXAMINATIN 2 Chemistry 3A Name: KEY Print first name before second! Use capital letters! SID #: Peter Vollhardt April 11, 2017 GSI (if you are taking Chem 3AL): Please provide the following information
More information(c) The intermediate carbocation resulting from 3-bromobut-1-ene is resonance stabilized.
KT121 Sem II 09/10 SETIN B: 1.(a) Name of mechanism: E1 elimination. 7 marks (b) (i) + 3 3 3 (ii) + 3 (iii) l 8 marks (c) The intermediate carbocation resulting from 3-bromobut-1-ene is resonance stabilized.
More informationChemistry 35 Exam 2 Answers - April 9, 2007
Chemistry 35 Exam 2 Answers - April 9, 2007 Problem 1. (14 points) Provide the products for the reactions shown below. If stereochemistry is important, be sure to indicate stereochemistry clearly. If no
More informationChapter 3 Acids and Bases
hapter 3 Acids and Bases Basic Definitions Associated with Acids and Bases Molecular Definitions of Acids and Bases Molecular Models of Selected Acids Brønsted-Lowry Theory 1. In a Brønsted-Lowry reaction,
More informationEPA Method 535: Detection of Degradates of Chloroacetanilides and other Acetamide Herbicides in Water by LC/MS/MS
EPA Method 535: Detection of Degradates of Chloroacetanilides and other Acetamide Herbicides in Water by LC/MS/MS Christopher Borton AB SCIEX Golden, Colorado verview Described here is the analysis of
More informationMethod Development for Chiral LC/MS/MS Analysis of Acidic Stereoisomeric Pharmaceutical Compounds with Polysaccharide-based Stationary Phases
Method Development for Chiral LC/MS/MS Analysis of Acidic Stereoisomeric Pharmaceutical Compounds with Polysaccharide-based Stationary Phases Liming Peng, Swapna Jayapalan, and Tivadar Farkas Phenomenex,
More informationDISSOCIATION OF GAS IONS IN AIR BEFORE MASS SPECTROMETERS USING ELECTRIC FIELDS FROM FIELD DEPENDENT MOBILITY SPECTROMETERS
DISSOCIATION OF GAS IONS IN AIR BEFORE MASS SPECTROMETERS USING ELECTRIC FIELDS FROM FIELD DEPENDENT MOBILITY SPECTROMETERS X. An, J.A. Stone, and G.A. Eiceman * Department of Chemistry and Biochemistry
More informationSolvent Scales. ε α β α: solvent's ability to act as a hydrogen bond-donor to a solute
Solvent Scales ε α β α: solvent's ability to act as a hydrogen bond-donor to a solute Water 78 1.17 0.47 DMS 47 0.00 0.76 DM 37 0.00 0.76 Methanol 33 0.93 0.66 MPA 29 0.00 1.05 Acetone 21 0.08 0.43 Methylene
More informationIon Source. LUXON ION SOURCE The fastest process for mass spectrometry
Ion Source LUXON ION SOURCE The fastest process for mass spectrometry The Future is now with the Luxon Ion Source based on the patented LDTD technology Couple the Luxon Ion Source to your Sciex mass spectrometer
More informationChemistry 304B, Spring 99 Lecture 2 1
Chemistry 04B, Spring 99 Lecture 2 1 Consider Acidity and Basicity Recall carboxylic acids and amines (base). Jones: p 27-8; 149, 291, 822-826, 1086-1090, 958-96, 878-882 General terms: Lewis acid: capable
More informationCHAPTER 6 CRYSTAL STRUCTURE OF A DEHYDROACETIC ACID SUBSTITUTED SCHIFF BASE DERIVATIVE
139 CHAPTER 6 CRYSTAL STRUCTURE OF A DEHYDROACETIC ACID SUBSTITUTED SCHIFF BASE DERIVATIVE 6.1 INTRODUCTION This chapter describes the crystal and molecular structure of a dehydroacetic acid substituted
More informationIncreasing Selectivity and Confidence in Detection when Analyzing Phthalates by LC-MS/MS
Increasing Selectivity and Confidence in Detection when Analyzing Phthalates by LC-MS/MS André Schreiber 1, Fanny Fu 2, livia Yang 2, Eric Wan 3, Long Gu 4, and Yves LeBlanc 1 1 SCIEX, Concord, ntario
More informationChiral Method Development in LC/MS Using Macrocyclic Glycopeptide CSPs
Chiral Method Development in LC/MS Using Macrocyclic Glycopeptide CSPs J. T. Lee 1, T. E. Beesley 1, Meera Desai 2 1 Advanced Separation Technologies Inc. (astec) 37 Leslie Court, P.. Box 297 Whippany,
More information1-What is substitution reaction? 2-What are can Nucleophilic Substitution Reaction? 3- SN1 reaction. 4-SN2 reaction 5- mechanisms of SN1&SN2
1-What is substitution reaction? 2-What are can Nucleophilic Substitution eaction? 3- SN1 reaction. 4-SN2 reaction 5- mechanisms of SN1&SN2 1- SUBSTITUTION EACTIONS 1-Substitution eaction In this type
More informationWelcome to C341!! Chapter 1 & 2: Review of General Chemistry
Welcome to C341!! Chapter 1 & 2: Review of General Chemistry What will we do today? 1. Review of the syllabus together. 2. Discuss course structure and textbook. You will use the entire textbook between
More informationDepartment of Chemistry SUNY/Oneonta. Chem Organic Chemistry I. Examination #4 - December 7, 1998*
Department of hemistry SUNY/neonta hem 221 - rganic hemistry I Examination #4 - December 7, 1998* INSTRUTINS --- This examination is in multiple choice format; the questions are in this Exam Booklet and
More informationChemistry Questions ans Answers BASED ON HIGH ORDER THINKING SKILL (HOTS) UNIT- 12 ALDEHYDES, KETONES AND CARBXYLIC ACID
Chemistry Questions ans Answers BASED N IG RDER TINKING SKILL (TS) UNIT- 12 ALDEYDES, KETNES AND CARBXYLIC ACID 1 MARK QUESTINS Q. 1. Name the reaction and the reagent used for the conversion of acid chlorides
More informationHour Examination # 1
CHEM 2410 Organic Chemistry 1 Fall 2017 Exam # 1 Problem Booklet Page 1 of 11 CHEM 2410 Organic Chemistry 1 Fall 2017 Exam Booklet No. Instructors: Paul Bracher & Erin Whitteck Hour Examination # 1 Wednesday,
More informationChapter 11, Part 1: Polar substitution reactions involving alkyl halides
hapter 11, Part 1: Polar substitution reactions involving alkyl halides Overview: The nature of alkyl halides and other groups with electrophilic sp 3 hybridized leads them to react with nucleophiles and
More informationInfrared Spectroscopy
Infrared Spectroscopy Introduction Spectroscopy is an analytical technique which helps determine structure. It destroys little or no sample. The amount of light absorbed by the sample is measured as wavelength
More informationOrganic Chemistry. Second Edition. Chapter 3 Acids and Bases. David Klein. Klein, Organic Chemistry 2e
Organic Chemistry Second Edition David Klein Chapter 3 Acids and Bases 3.1 Conjugate Acids and Bases Brønsted-Lowry definition A conjugate acid results when a base accepts a proton A conjugate base results
More informationPlasma-free Metanephrines Quantitation with Automated Online Sample Preparation and a Liquid Chromatography-Tandem Mass Spectrometry Method
Plasma-free Metanephrines Quantitation with Automated Online Sample Preparation and a Liquid Chromatography-Tandem Mass Spectrometry Method Xiang He and Marta Kozak ThermoFisher Scientific, San Jose, CA,
More informationLecture 23. Amines. Chemistry 328N. April 12, 2016
Lecture 23 Amines April 12, 2016 Michael Reaction Michael reaction: conjugate addition of an enolate Arthur Michael anion to an, -unsaturated carbonyl compound!! Following are two examples in the first,
More informationDepartment of Chemistry SUNY/Oneonta. Chem Organic Chemistry I
Department of Chemistry SUNY/Oneonta Chem 221 - Organic Chemistry I Examination #4 - ANSWERS - December 11, 2000 Answer to question #32 corrected 12/13/00, 8:30pm. INSTRUCTIONS This examination is in multiple
More information4 Carbon and the Molecular Diversity of Life
4 Carbon and the Molecular Diversity of Life CAMPBELL BIOLOGY TENTH EDITION Reece Urry Cain Wasserman Minorsky Jackson Lecture Presentation by Nicole Tunbridge and Kathleen Fitzpatrick Vitalism vs Mechanism
More informationCHAPTER 23 HW: ENOLS + ENOLATES
CAPTER 23 W: ENLS + ENLATES KET-ENL TAUTMERSM 1. Draw the curved arrow mechanism to show the interconversion of the keto and enol form in either trace acid or base. trace - 2 trace 3 + 2 + E1 2 c. trace
More informationComparison of log P/D with bio-mimetic properties
Comparison of log P/D with bio-mimetic properties Klara Valko Bio-Mimetic Chromatography Consultancy for Successful Drug Discovery Solvation process First we need to create a cavity Solute molecule Requires
More informationChapter 1. Introduction
1-1 Chapter 1. Introduction 1.1. Background Non covalent interactions are important for the structures and reactivity of biological molecules in the gas phase as well as in the solution phase. 1 It is
More informationA. Review of Acidity and pk a Common way to examine acidity is to use the Bronsted-Lowry acid-base equation:
1 Chapter 22: Reactions of Enols and Enolates I. Alpha Substitution verview: A. Review of Acidity and pk a Common way to examine acidity is to use the Bronsted-Lowry acid-base equation: Recall that the
More informationChapter 8. Acidity, Basicity and pk a
Chapter 8 Acidity, Basicity and pk a p182 In this reaction water is acting as a base, according to our definition above, by accepting a proton from HCl which in turn is acting as an acid by donating a
More informationL.7. Mass Spectrum Interpretation
L.7. Mass Spectrum Interpretation Fragmentation reactions Spectrum interpretation Confirmation of ion structural assignment Biomolecule dissociation Fragmentation reactions 1. Fragmentation reactions of
More informationOverview. Introduction. André Schreiber 1 and Yun Yun Zou 1 1 AB SCIEX, Concord, Ontario, Canada
LC-MS/MS Based Strategy for the Non-Targeted Screening of an Unlimited Number of Contaminants in Food Using the AB SCIEX TripleTOF 5600 System and Advanced Software Tools André Schreiber 1 and Yun Yun
More informationA DFT study of the ring opening mechanism of tetraethyl-2-aryl- 1,2-epoxygembisphosphonate
A DFT study of the ring opening mechanism of tetraethyl-2-aryl- 1,2-epoxygembisphosphonate Ephraim F. Marondedze [a], Xavier Y. Mbianda [a], Thishana Singh [b] and enny. Govender *[a] [a] Department of
More informationOrganic Chemistry Paula Y. Bruice Seventh Edition
rganic hemistry Paula Y. Bruice Seventh Edition Pearson Education Limited Edinburgh Gate arlow Essex M20 2JE England and Associated ompanies throughout the wld Visit us on the Wld Wide Web at: www.pearsoned.co.uk
More informationIon-mobility mass spectrometry of polyoxometalate Keplerate clusters and their supramolecular assemblies
SUPPLEMENTARY INFORMATION Table of Contents Summary 1. General materials and methods 2. High-resolution mass spectra 3. Ion-mobility mass spectra 4. Fragmentation of clusters in the TWIMS drift tube 5.
More information2. See spectra below. Carboxylic Acid (Note O-H and C=O) FIGURE 1
1. We can compare a vibrating bond (in only one dimension, ignoring swaying motions) to a mass on a spring. The bond roughly follows Hooke s Law and either atom can be compared to the mass. A stronger
More informationComputational and spectroscopic investigation of 7-azaindole: Solvation and intermolecular interactions
Computational and spectroscopic investigation of 7-azaindole: Solvation and intermolecular interactions Michael Kamrath, Krista Cruse, Nathan Erickson, Molly Beernink Abstract We report results of an experimental
More informationEffects of Aqueous Sample Content and Aqueous Co-Solvent Composition on UPC 2 Separation Performance
Effects of Aqueous Sample Content and Aqueous Co-Solvent Composition on UPC 2 Separation Performance Christopher Knappy, 1 Norman W Smith, 1 Arundhuti Sen, 1 Paul D Rainville, 2 and Robert S Plumb 2 1
More informationChem 263 Notes March 2, 2006
Chem 263 Notes March 2, 2006 Average for the midterm is 102.5 / 150 (approx. 68%). Preparation of Aldehydes and Ketones There are several methods to prepare aldehydes and ketones. We will only deal with
More information2. Acids and Bases (text )
2009, Department of hemistry, The University of Western ntario 2.1 2. Acids and Bases (text 2.1 2.6) Acid-base reactions are one of the most important reaction types in organic chemistry and biology, e.g.:
More informationElectronic Supplementary Information (12 pages)
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 A C 2 -responsive pillar[5]arene: synthesis and self-assembly in water Kecheng Jie, Yong Yao, Xiaodong
More informationAnalyst Software. Peptide and Protein Quantitation Tutorial
This document is provided to customers who have purchased AB Sciex equipment to use in the operation of such AB Sciex equipment. This document is copyright protected and any reproduction of this document
More informationMolecular Orbital (MO) Theory
Molecular rbital (M) Theory Molecular orbital mixing takes place at all times along reaction coordinate. (S N 2) + + C- σ As - approaches, and as - departs, orbitals mix. sp 3 C- σ Molecular rbital (M)
More informationOverview. Introduction. André Schreiber AB SCIEX Concord, Ontario (Canada)
Quantitation and Identification of Pharmaceuticals and Personal Care Products (PPCP) in Environmental Samples using Advanced TripleTOF MS/MS Technology André Schreiber AB SCIEX Concord, Ontario (Canada)
More information22 and Applications of 13 C NMR
Subject Chemistry Paper No and Title Module No and Title Module Tag 12 and rganic Spectroscopy 22 and Applications of 13 C NMR CHE_P12_M22 TABLE F CNTENTS 1. Learning utcomes 2. Introduction 3. Structural
More informationSubstitution and Elimination reactions
PART 3 Substitution and Elimination reactions Chapter 8. Substitution reactions of RX 9. Elimination reactions of RX 10. Substit n/elimin n of other comp ds 11. Organometallic comp ds 12. Radical reactions
More informationFAIMS Technology at a Glance
FAIMS Technology at a Glance Field asymmetric ion mobility spectrometry (FAIMS), also known as differential mobility spectrometry (DMS), is a gas detection technology that separates and identifies chemical
More informationBasic Organic Chemistry Course code : CHEM (Pre-requisites : CHEM 11122)
Basic Organic Chemistry Course code : CHEM 12162 (Pre-requisites : CHEM 11122) Chapter 01 Mechanistic Aspects of S N2,S N1, E 2 & E 1 Reactions Dr. Dinesh R. Pandithavidana Office: B1 222/3 Phone: (+94)777-745-720
More informationCHEM 263 Oct 11, Lecture Outline 3: Alcohols, Ethers, Stereochemistry, Ketones, and Aldehydes. Ethanol
CEM 263 ct 11, 2016 Lecture utline 3: Alcohols, Ethers, Stereochemistry, Ketones, and Aldehydes Nomenclature of Alcohols Alcohols are compounds that have a hydroxyl group (-) bonded to a carbon atom (but
More informationHomework problems Chapters 6 and Give the curved-arrow formalism for the following reaction: CH 3 OH + H 2 C CH +
omework problems hapters 6 and 7 1. Give the curved-arrow formalism for the following reaction: : 3 - : 2 : 3 2-3 3 2. In each of the following sets, arrange the compounds in order of decreasing pka and
More informationMass Spectrometry. Fundamental LC-MS. Electrospray Ionisation Instrumentation
Mass Spectrometry Fundamental LC-MS Electrospray Ionisation Instrumentation i Wherever you see this symbol, it is important to access the on-line course as there is interactive material that cannot be
More informationLecture 19. Carboxylic Acids O C OH O R C O - + H + O - Chemistry 328N
Lecture 19 arboxylic Acids R R - + + R - March 29, 2018 Review: Selectivity in Reduction LiAl 4 reduces any and all carbonyl compounds to the corresponding alcohols NaB 4 only reduces aldehydes and ketone
More informationAnalytical determination of testosterone in human serum using an Agilent Ultivo Triple Quadrupole LC/MS
Application Note Clinical Research Analytical determination of testosterone in human serum using an Agilent Ultivo Triple Quadrupole LC/MS Authors Yanan Yang 1, Victor Mandragon 2, and Peter Stone 1 1
More informationSpectroscopy. Empirical Formula: Chemical Formula: Index of Hydrogen Deficiency (IHD)
Spectroscopy Empirical Formula: Chemical Formula: Index of Hydrogen Deficiency (IHD) A)From a structure: B)From a molecular formula, C c H h N n O o X x, Formula for saturated hydrocarbons: Subtract the
More informationStereochemical Considerations in Planning Synthesis
Chapter 2 Stereochemical Considerations in Planning Synthesis Chapter 2 Stereochemical Considerations in Planning Syntheses 2.1 Conformational Analysis Molecules that differ from each other by rotation
More information4 Carbon and the Molecular Diversity of Life
4 Carbon and the Molecular Diversity of Life CAMPBELL BIOLOGY TENTH EDITION Reece Urry Cain Wasserman Minorsky Jackson Outline I. Organic compounds II. Bonding with Carbon III. Isomers IV. Functional Groups
More informationOXFORD H i g h e r E d u c a t i o n Oxford University Press, All rights reserved.
Patrick, An Introduction to dicinal hemistry 4e Answers to end-of-chapter questions 1) The mechanism below shows the release of one molecule of formaldehyde from methenamine. The mechanism can then be
More informationبه نام خدا روشهای سنتز مواد آلی
به نام خدا روشهای سنتز مواد آلی 1 References: 1. Carey, F. A.; Sundberg, R. J. Advanced Organic Chemistry: Reactions and Synthesis (Part B), 5th ed., Springer, 2007. 2. Carey, F. A.; Sundberg, R. J. Advanced
More informationFROM DENDROGRAMS TO TOPOLOGY. Guillermo Restrepo and José Luis Villaveces. Laboratorio de Química Teórica Universidad de Pamplona Pamplona Colombia
FROM DENDROGRAMS TO TOPOLOGY Guillermo Restrepo and José Luis Villaveces Laboratorio de Química Teórica Universidad de Pamplona Pamplona Colombia ABSTRACT We describe a methodology to starting from dendrograms
More information