The following exam contains 30 questions valued at 3 point/question and bonus opportunities. Name:
|
|
- Rebecca Owen
- 5 years ago
- Views:
Transcription
1 Chemistry 261 Exam 3 all 2017 The following exam contains 30 questions valued at 3 point/question and bonus opportunities Name: ELECTROPILIC ADDITION REACTIONS BASIC REACTION OUTCOMES 1. Addition of hydrogen chloride to the following molecule would produce? I II III a. I & II b. II & III c. I & IV d. V e. All of the above are equally likely IV V ELECTROPILIC ADDITION REACTIONS BASIC REACTION OUTCOMES 2. What is/are the principal product(s) of the following reaction? 2, C 4? C 3 C 3 C 3 C 3 C 3 7 C 3 7 C 3 7 C 3 7 I II III a. Equal I & II b. Equal II & III c. Equal III & IV d. Major products I & II, minor products III & IV e. All of the above in equal amounts IV
2 ELECTROPILIC ADDITION REACTIONS MECANISM O ALOGENATION 3. The interaction of the alkene bond with an electrophile results in the formation of a species termed a complex. Which of the following cannot form a complex with an alkene? + a. (C 3 ) 3 b. C 3 c. B 3 d. 2 SO 4 e. Al 3 BONUS (3 EC) Given what you know about the addition of strong acids across double bonds, provide a plausible mechanism for the polymerization 2-methyl-1-butene in the presence of small amounts of ELECTROPILIC ADDITION REACTIONS IN DEPT REACTION OUTCOMES 4. If propene is treated with in the presence of sodium acetate, where the and sodium acetate are in equal concentrations, which of the following will form? 1 a. Isopropyl acetate b. Propyl acetate c. 1-bromopentane d. 2-bromopentane e. None of the above will form 1 A careful consideration of the relative pk a s of acetic acid and is required here
3 ELECTROPILIC ADDITION REACTIONS MECANISM O OXYMERCURATION/REDUCTION 5. What is the term that best describes function ofthe mercury(ii) acetate in the oxymercuration/reduction reaction sequence? a. Lewis acid b. Nucleophile c. Electrophile d. Leaving group e. Catalyst ELECTROPILIC ADDITION REACTIONS MECANISM O YDROBORATION/OXIDATION 6. What is the major product of the following reaction? a. B 3 :T a. b. 2 O 2, NaO O b. O + enantiomer c. O + enantiomer d. O + enantiomer e. More than one of the above
4 ALKENE TO ALCOOL PRODUCT OUTCOMES 7. What is the principal product formed when 3-methyl-1-butene is reacted with 2 O/ 2 SO 4? a. 3-methyl-1-butanol b. 3-methyl-2-butanol c. 3-methyl-3-butanol d. 2-methyl-2-butanol e. None of the above GENERATION O RADICAL SPECIES 8. Please list a specific reagent that will generate individual, uncharged bromine atoms when mixed with Reagent: RADICAL ADDITION TO ALKENE PRODUCT OUTCOME 9. Using the reagent you listed in question # 8, please show the reaction leading to isobutyl bromide from 2-methyl propene GENERAL ALKENE REACTIONS 10. ydroxylation of trans-2-pentene with cold alkaline KMnO 4 yields C 3 C 3 O C 3 C 3 O O O C 2 5 O O C 2 5 O C 2 5 C 2 5 O I II III IV a. Equal amount of I & II b. Equal amount of II & III c. Equal amounts of III & IV d. I & II as major products, III & IV as minor products e. All of the above in equal amounts
5 MULTISTEP SYNTESIS 11. What is the principal product formed when cyclohexanol is subjected to (1) conc. 2 SO 4 / followed by (2) O 3 (3) then aq. 2 O 2? 2 a. Cyclohexene b. cis-1,2-cyclohexanediol c. trans-1,2-cyclohexanediol d. cyclohexanedial (adipaldehyde) e. cyclohexanedioic acid (adipic acid) MULTISTEP SYNTESIS 12. What is the principal product formed when cyclohexanol is subjected to (1) conc. 2 SO 4 / followed by (2) O 3 (3) then (C 3 ) 2 S? a. Cyclohexene b. cis-1,2-cyclohexanediol c. trans-1,2-cyclohexanediol d. cyclohexanedial (adipaldehyde) e. cyclohexanedioic acid (adipic acid) TYPES O ISOMERISM 13. Enantiomers are a. Molecules that have a mirror image b. Molecules that have at least 1 stereogenic center c. Non-superimposable molecules d. Non-superimposable constitutional isomers e. Non-superimposable molecules that are mirror images of each other IDENTIICATION O PLANES O SYMMETRY AND CIRAL CENTERS 14. ow many chiral stereoisomers can be drawn for C 3 CCC(C 3 ) 2? a. 1 b. 2 c. 3 d. 4 e. 8 2 Recalling the condition dependent reversibility of alkene addition reactions would be very handy right about now
6 IDENTIICATION O PLANES O SYMMETRY AND CIRAL CENTERS 15. Which of the following molecules does not contain a plane of symmetry? C 3 I II C 3 III 3 C IV V a. I, II, & V b. I, III, & IV c. II, III, & IV d. III & IV e. V NAMING CIRAL COMPOUNDS 16. Which of the following represents (R)-1-Chloro-1-fluroethane? YAVW C 3 C 3 I II a. I b. II c. III d. More than one of the above e. None of the above C 3 III NAMING CIRAL COMPOUNDS 17. Please completely name the following compound according to IUPAC rules Name:
7 NAMING CIRAL COMPOUNDS 18. Please completely name the following compound according to IUPAC rules. Name: NAMING CIRAL COMPOUNDS 19. Please completely name the following compound according to IUPAC rules Name: PROPERTIES O CIRAL COMPOUNDS 20. The pair of compounds shown below would have C 3 C 3 C 3 3 C a. The same boiling point b. Different melting points c. Equal but opposite optical rotations d. More than one of the above e. All of the above PROPERTIES O CIRAL COMPOUNDS 21. Which of the following would discriminate between (R) and (S) enantiomers? a. Plane polarized light b. Boiling point c. Melting point d. Solubility in ( )-2-butanol e. More than one of the above
8 DETERMINATION O ENANTIOMERIC EXCESS 22. Compound X contains a single chiral center. If the pure (R) enantiomer of compound X has a specific rotation of o, what is the specific rotation of the pure (S) enantiomer, compound Y? a o b. 0 < S.R. Y < o c. 0.0 o d. 0 < S.R. Y < o e o DETERMINATION O ENANTIOMERIC EXCESS 23. Referring to the previous question, what is the specific rotation of a 2Y:1X mixture of the 2 enantiomers? a o b o c. 0.0 o d o e o DIERENTIATION O ENANTIOMERS, DIASTEREOMERS, AND MESO COMPOUNDS 24. Which of the following is a meso compound? a. I b. II c. III d. IV e. V C 3 O 3 C O C 2 O 2 C I O C 3 C 2 O C 2 O 3 C O II O C 3 III IV V C 2 O C 3 O
9 DIERENTIATION O ENANTIOMERS, DIASTEREOMERS, AND MESO COMPOUNDS 25. ow are the following compounds related? C 3 O O C 3 a. Diastereomers b. Enantiomers c. Constitutional Isomers d. Identical e. Not isomeric RESOLUTION O CIRAL COMPOUNDS 26. Which of the following will resolve a racemic mixture of (R,S)-2-butanol? a. ormation of a chiral salt by reaction with (2R,3R)-(+)-tartaric acid b. ormation of a chiral ester by reaction with (2R,3R)-(+)-tartaric acid, followed by ester hydrolysis c. ractional distillation d. None of the above racemates cannot be separated e. All of the above would resolve the 2 enantiomers ELECTROPILIC ADDITION REACTIONS STEREOCEMISTRY O 2 ADDITION 27. Disregarding the possibility of vicinal dibromide formation and counting stereoisomers separately, how many compounds are possible from the addition of 2 to trans-2-butene in an aqueous environment? a. 1 b. 2 c. 3 d. 4 e. 6
10 REVIEW: RESONANCE 28. Which of the following compounds is stabilized to the greatest extent by resonance? a. Phenol b. Sodium phenoxide c. para-nitrophenol 3 d. Sodium para-nitrophenoxide e. (b) and (d) are stabilized to the same extent REVIEW: CURVED ARROW APPROAC TO REACTION MECANISMS 29. Used the curved arrow approach to show the reaction between phenol and sodium hydroxide, including a depiction of resonance stabilization in the resulting conjugate base REVIEW: pk a s 30. Which of the following has the lowest pk a value? a. C 3 CO 2 b. IC 2 CO 2 c. C 2 CO 2 d. C 2 CO 2 e. C 2 CO 2 3 A nitro group is R-NO 2, with N bearing a positive charge and one of the oxygens bearing a negative charge, just like in nitric acid
11 BONUS (3 EC) ortho methoxy phenol (2-hydroxyanisole, guaiacol 4 ) has a pk a = 9.9 (very close to phenol), whereas ortho-fluorophenol has a pk a = 8.7. urther, 3-fluorophenol pk a = 9.3, and 4-fluorophenol pk a = 9.9, 2.5 pk a units higher than para-nitrophenol! a. What is the reason for the difference in pk a s between guaiacol and orthofluorophenol? b. What accounts for the difference in pk a s between the 3 fluorophenol isomers? 4 Guaiacol is found in wood smoke, isolated from wood creosote, and is a precursor to numerous flavorants, most notably vanillin (ca. 85 % of the world s supply of vanillin is derived from guaiacol. Vanillin is 4-hydroxy-3- methoxybenzaldehyde. Interestingly, or creepily, guaiacol is also generated in the gut of the desert locust upon consumption of plant material and acts as a swarming pheromone
12 c. Why doesn t the ortho-methoxy (methyl ether) group lower the pk a significantly when attached to phenol? BONUS SECTION Please list up to 5 valuable reactions you have learned in the course to date, and provide an example of each. Please list them in order of perceived value, with a brief indication of why you see the reaction as valuable. 2 points/question. Reaction 1: Example: Reason for Importance: Reaction 2: Example: Reason for Importance:
13 Reaction 3: Example: Reason for Importance: Reaction 4: Example: Reason for Importance: Reaction 5: Example: Reason for Importance:
Chemistry 261 Quiz 4, Take Home Fall 2017 Out: 12/04/17 Due: 12/06/17 (6 pm)
Chemistry 261 Quiz 4, Take ome Fall 2017 Out: 12/04/17 Due: 12/06/17 (6 pm) The following cumulative quiz contains 52 questions valued at ¾ point/question and reflects Thursday s 150 point final exam,
More informationAs time allows, additional practice questions for Exam 2 follow. This is an incomplete collection. Content & emphasis will vary.
Chem 226 Exam 2 Fall 2005: will cover Bruice, Chaps 3 through 6; Note: review e-mail & inclass quizzes and Worksheets, suggest on-line practice questions and quizzes plus ACS rganic Chemistry Guide As
More informationCHEM J-10 June The structure of ( )-linalool, a commonly occurring natural product, is shown below.
CEM1102 2014-J-10 June 2014 The structure of ( )-linalool, a commonly occurring natural product, is shown below. 4 What is the molecular formula of ( )-linalool? C 10 18 O Which of the following best describes
More information1. CONCEPTS IN ORGANIC CHEMISTRY 2. SYNTHETIC ORGANIC CHEMISTRY 3. ISOMERISM II 4. HYDROCARBONS II 5. HALOALKANES. Vikasana - CET 2012
CET OBJECTIVE QUESTION ON 1. CONCEPTS IN ORGANIC CHEMISTRY 2. SYNTHETIC ORGANIC CHEMISTRY 3. ISOMERISM II 4. HYDROCARBONS II 5. HALOALKANES 1.The inductive effect a. Implies the atoms ability to cause
More informationExam 2 Chem 109a Fall 2004
Exam 2 Chem 109a Fall 2004 Please put your name and perm number on both the exam and the scantron sheet. Next, answer the following 34 multiple-choice questions on the scantron sheet. Then choose one A-type
More informationStereochemistry. Based on McMurry s Organic Chemistry, 6 th edition
Stereochemistry Based on McMurry s Organic Chemistry, 6 th edition Stereochemistry! Some objects are not the same as their mirror images (technically, they have no plane of symmetry)! A right-hand glove
More informationSTEREOCHEMISTRY A STUDENT SHOULD BE ABLE TO:
A STUDENT SHOULD BE ABLE TO: STEREOCHEMISTRY 1. Determine the relationship between two given structures (which may be any of the kinds below). Also, define the following terms, and give examples of pairs
More information1. What are the respective hybridizations of the atoms numbered 1 to 4 in this compound?
CEM 331: Chapter 1/2: Structures (Atoms, Molecules, Bonding) 1. What are the respective hybridizations of the atoms numbered 1 to 4 in this compound? N C 2 C N C 2 C N 1 2 3 4 1: three sigma bonds and
More information1. What are the respective hybridizations of the atoms numbered 1 to 4 in this compound?
EM 331: hapter 1/2: Structures (Atoms, Molecules, Bonding) 1. What are the respective hybridizations of the atoms numbered 1 to 4 in this compound? N 2 N 2 N 1 2 3 4 2. What hybrid orbitals are used to
More informationChemistry 261 Exam 2 Practice Fall 2017
Chemistry 261 Exam 2 Practice Fall 2017 The following practice examination contains 30 questions valued at 3 point/question unless otherwise noted. Wednesday s exam will also contain 30 questions, with
More informationCHAPTER 5. Stereoisomers
CHAPTER 5 Stereoisomers We have already covered two kinds of isomerism: Constitutional Isomers (structural isomers) Stereoisomers Examples of Constitutional Isomers: Examples of Stereoisomers: Another
More informationCHEM Exam 2 ANSWER KEY
CEM 3311-200 Exam 2 ANSWER KEY ctober 23, 2012 Time: 2 ours Please copy and sign the onor Pledge on the scantron sheet in the space below the double lines. I pledge that n my honor, as a University of
More informationOrganic Chemistry 1 CHM 2210 Exam 3 (November 9, 2001)
Organic Chemistry 1 CM 2210 Exam 3 (November 9, 2001) Name (print): Signature: Student ID Number: There are 14 multiple choice problems (5 points each) on this exam, however, you will only be graded out
More informationMore Tutorial at
1. MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question (50 pts). 1) Which of the following statements about propene, CH3CH CH2, is 1) correct? A) There
More informationOption II: Chiral + Achiral = Optically Active Diastereomers
Option II: Chiral + Achiral = Optically Active Diastereomers What about additions to chiral alkenes? The previous examples were reactions done on achiral alkenes. What is the difference when an alkene
More informationStereochemistry. 3-dimensional Aspects of Tetrahedral Atoms
Stereochemistry 3-dimensional Aspects of Tetrahedral Atoms Chiral Entire molecules or simply atoms that do not possess a plane of symmetry are called chiral. Conversely, the term achiral is applied to
More information1. Name the following compound. Use the IUPAC system and include the stereochemical designations.
Chemistry 51 Exam 1, Summer 2004 This is a closed book exam. The exam lasts 100 minutes. All answers must appear on the answer sheet. Only the answer sheet will be collected. Put your name on the answer
More informationChapter 6. Isomers and Stereochemistry
Chapter 6. Isomers and Stereochemistry Learning objectives: 1. Differentiate chiral and achiral molecules. 2. Recognize and draw structural isomers (constitutional isomers), stereoisomers including enantiomers
More informationHomework - Review of Chem 2310
omework - Review of Chem 2310 ame 1. Fill in the following partial Periodic Table of Table of Elements. Do as much as you can from memory. 2. Using the Table above, circle the more electronegative atom
More informationEnantiomers. nonsuperimposable mirror image Both Configuration will be opposite. Both Configuration will be opposite
Optical Isomerism Isomerism of Organic Molecules: Two chiral centers Many organic compounds have more than one asymmetric carbon. The more asymmetric carbons a compound has, the more number of stereoisomers
More informationLesson 4. Molecular Geometry and Isomers II. Lesson 4 CH 3 HO H OH
Lesson 4 Molecular Geometry and Isomers II 4 Lesson 4 3 O O 3 Organic Edge A. Structural Isomers (onstitutional Isomers) 1. Structural isomers are molecules that share the same molecular formula but differ
More informationChapter 4: Stereochemistry
Chapter 4: Stereochemistry Introduction To Stereochemistry Consider two of the compounds we produced while finding all the isomers of C 7 16 : C 3 C 3 2-methylhexane 3-methylhexane C 2-methylhexane Bu
More information10/4/2010. Sequence Rules for Specifying Configuration. Sequence Rules for Specifying Configuration. 5.5 Sequence Rules for Specifying.
5.5 Sequence Rules for Specifying Configuration Configuration The three-dimensional arrangement of substituents at a chirality center Sequence rules to specify the configuration of a chirality center:
More informationCH 3 C 2 H 5. Tetrahedral Stereochemistry
Ch 5 Tetrahedral Stereochemistry Enantiomers - Two non-superimposable mirror image molecules - They are stereoisomers with the same atoms and bonds, but different spatial geometries. - The two molecules
More informationOH OH OH CH 2 CH 2 C(CH 3 ) 2 (a) CH 3 CHCH 2 CHCH(CH 3 ) 2. (b)
hem 226 Problem Set #8 Fundamentals of rganic hemistry, 4 th edition, John McMurry. hapter 8 1. Give IUPA names for the following alcohols. 2 2 ( 3 ) 2 3 2 ( 3 ) 2 Longest chain = 6 carbons:...hexanediol.
More informationSTEREOGENIC CENTER (Chiral Center,Asymmetric Center) Atom (usually carbon) to which 4 different groups are attached: W Z C X Y
STEREOGENI ENTER (hiral enter,asymmetric enter) Atom (usually carbon) to which 4 different groups are attached: W Z X Y Many, but not all, molecules which contain a stereogenic center are chiral. (A molecule
More informationCHEM 263 Oct 18, Do they have the same molecular formula?
EM 263 ct 8, 206 To compare the relationship of 2 structures: Do they have the same molecular formula? o ot isomers Do they have the same sequence of atoms (i.e. connectivity)? o onstitutional or tructural
More information1. CONCEPTS IN ORGANIC CHEMISTRY 2. SYNTHETIC ORGANIC CHEMISTRY 3. ISOMERISM II 4. HYDROCARBONS II 5. HALOALKANES. Vikasana - CET 2012
CET OBJECTIVE QUESTION ON 1. CONCEPTS IN ORGANIC CHEMISTRY 2. SYNTHETIC ORGANIC CHEMISTRY 3. ISOMERISM II 4. HYDROCARBONS II 5. HALOALKANES 1.The inductive effect a. Implies the atoms ability to cause
More information1. Use appropriate curved arrows to indicate the complete mechanism of each of these reactions. KH (1 equiv.) + KCl THF. + HBr.
1. Use appropriate curved arrows to indicate the complete mechanism of each of these reactions. K (1 equiv.) TF K 3 2 2 3 enantiomer While writing the mechanism, justify both the regiochemistry the relative
More information= ( 3 ) + 2 ( 3 ) = ( ) = = ( ) = 20 H H
Columbia University 92CORG12.DOC CEM S3443D Summer 1992 Professor Grace B. Borowitz Exam No. 2 June 17, 1992 Name: Grade: Please use a non-red pen. Answer questions in the provided space. If you write
More informationCHEM 2312 practice final. Version - II
EM 2312 practice final Version - II The following standardized final examination covers the entire introductory year of organic chemistry (EM 2311 and 2312 at Georgia Tech). The exam consists of 70 multiple
More informationChapter 6. Isomers and Stereochemistry
hapter 6. Isomers and Stereochemistry Learning objectives: 1. Differentiate chiral and achiral molecules. 2. Recognize and draw structural isomers (constitutional isomers), stereoisomers including enantiomers
More informationOrganic Chemistry Chapter 5 Stereoisomers H. D. Roth
Organic Chemistry Chapter 5 Stereoisomers. D. Roth 11. Chirality of conformationally mobile systems ring compounds Monosubstituted cycloalkanes cannot have an asymmetric carbon in the ring, because there
More informationChapter 5 Stereochemistry
Organic Chemistry, Second Edition Janice Gorzynski Smith University of Hawai i Chapter 5 Stereochemistry Prepared by Rabi Ann Musah State University of New York at Albany Copyright The McGraw-Hill Companies,
More information4 1,2,3 - Clockwise 1,2,3 - Counterclockwise S
Assigning Stereochemistry using Fischer Projections: Fischer projections can be used to assign stereochemistry. If the th (lowest) priority group is vertical the other three groups will show clockwise
More informationChemistry 262 Homework 2 Part II Winter 2018
Chemistry 262 Homework 2 Part II Winter 2018 The following homework covers Chapter 10 in Loudon & Parise s Organic Chemistry, 6 th ed. and contains 24 questions, valued at 0.3333 point each, as well as
More informationLecture 4: 12.4 Isomerism
Lecture 4: 12.4 Isomerism Learning Outcomes: At the end of the lesson the students should be able to : Define isomerism. Explain constitutional isomerism. chain isomers positional isomers functional group
More informationEliel, E.L.: Wilen, S.H. Stereochemistry of Organic Compounds, Wiley, New York, 1994.
Chem 233 Course Glossary George O Doherty For an authoritative treatment of Organic stereochemistry see: Eliel, E.L.: Wilen, S.H. Stereochemistry of Organic Compounds, Wiley, New York, 1994. Relationships
More informationB. A transition state represents a maximum on the reaction path diagram and can be isolated.
Practice Hour Exam 2, Chemistry 2210, Organic Chemistry I 1. The most stable carbocation is: 2. Which of the following statements is true of transition states? A. A transition state represents a minimum
More information4Types of Isomers. 1. Structural Isomers/(Constitutional) 2. Geometric Isomers/(Cis/Trans) 3. Optical Isomers A. Enantiomers B.
4Types of Isomers 1. Structural Isomers/(Constitutional) 2. Geometric Isomers/(Cis/Trans) 3. Optical Isomers A. Enantiomers B. Diastereomers 4Types of Isomers C 4 10 C 4 10 O O O O O O O O O O O O C 3
More information1. Complete the template below to show the stereochemistry of (3R,4R) 3-chloro-4,5,5- trimethyl-hexane-1,4-diol.
Chemistry 51 Exam 1, Fall 2004 This is a closed book exam. The exam lasts 50 minutes. All answers must appear on the answer sheet. Only the answer sheet will be collected. Put your name on the answer sheet
More informationFall Organic Chemistry Experiment #6 Fractional Crystallization (Resolution of Enantiomers)
Suggested Reading: Fall Organic Chemistry Experiment #6 Fractional Crystallization (Resolution of Enantiomers) Jones Section 4.9 Physical Properties of Diastereomers: Optical Resolution pages 176-178 Introduction
More information(1) Check to see if the two compounds are identical. (2) Recall the definitions of stereoisomers, conformational isomers, and constitutional isomers.
MCAT Organic Chemistry Problem Drill 04: Stereochemistry Question No. 1 of 10 Question 1. Determine the relationship of the molecules shown: O O Question #01 (A) Identical (B) Constitutional isomers (C)
More information240 Chem. Stereochemistry. Chapter 5
240 Chem Stereochemistry Chapter 5 1 Isomerism Isomers are different compounds that have the same molecular formula. Constitutional isomers are isomers that differ because their atoms are connected in
More informationDepartmental Final Examination. Organic Chemistry I Caffein
Departmental Final Examination rganic Chemistry I 2423 Caffein Name CEMISTRY 2423 FINAL EXAM FALL, 2005 DIRECTINS: A periodic table is attached at the end of this exam. Please answer all questions as completely
More information9. Stereochemistry. Stereochemistry
9. Stereochemistry Stereochemistry Some objects are not the same as their mirror images (technically, they have no plane of symmetry) A right-hand glove is different than a left-hand glove (See Figure
More informationCHEM 261 HOME WORK Lecture Topics: MODULE 1: The Basics: Bonding and Molecular Structure Text Sections (N0 1.9, 9-11) Homework: Chapter 1:
CHEM 261 HOME WORK Lecture Topics: MODULE 1: The Basics: Bonding and Molecular Structure Atomic Structure - Valence Electrons Chemical Bonds: The Octet Rule - Ionic bond - Covalent bond How to write Lewis
More informationChapter 8 Alkenes and Alkynes II: Addition Reactions "
Chapter 8 Alkenes and Alkynes II: Addition Reactions Additions to Alkenes Generally the reaction is exothermic because one π and one σ bond are converted to two σ bonds Alkenes are electron rich The π
More informationChemistry M11 Spring 2010 Examination #3 ANSWER KEY pp. 1
Chemistry M11 Spring 2010 Examination #3 ASWER KEY pp. 1 or Questions 1 2, consider the hydrogenation of trans-3-methyl-2-pentene in the presence of a transition metal catalyst. 1. C Determine the major
More informationCHAPTER 26 STEREOISOMERISM SOLUTIONS TO REVIEW QUESTIONS. ƒ C Cl ƒ
EINS26-400-417.v1.qxd 11/9/07 1:13 PM Page 400 APTER 26 STEREOISOMERISM SOLUTIONS TO REVIEW QUESTIONS 1. A chiral carbon atom is one to which four different atoms or groups are attached and is a center
More informationSecond Exam CHEM 255 Organic Chemistry I Prof. Bastin Fall 2011
Second Exam CEM 255 rganic Chemistry I Prof. Bastin Fall 2011 Name Provide clear, concise answers using unambiquous, carefully drawn structures (where appropriate) for all of the questions. 1) /6 pts 2)
More informationSTEREOGENIC CENTER (Chiral Center,Asymmetric Center)
STEREOGENI ENTER (hiral enter,asymmetric enter) Atom (usually carbon) to which 4 different groups are attached: W Z X Y Many, but not all, molecules which contain a stereogenic center are chiral. (A molecule
More informationTHE UNIVERSITY OF CALGARY FACULTY OF SCIENCE FINAL EXAMINATION CHEMISTRY 351 READ ALL THE INSTRUCTIONS CAREFULLY
TE UNIVERSITY F CALGARY FACULTY F SCIENCE FINAL EXAMINATIN CEMISTRY 351 DECEMBER 22nd 1999 Time: 3 ours READ ALL TE INSTRUCTINS CAREFULLY PLEASE WRITE YUR NAME, STUDENT I.D. NUMBER N BT YUR EXAM ANSWER
More informationCHEM1902/ N-9 November 2014
CEM1902/4 2014-N-9 November 2014 The elimination of 2 O from alcohol A can form the isomeric alkenes B and C. Elimination of Br from the alkyl halide D can generate the same two alkenes. 7 Assign the absolute
More informationFinal Exam CHM1321-B. Date: July 4th Length: 3 hrs Last Name:
Pavillon d Iorio all Final Exam CM1321-B Date: July 4th Length: 3 hrs Last Name: Professor Sandro Gambarotta Name: First Student # Seat # - Instructions: ( all information that will be useful) Examples:
More informationLearning Guide for Chapter 17 - Dienes
Learning Guide for Chapter 17 - Dienes I. Isolated, conjugated, and cumulated dienes II. Reactions involving allylic cations or radicals III. Diels-Alder Reactions IV. Aromaticity I. Isolated, Conjugated,
More informationStereochemistry. In organic chemistry, subtle differences in spatial arrangements can give rise to prominent effects.
Stereochemistry This is study of the 3 dimensional arrangement in space of molecules. In organic chemistry, subtle differences in spatial arrangements can give rise to prominent effects. E.g. the isomers
More informationTopics in the June 2009 Exam Paper for CHEM1102
June 009 Topics in the June 009 Exam Paper for CEM110 ick on the links for resources on each topic. 009-J-: 009-J-3: 009-J-4: 009-J-5: 009-J-6: 009-J-7: 009-J-8: 009-J-9: 009-J-10: 009-J-1: 009-J-13: Periodic
More information2.9 ALKENES EXTRA QUESTIONS
.9 ALKENES EXTRA QUESTIONS 1. (a) Most of the ethene used by industry is produced when ethane is heated to 900 C in the absence of air. Write an equation for this reaction.... Name the type of polymerisation
More informationDetailed Course Content
Detailed Course Content Chapter 1: Carbon Compounds and Chemical Bonds The Structural Theory of Organic Chemistry 4 Chemical Bonds: The Octet Rule 6 Lewis Structures 8 Formal Charge 11 Resonance 14 Quantum
More informationChemistry 123: Physical and Organic Chemistry Topic 1: Organic Chemistry
Concept Check: Topic 1: Conformation Winter 2009 Page 112 Concept Check: Topic 1: Conformation Winter 2009 Page 113 1 STEREOCHEMISTRY Winter 2009 Page 114 We have already covered two kinds of isomerism:
More informationChemistry 2030 Survey of Organic Chemistry Fall Semester 2015 Dr. Rainer Glaser
Chemistry 2030 Survey of Organic Chemistry Fall Semester 2015 Dr. Rainer Glaser Examination #2 Reactions of Alkenes & Alkynes, Chemistry of Aromatic Compounds, and Stereochemistry Thursday, October 8,
More informationOrganic Chemistry. M. R. Naimi-Jamal. Faculty of Chemistry Iran University of Science & Technology
Organic Chemistry M. R. Naimi-Jamal Faculty of Chemistry Iran University of Science & Technology Chapter 6. Stereochemistry Based on McMurry s Organic Chemistry, 6 th edition Stereochemistry Some objects
More informationH C C C C H C H C C H H. Cl H CH 3 O. Br CH 3 OH H 3 C. H Br H
CEMISTRY 313-61 MITERM # 3 answer key June 17, 2005 Statistics: Average: 69 pts (69%); ighest: 96 pts (96%); Lowest: 46 pts (46%) Number of students perfming at above average: 16 (53%) 1. (10 pts) Mark
More informationChapter 5 Stereochemistry
Chapter 5 Stereochemistry References: 1. Title: Organic Chemistry (fifth edition) Author: Paula Yurkanis Bruice Publisher: Pearson International Edition 2. Title: Stereokimia Author: Poh Bo Long Publisher:
More informationStereochemistry Structural or constitutional isomers... have the same molecular formula but different connectivity (skeletal, positional, functional)
Stereochemistry Structural or constitutional isomers... have the same molecular formula but different connectivity (skeletal, positional, functional) Stereoisomers... have the same connectivity but a different
More informationChem 232. Problem Set 9. Question 1. D. J. Wardrop
Chem 232 D. J. Wardrop wardropd@uic.edu Problem Set 9 Question 1. a. Rank in order of increasing number of chirality centers (1 = fewest chirality centers; 5 = most chirality). 3 C C 3 b. Rank in order
More informationPart I. Multiple choice. (4 points each.) Choose the one best answer and mark your answer on the ScanTron sheet.
Test 3 Chemistry 2321 April 25, 2003 McMurry, Chapters 9-11 103 Total Points Name Please Print Part I. Multiple choice. (4 points each.) Choose the one best answer and mark your answer on the ScanTron
More informationOrganic Chemistry. Chemical Bonding and Structure (2)
For updated version, please click on http://ocw.ump.edu.my Organic Chemistry Chemical Bonding and Structure (2) by Dr. Seema Zareen & Dr. Izan Izwan Misnon Faculty of Industrial Science & Technology seema@ump.edu.my
More informationPhenols, Ethers, and Organic Sulfur Compound
Phenols, Ethers, and rganic Sulfur Compound Phenols - Structure General Structure - A hydroxy () group attached directly to an aromatic ring: Phenol α-naphthol β-naphthol Note: C2 is not a phenol. Phenols
More informationCEM 351 2nd EXAM/Version A Friday, October 17, :50 2:40 p.m. Room 138, Chemistry
Name (print) Signature Student # Section Number CEM 351 2nd EXAM/Version A Friday, October 17, 2003 1:50 2:40 p.m. Room 138, Chemistry Ann Swerkey Grade? 1.(20 2.(20. 3.(20 4.(20 5.(20 6.(20 TOTAL 100
More information8. What is the slow, rate-determining step, in the acidcatalyzed dehydration of 2-methyl-2-propanol?
CHEMISTRY 313-03 MIDTERM # 2 answer key October 25, 2011 Statistics: Average: 68 pts (68%); Highest: 100 pts (100%); Lowest: 30 pts (30%) Number of students performing at or above average: 56 (54%) Number
More informationChem 341 Jasperse Ch. 9 Handouts 1
Chem 341 Jasperse Ch. 9 andouts 1 Ch. 9 Stereochemistry Stereoisomers have the same condensed formulas and basic bonding sequence, but have different 3-dimensional shape and cannot be interconverted 9.1,2
More informationChemistry 2030 Survey of Organic Chemistry Fall Semester 2015 Dr. Rainer Glaser
Chemistry 2030 Survey of Organic Chemistry Fall Semester 2015 Dr. Rainer Glaser Examination #2 Reactions of Alkenes & Alkynes, Chemistry of Aromatic Compounds, and Stereochemistry Thursday, October 8,
More informationName. Department of Chemistry SUNY/Oneonta. Chem Organic Chemistry I. Examination #3 - November 8, 2004 ANSWERS
Name Department of hemistry SUNY/neonta hem 221 - rganic hemistry I Examination #3 - November 8, 2004 ANSWERS INSTRUTINS --- This examination has two parts. The first part is in multiple choice format;
More informationChemistry 2030 Survey of Organic Chemistry Fall Semester 2017 Dr. Rainer Glaser
Chemistry 2030 Survey of Organic Chemistry Fall Semester 2017 Dr. Rainer Glaser Examination #2 Reactions of Alkenes & Alkynes, Chemistry of Aromatic Compounds, and Stereochemistry Thursday, October 5,
More informationCHEMpossible. 261 Exam 1 Review
CHEMpossible 261 Exam 1 Review A. Rank the following carboxylic acids from least acidic to most acidic: B. Draw the line-angle formulas for three acylic (non-cyclic) esters with the molecular formula C
More informationChapter 5 Stereochemistry. Stereoisomers
Chapter 5 Stereochemistry Stereoisomers Same bonding sequence Different arrangement in space Example: OOC-C=C-COO has two geometric (cis-trans) isomers: COO COO COO COO Stereochemistry Slide 5-2 1 Chirality
More informationCHEM120 - ORGANIC CHEMISTRY WORKSHEET 1
EM120 - RGANI EMISTRY WRKSEET 1 Some of the objectives To understand and know the hybridization concept Be able to distinguish different geometries, including basic bond lengths and angles within organic
More informationORGANIC - BROWN 8E CH.3 - STEREOISOMERISM AND CHIRALITY.
!! www.clutchprep.com CONCEPT: TYPES OF ISOMERS Isomers are used to describe relationships between similar molecules. We can order these relationships in order of increasing similarity Page 2 CONCEPT:
More informationName. Department of Chemistry SUNY/Oneonta. Chem Organic Chemistry I. Examination #3 - November 11, 2002 ANSWERS
Name INSTRUTINS Department of hemistry SUNY/neonta hem 221 - rganic hemistry I Examination #3 - November 11, 2002 ANSWERS This examination has two parts. The first part is in multiple choice format; the
More informationFor more info visit
Bond Fission: a) Homolytic fission: Each atom separates with one electron, leading to the formation of highly reactive entities called radicals, owing their reactivity to their unpaired electron. b) Heterolytic
More informationORGANIC CHEMISTRY CHEM 2210 SECOND REVIEW EXAM FALL *A*
ORGANI EMISTRY EM 2210 SEOND REVIEW EXAM ALL 1999 - *A* 1. What is the IUPA name of the compound shown? O A. cis-1-chloro-4-cyclohexanol B. cis-4-chlorocyclohexanol. trans-1-chloro-4-cyclohexanol trans-4-chlorocyclohexanol
More informationgeometric isomers (diastereomers)
Symmetry Monarch butterfly: bilateral symmetry= mirror symmetry Whenever winds blow butterflies find a new place on the willow tree -Basho (~6-69) 5 hapter 7: Stereochemistry - three-dimensional arrangement
More informationMULTIPLE CHOICE QUESTIONS Stereochemistry
MULTPLE COCE QUESTONS Stereochemistry Topic: dentifications and Comparisons Answers on page 10 1. Which of the following is the enantiomer of the following substance? C 3 C 3 C 3 C 3 A) B) C) D) t does
More informationExperiment 8 Optical Isomers. In this experiment you will be given the opportunity to see the 3-dimensional aspects of
Experiment 8 Optical Isomers In this experiment you will be given the opportunity to see the 3-dimensional aspects of stereochemistry and optical isomers. Previously in class you were exposed to the concept
More informationSTEREOCHEMISTRY. 2. Define the following, and tell whether or not a given compound or structure fits the description or possesses the feature.
A STUDENT SOULD BE ABLE TO: STEREOEMISTRY 1. Determine the relationship between two given structures (which may be any of the kinds below). Also, define each of the following terms, and give examples of
More informationCHEM 261 Oct 11, Diastereomers. Enantiomers. Pheromones: from Greek pherein horman meaning to carry excitement. Discovered by Adolf Butenanot.
EM 26 ct, 208 REALL: is Trans Trans Diastereomers Enantiomers Enantiomers have opposite stereochemistry at every stereocenter (chiral center) Diastereomers are all stereoisomers that are not enantiomers
More informationPractice Hour Examination # 1-2
CHEM 346 Organic Chemistry I Fall 2013 Practice Hour Examination # 1-2 Solutions Key Page 1 of 12 CHEM 346 Organic Chemistry I (for Majors) Instructor: Paul J. Bracher Practice Hour Examination # 1-2 Monday,
More informationOrganic Chemistry 3540
rganic Chemistry 3540 ctober 27, 2004 (6 Pages, 13 Parts) Name 1. (10%) Draw structures of the following showing stereochemistry if appropriate: a. s -butyl alcohol b. isobutyl isopropyl ether c. p-nitrophenoxide
More informationFinal Exam Professor R. Hoenigman
I pledge to uphold the CU onor Code: CEM 3311-200 Fall 2006 Final Exam Professor. oenigman Average Score = 145 igh Score = 235 Low Score = 27 Signature Name (printed) Last four digits of your student ID
More informationCHEM 241 CHIRALITY CHAP 4 ASSIGN
EM 241 IRALITY AP 4 ASSIGN 1. Assume that a particular reaction gives the following two enantiomers as products in the following ratio. What is the enantiomeric excess (% ee) associated with this reaction?
More informationCH 253, Fall Question Points Possible Points Received
CH 253, Fall 2000 Exam #3 - M. Schwartz November 17, 2000 Name (Print Clearly) Question Points Possible Points Received 1 20 2 15 3 8 4 5 5 4 6 6 7 14 8 8 9 5 10 21 Subtotal 106 Extra Credit 2 Total 108
More information2. Which one of the following structures represents a different compound from the other three?
1. Provide a Newman projection of the most stable conformation of 2-methylpentane, (CH 3 ) 2 CHCH 2 CH 2 CH 3, looking along the C2-C3 bond 2. Which one of the following structures represents a different
More informationCourse Information. Instructor Information
Jordan University of Science and Technology Department of Chemistry Course Syllabus Fall 2018/2019 Course Information Course Number: CHEM 108 Course Name: General and Organic Chemistry Credit Hours: 4
More informationUNIT.10 HALOALKANES AND HALOARENES
UNIT.10 ALOALKANES AND ALOARENES ONE MARKS QUESTIONS 1. What are haloalkanes? aloalkane is a derivative obtained by replacing hydrogen atom of alkane by halogen atom. 2. What is the hybridization of the
More information3. (4 pts) Provide structures for the following compounds: CH 3 C H H C C - Na + acetylene 1-penten-4-yne (R)-3-butyn-2-ol sodium acetylide
CEMTRY 313-01 MDTERM # 3 answer key November 18, 2008 tatistics: Average: 74 pts (74%); ighest: 97 pts (97%); Lowest: 38 pts (38%) Number of students perfming at above average: 35 (56%) Number of students
More informationChemistry 210 Organic Chemistry I Summer Semester 1999 Dr. Somnath Sarkar
Chemistry 210 rganic Chemistry I Summer Semester 1999 Dr. Somnath Sarkar Final Examination Name: Thursday, July 29, 1999, 6:30 8:30 Question 1 Stereochemistry(MC#1) 16 Question 2. Substitution(MC #2) 16
More informationCopyright 2009 James K Whitesell
Copyright 2009 James K Whitesell 5-1 These two molecules, cyclopropylcyclopentane and cyclobutycyclobutane have the same number of carbon and hydrogen atoms and thus they are constitutional isomers. 5-2
More informationChemistry 2541, Fall 2017 Midterm Exam 2 (100 points)
Chemistry 2541, Fall 2017 Midterm Exam 2 (100 points) Important notes: - Please use the provided Scantron form for your answers; you can keep the sheet with the questions and can use it as scratch paper
More information