Exam (6 pts) Show which starting materials are used to produce the following Diels-Alder products:
|
|
- Rodger York
- 6 years ago
- Views:
Transcription
1 Exam 1 Name CHEM (18 pts) Complete the following chemical reactions showing all major organic products; illustrate proper stereochemistry where appropriate. If no reaction occurs, indicate NR : 2. (6 pts) Show which starting materials are used to produce the following Diels-Alder products:
2 3. (8 pts) Name the following compounds using IUPAC conventions: 4. (6 pts) Propose a mechanism for the addition of HBr to 1,3-hexadiene. Show the intermediates that lead to each product and indicate which is more stable. Indicate which product is thermodynamically favored and which is kinetically favored. 5. (8 pts) Draw all reasonable resonance structures for each species. Circle the structure which is the strongest contributor/most stable resonance structure. a. b. c. d. 6. (4 pts) Rank the following dienes in order of increasing heat of hydrogenation (1 lowest to 4 highest):
3 7. (8 pts) (8 pts) For each of the following compounds, indicate the number of resonances (not multiplicities) that would be observed on a 1 H NMR spectrum: Br NH 8. (8 pts) For each of the following compounds, indicate the multiplicity of the resonance observed for the indicated protons (shown Hs): H CH 2 C H 2 CH 3 9. (6 pts) For each of the following molecules circle each set of magnetically unique protons. For each set indicate the approximate chemical shift: 10. (18 pts) Give the structure that would produce each of the following three 1 H NMR spectra. Circle your final answer for grading. a.) C 7 H 5 2 Br There is a 1 H broad singlet at 12 ppm. The resonances below from left to right are a singlet, doublet, doublet and triplet. All resonances integrate to 1H.
4 b.) C 5 H 10. Eyeball measure integrals yourself! Region from ppm is expanded for you. c.) C 5 H 8 2H 3H 1H 2H Score /100 Approx. Course Grade:
5 Exam 1 Name CHEM (18 pts) Complete the following chemical reactions showing all major organic products; illustrate proper stereochemistry where appropriate. If no reaction occurs, indicate NR : No reaction, not a conjugated diene major 2. (6 pts) Show which starting materials are used to produce the following Diels-Alder products:
6 3. (8 pts) Name the following compounds using IUPAC conventions: 2-iodoaniline 2,4-octadiene 4-bromo-2-ethyl-1- flouorobenzene 3-chlorobenzoic acid 4. (6 pts) Propose a mechanism for the addition of HBr to 1,3-hexadiene. Show the intermediates that lead to each product and indicate which is more stable. Indicate which product is thermodynamically favored and which is kinetically favored. 5. (8 pts) Draw all reasonable resonance structures for each species. Circle the structure which is the strongest contributor/most stable resonance structure. a. b. c. d. 6. (4 pts) Rank the following dienes in order of increasing heat of hydrogenation (1 lowest to 4 highest):
7 7. (8 pts) (8 pts) For each of the following compounds, indicate the number of resonances (not multiplicities) that would be observed on a 1 H NMR spectrum: Br NH (8 pts) For each of the following compounds, indicate the multiplicity of the resonance observed for the indicated protons (shown Hs): H CH 2 C H 2 CH 3 doublet quintet quartet doublet 9. (6 pts) For each of the following molecules circle each set of magnetically unique protons. For each set indicate the approximate chemical shift: Aldehyde 9.5, two aromatics , two aliphatics 2.0 and aliphatics 1-2, 2 alkene , H from acid > 10 Terminal alkyne 3.0, 2 aliphatics 2.0 and (18 pts) Give the structure that would produce each of the following three 1 H NMR spectra. Circle your final answer for grading. a.) C 7 H 5 2 Br There is a 1 H broad singlet at 12 ppm. The resonances below from left to right are a singlet, doublet, doublet and triplet. All resonances integrate to 1H. meta substituted, acid proton at 12 m-bromobenzoic acid
8 b.) C 5 H 10. Eyeball measure integrals yourself! Region from ppm is expanded for you. HDI = 1 with an oxygen, suspect C=. n one side a methyl (3H singlet at 2.0), on the other an isopropyl group (septet at 2.4 and doublet at 1.1) c.) C 5 H 8 2H 3H 1H 2H Alkene and aliphatic, HDI = 2 so alkene + another db or ring. Score /100 Approx. Course Grade:
9 Exam 2 Name CHEM (36 pts) Complete the following chemical reactions showing all major organic products; illustrate proper stereochemistry where appropriate. If no reaction occurs, indicate NR : a. b. c. d. e. f. g. h. i. j. k.
10 2. (8 pts) Consider the following substituted benzenes. For each example: a. Indicate whether the substituent is activating or deactivating (circle one) b. Indicate whether it would be ortho, meta or para directing (circle all that apply) rtho Meta Para rtho Meta Para rtho Meta Para rtho Meta Para 3. (6 pts) Nomenclature: Name the acids or provide a structure given the name. a. b. c. d. Succinic acid Potassium 2,3,5-trifluorohexanoate 4. (4 pts) In preparing for this exam you may have consumed caffeine, which inhibits the retention of short term memories (like organic exam chemistry knowledge). Is caffeine aromatic? State your reasoning. 5. (6 pts) Show how the following compound can be synthesized from the indicated starting material: 6. (8 pts) Show the contributing resonance structures following a para addition of an electrophile (E + ) to phenol. Circle the most stable resonance structure or structures.
11 7. (6 pts) We studied the EAS reaction of benzene. There are many other families of aromatic compounds that also undergo EAS reactions. Suggest the probable course of the EAS reactions of thiophene (right). a. Is the ring more or less electron rich than benzene? b. Would EAS reactions be faster or slower? c. What orientation of EAS would be most favored relative to the ring sulfur? Explain why. d. Draw the orbital diagram for thiophene; be sure to label all orbitals containing delocalized electrons and lone pairs. 8. (12 pts) Indicate if the anions would deprotonate the acid in each pair (Circle yes/no): g. h. i. Yes No Yes No Yes No a. b. c. Yes No Yes No Yes No d. e. f. Yes No Yes No Yes No 9. (6 pts) Synthesize m-methoxybenzyl cyanide from m-methylanisole: 10. (8 pts) Circle the compounds that are aromatic; for those that are not aromatic, briefly state which of the four criteria are not met. Approximate Course Grade: A A- B+ B B- C+ C D F Score /100
12 Exam 2 Name CHEM (36 pts) Complete the following chemical reactions showing all major organic products; illustrate proper stereochemistry where appropriate. If no reaction occurs, indicate NR : a. b. NR Friedel-Crafts conditions react with NH 2 c. d. e. f. g. h. i. j. k.
13 2. (8 pts) Consider the following substituted benzenes. For each example: a. Indicate whether the substituent is activating or deactivating (circle one) b. Indicate whether it would be ortho, meta or para directing (circle all that apply) rtho Meta Para rtho Meta Para rtho Meta Para rtho Meta Para 3. (6 pts) Nomenclature: Name the acids or provide a structure given the name. a. b. c. d. Succinic acid Potassium 2,3,5-trifluorohexanoate 4. (4 pts) In preparing for this exam you may have consumed caffeine, which inhibits the retention of short term memories (like organic exam chemistry knowledge). Is caffeine aromatic? State your reasoning. All atoms in both the 6 and 5 membered ring are (or can) be sp2 hybridized. Planar, cyclic 10 pi electrons 2 nitrogens in 6-membered ring with lone pairs, double bond bridging rings, C=N double bond in 5-membered ring and lone pair on N in 5-membered ring. Aromatic! 5. (6 pts) Show how the following compound can be synthesized from the indicated starting material: 6. (8 pts) Show the contributing resonance structures following a para addition of an electrophile (E + ) to phenol. Circle the most stable resonance structure or structures.
14 7. (6 pts) We studied the EAS reaction of benzene. There are many other families of aromatic compounds that also undergo EAS reactions. Suggest the probable course of the EAS reactions of thiophene (right). a. Is the ring more or less electron rich than benzene? b. Would EAS reactions be faster or slower? c. What orientation of EAS would be most favored relative to the ring sulfur? Explain why. d. Draw the orbital diagram for thiophene; be sure to label all orbitals containing delocalized electrons and lone pairs. a. Ring is more e- rich 6 p electrons for 5 atoms vs. 6 for 6 in benzene. b. EAS is faster for more e- rich systems c. rtho (2-) addition additional resonance structure with sulfur Each p-orbital on C has one e-, on sulfur it has two; second lone pair on sulfur in sp 2 orbital 8. (12 pts) Indicate if the anions would deprotonate the acid in each pair (Circle yes/no): g. h. i. Yes No Yes No Yes No a. b. c. Yes No Yes No Yes No d. e. f. Yes No Yes No Yes No 9. (6 pts) Synthesize m-methoxybenzyl cyanide from m-methylanisole: 10. (8 pts) Circle the compounds that are aromatic; for those that are not aromatic, briefly state which of the four criteria are not met. Approximate Course Grade: A A- B+ B B- C+ C D F Score /100
5. (6 pts) Show how the following compound can be synthesized from the indicated starting material:
Exam 2 Name CHEM 212 1. (36 pts) Complete the following chemical reactions showing all major organic products; illustrate proper stereochemistry where appropriate. If no reaction occurs, indicate NR :
More information2016 Pearson Education, Inc. Isolated and Conjugated Dienes
2016 Pearson Education, Inc. Isolated and Conjugated Dienes 2016 Pearson Education, Inc. Reactions of Isolated Dienes 2016 Pearson Education, Inc. The Mechanism Double Bonds can have Different Reactivities
More informationOrganic Chemistry II KEY March 25, a) I only b) II only c) II & III d) III & IV e) I, II, III & IV
rganic Chemistry II KEY March 25, 2015 Exam 2: VERSIN A 1. Which of the following compounds will give rise to an aromatic conjugate base? E a) I only b) II only c) II & III d) III & IV e) I, II, III &
More informationAnswers to Assignment #5
Answers to Assignment #5 A. 9 8 l 2 5 DBE (benzene + 1 DBE) ( 9 2(9)+2-9 8+1+1 = 10 ˆ 5 DBE) nmr pattern of two doublets of equal integration at δ7.4 and 7.9 ppm means the group (the δ7.9 shift) IR band
More informationLecture Notes Chem 51B S. King I. Conjugation
Lecture Notes Chem 51B S. King Chapter 16 Conjugation, Resonance, and Dienes I. Conjugation Conjugation occurs whenever p-orbitals can overlap on three or more adjacent atoms. Conjugated systems are more
More information3) The delocalized π system in benzene is formed by a cyclic overlap of 6 orbitals. A) s B) p C) sp D) sp2 E) sp3
Chapter 8 Questions 1) Which of the following statements is incorrect about benzene? A) All of the carbon atoms are sp hybridized. B) It has delocalized electrons. C) The carbon-carbon bond lengths are
More informationNuggets of Knowledge for Chapter 17 Dienes and Aromaticity Chem 2320
Nuggets of Knowledge for Chapter 17 Dienes and Aromaticity Chem 2320 I. Isolated, cumulated, and conjugated dienes A diene is any compound with two or C=C's is a diene. Compounds containing more than two
More informationREACTIONS OF AROMATIC COMPOUNDS
A STUDENT SHOULD BE ABLE TO: REACTIONS OF AROMATIC COMPOUNDS 1. Predict the product(s) of Electrophilic aromatic substitution (EAS): halogenation, sulfonation, nitration, Friedel- Crafts alkylation and
More informationKey ideas: In EAS, pi bond is Nu and undergoes addition.
Objective 7. Apply addition and elimination concepts to predict electrophilic aromatic substitution reactions (EAS) of benzene and monosubstituted benzenes. Skills: Draw structure ID structural features
More informationOrganic Chemistry CHM 224
rganic Chemistry CM 224 Final Exam Review Questions This is a compilation example final exam questions. Provide IUPAC names for each of the structures below. 2 ! Propose a structure for the compound that
More information240 Chem. Aromatic Compounds. Chapter 6
240 Chem Aromatic Compounds Chapter 6 1 The expressing aromatic compounds came to mean benzene and derivatives of benzene. Structure of Benzene: Resonance Description C 6 H 6 1.It contains a six-membered
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 information75. A This is a Markovnikov addition reaction. In these reactions, the pielectrons in the alkene act as a nucleophile. The strongest electrophile will
71. B SN2 stands for substitution nucleophilic bimolecular. This means that there is a bimolecular rate-determining step. Therefore, the reaction will follow second-order kinetics based on the collision
More informationHour Examination # 1
CEM 347 rganic Chemistry II Spring 2015 Exam # 1 Solutions Key Page 1 of 11 CEM 347 rganic Chemistry II Spring 2015 Instructor: Paul Bracher our Examination # 1 Wednesday, February 11 th, 2015 6:00 8:00
More informationCHEM Review for test 1 (ch12-15). F17. Stafford
CHEM Multiple Choice Identify the choice that best completes the statement or answers the question. 1. What range of wavelengths corresponds to the infrared region of the electromagnetic spectrum? a. 200-400
More informationb.(12) Where is pyrrole protonated under strong acidic conditions? Why this site of protonation?
1. Rank the following compounds in the trend requested. (15 points each) a. Rank the following dienes by rate of Diels-Alder reaction. The diene which reacts the fastest with an alkene is 1, while the
More informationBenzene and Aromaticity
Benzene and Aromaticity Why this Chapter? Reactivity of substituted aromatic compounds is tied to their structure Aromatic compounds provide a sensitive probe for studying relationship between structure
More informationChapter 5. Aromatic Compounds
Chapter 5. Aromatic Compounds 5.1 Structure of Benzene: The Kekule Proposal Mid-1800s, benzene was known to have the molecular formula C 6 6. Benzene reacts with 2 in the presence of iron to give substitution
More informationChem 213 Final 2012 Detailed Solution Key for Structures A H
Chem 213 Final 2012 Detailed Solution Key for Structures A H COMPOUND A on Exam Version A (B on Exam Version B) C 8 H 6 Cl 2 O 2 DBE = 5 (aromatic + 1) IR: 1808 cm 1 suggests an acid chloride since we
More informationBenzene and Aromatic Compounds
1 Background Benzene and Aromatic Compounds Benzene (C 6 H 6 ) is the simplest aromatic hydrocarbon (or arene). Benzene has four degrees of unsaturation, making it a highly unsaturated hydrocarbon. Whereas
More informationFundamentals of Organic Chemistry
Fundamentals of Organic Chemistry CHEM 109 For Students of Health Colleges Credit hrs.: (2+1) King Saud University College of Science, Chemistry Department CHEM 109 CHAPTER 3. AROMATIC HYDROCARBONS Aromatic
More informationCyclooctatetraene (2R)-2-phenylbutane benzyl chloride cycloocta-1,3,5,7-tetraene
CM238-02 S05 Practice Material for xam 1 This is a compilation from relevant problems from last spring s exam 1&2. This is too long! 1. (4 pts) Draw 2 of the following 3: Cross one out or graded in order.
More information17.24 To name the compounds use the directions from Answer 17.3.
Benzene and Aromatic Compounds 7 7 7.2 If benzene could be described by a single Kekulé structure, only one product would form in Reaction [], but there would be four (not three) dibromobenzenes (A ),
More informationBENZENE & AROMATIC COMPOUNDS
BENZENE & AROMATIC COMPOUNDS Dr. Zainab M Almarhoon 2 Learning Objectives By the end of chapter four the students will: Understand the resonance description of structure of benzene Understand the hybridization
More information11/5/ Conjugated Dienes. Conjugated Dienes. Conjugated Dienes. Heats of Hydrogenation
8.12 Sites of unsaturation Many compounds have numerous sites of unsaturation If sites are well separated in molecule they react independently If sites are close together they may interact with one another
More informationCHEM 347 Organic Chemistry II Spring Instructor: Paul Bracher. Quiz # 2
CHEM 347 Organic Chemistry II Spring 2015 Quiz # 2 Solutions Key Page 1 of 12 CHEM 347 Organic Chemistry II Spring 2015 Instructor: Paul Bracher Quiz # 2 Due: Monday, February 9 th, 2015 2:00 p.m. (in
More informationOrganic Chemistry II KEY March 27, Which of the following reaction intermediates will form the fastest in the reaction below?
rganic Chemistry II KEY March 27, 2013 Exam 2: VERSI D 1. Which of the following reaction intermediates will form the fastest in the reaction below? C 1 equiv a 2 a) IV b) III c) II d) II & III e) I I.
More informationExam. Name. MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question.
Exam Name MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1) Which of the following statements is incorrect about benzene? 1) A) All of the carbon
More informationMore Nomenclature: Common Names for Selected Aromatic Groups. Aryl = Ar = aromatic group. It is a broad term, and includes any aromatic rings.
More Nomenclature: Common Names for Selected Aromatic Groups Phenyl group = or Ph = C 6 H 5 = Aryl = Ar = aromatic group. It is a broad term, and includes any aromatic rings. Benzyl = Bn = It has a -CH
More informationCHEMISTRY 341. Final Exam Tuesday, December 16, Problem 1 15 pts Problem 9 8 pts. Problem 2 5 pts Problem pts
CEMISTRY 341 Final Exam Tuesday, December 16, 1997 Name NAID Problem 1 15 pts Problem 9 8 pts Problem 2 5 pts Problem 10 21 pts Problem 3 26 pts Problem 11 15 pts Problem 4 10 pts Problem 12 6 pts Problem
More informationHomework for Chapter 17 Chem 2320
Homework for Chapter 17 Chem 2320 I. Cumulated, isolated, and conjugated dienes Name 1. Draw structures which fit the following descriptions. Use correct geometry! a conjugated diene with the formula C
More informationChemistry Exam 1. The Periodic Table
ame: Last First MI Chemistry 234-002 Exam 1 Spring 2017 Dr. J. sbourn Instructions: The first 18 questions of this exam should be answered on the provided Scantron. You must use a pencil for filling in
More information2. Which functional groups and structural features are present in the following molecule (strychnine)?
Chapter 1-2: 1. Which of the following species has a negative charge but NO lone pair of valance shell nonbonding electrons? [all atoms have complete valance shell of electrons, but lone pairs are not
More informationAMINES. 4. From your knowledge of the effects involved, predict or explain experimental results. Important areas include:
AMINES A STUDENT SHOULD BE ABLE TO: 1. Give the IUPAC or common name given the structure, and draw the structure given the name of amines and common nitrogen heterocycles (pyrrole, pyridine, purine, pyrimidine,
More informationOrganic Chemistry II KEY March 27, 2013
rganic Chemistry II KEY March 27, 2013 Exam 2: VERSI C 1. Rank the dienophiles from most reactive to least reactive in the Diels Alder reaction (most>least) E I II III IV > II > III > IV b) III > I > II
More informationImportant Note: We will NOT accept papers written in pencil back for re-marking after they have been returned to you. Please do not ask!
Name: Student Number: University of Manitoba - Department of Chemistry CHEM 2220 - Introductory Organic Chemistry II - Term Test 2 Thursday, March 15, 2012; 7-9 PM This is a 2-hour test, marked out of
More informationName: Student Number: University of Manitoba - Department of Chemistry CHEM Introductory Organic Chemistry II - Term Test 1
Name: Student Number: University of Manitoba - Department of Chemistry CHEM 2220 - Introductory Organic Chemistry II - Term Test 1 Thursday, February 11, 2016; 7-9 PM This is a 2-hour test, marked out
More informationChemistry 14D Winter 2010 Exam 2 Page 1
Chemistry 14D Winter 2010 Exam 2 Page 1 1. (2) Circle the best statement of Markovnikov s rule. (a) When X adds to an alkene, the hydrogen of X becomes bonded to the alkene carbon that bears the least
More informationTreatment of cyclooctatetrene with potassium gives you a dianion. Classify the starting material and product as aromatic, antiaromatic or
Treatment of cyclooctatetrene with potassium gives you a dianion. Classify the starting material and product as aromatic, antiaromatic or nonaromatic? 1 2 Classify cyclononatetrene and it s various ions
More informationThe now-banned diet drug fen-phen is a mixture of two synthetic substituted benzene: fenfluramine and phentermine.
The now-banned diet drug fen-phen is a mixture of two synthetic substituted benzene: fenfluramine and phentermine. Chemists have synthesized compounds with structures similar to adrenaline, producing amphetamine.
More informationChemistry 234 Exam 1 (Gray) The Periodic Table
ame: Last First MI Chemistry 234 Exam 1 (Gray) Summer 2017 Dr. J. sbourn Instructions: The first 21 questions of this exam should be answered on the provided Scantron. You must use a pencil for filling
More informationLecture Topics: I. Electrophilic Aromatic Substitution (EAS)
Reactions of Aromatic Compounds Reading: Wade chapter 17, sections 17-1- 17-15 Study Problems: 17-44, 17-46, 17-47, 17-48, 17-51, 17-52, 17-53, 17-59, 17-61 Key Concepts and Skills: Predict and propose
More informationCircle those of the following structures which you would expect to show aromaticity. N + -
Sample Exam Solution CEM 263, Section B2 1 (6 pts) Aromaticity Circle those of the following structures which you would expect to show aromaticity. - N - N 2. (12 pts) Structure and Nomenclature Draw structures
More informationCHEM 240: Survey of Organic Chemistry at North Dakota State University Midterm Exam 02 - Tue, 23 Sep 2014!! Name:! KEY!
CEM 240: Survey of rganic Chemistry at orth Dakota State University Midterm Exam 02 - Tue, 23 Sep 2014!! ame:! KEY! Please read through each question carefully and answer in the spaces provided. A good
More informationOrganic Chemistry II (CHE ) Examination I March 1, Name (Print legibly): _KEY _. Student ID#: _
Organic Chemistry II (CHE 232-002) Examination I March 1, 2007 Name (Print legibly): _KEY _ (last) (first) Student ID#: _ PLEASE observe the following: You are allowed to have scratch paper (provided by
More informationOrganic Chemistry II* (CHE ) Examination I March 1, Name (Print legibly): KEY. Student ID#:
Organic Chemistry II* (CHE 232-002) Examination I March 1, 2007 Name (Print legibly): KEY (last) (first) Student ID#: PLEASE observe the following: You are allowed to have scratch paper (provided by me),
More informationChem 14C Lecture 1 Spring 2016 Exam 2 Solutions Page 1
Chem 14C Lecture 1 Spring 2016 Exam 2 Solutions Page 1 Statistics: High score, average, and low score will be posted on the course web site after exam grading is complete. Some questions have more than
More informationKOT 222 Organic Chemistry II
KOT 222 Organic Chemistry II Course Objectives: 1) To introduce the chemistry of alcohols and ethers. 2) To study the chemistry of functional groups. 3) To learn the chemistry of aromatic compounds and
More informationCOURSE OBJECTIVES / OUTCOMES / COMPETENCIES.
COURSE OBJECTIVES / OUTCOMES / COMPETENCIES. By the end of the course, students should be able to do the following: See Test1-4 Objectives/Competencies as listed in the syllabus and on the main course
More informationChapter 17. Reactions of Aromatic Compounds
Chapter 17 Reactions of Aromatic Compounds Electrophilic Aromatic Substitution Although benzene s pi electrons are in a stable aromatic system, they are available to attack a strong electrophile to give
More informationCHEMISTRY 112A FALL 2015 EXAM 1 SEPTEMBER 27, 2016 NAME- WRITE BIG STUDENT ID: SECTION AND/OR GSI IF YOU ARE IN THE LABORATORY COURSE:
CHEMISTRY 112A FALL 2015 EXAM 1 SEPTEMBER 27, 2016 NAME- WRITE BIG STUDENT ID: SECTIN AND/R GSI IF YU ARE IN THE LABRATRY CURSE: You will have 75 minutes in which to work. BE NEAT! Non-legible structure
More informationCHEM 213 FALL 2016 MIDTERM EXAM 2 - VERSION A
CHEM 213 FALL 2016 MIDTERM EXAM 2 - VERSIN A Answer multiple choice questions on the green computer sheet provided with a PENCIL. Be sure to encode both your NAME and Registration Number (V#). You will
More informationCHEM Chapter 16. Chemistry of Benzene: Electrophilic Aromatic Substitution (homework) W
CHEM 2425. Chapter 16. Chemistry of Benzene: Electrophilic Aromatic Substitution (homework) W Short Answer Exhibit 16-1 MATCH a structure or term from the following list with each description below. Place
More informationCHM 292 Final Exam Answer Key
CHM 292 Final Exam Answer Key 1. Predict the product(s) of the following reactions (5 points each; 35 points total). May 7, 2013 Acid catalyzed elimination to form the most highly substituted alkene possible
More informationChemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser
Chemistry 2050 Introduction to Organic Chemistry Fall Semester 2011 Dr. Rainer Glaser Examination #2 Practice Edition Arenes, Stereochemistry, and Organic Halogen Compounds, with Nucleophilic Substitution
More informationNO 2 O NH 2. Br Br. Br CF 3
1. Rank the following compounds in the trend requested. (15 points each) a. Rank by energy of the lowest unoccupied molecular orbital (LUM). The molecule with the LUM that is lowest in energy is 1, while
More informationCHEMISTRY Topic #3: Addition Reactions of Conjugated Dienes Spring 2017 Dr. Susan Findlay
CEMISTRY 2600 Topic #3: Addition Reactions of Conjugated Dienes Spring 2017 Dr. Susan Findlay Different Kinds of Dienes When a molecule contains multiple π-bonds, their reactivity is dictated in part by
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 informationOrganic Chemistry 321 Workshop: Spectroscopy NMR-IR Problem Set
Organic Chemistry 321 Workshop: Spectroscopy NMR-IR Problem Set 1. Draw an NMR spectrum for each of the following compounds. Indicate each peak by a single vertical line (for example, a quartet would be
More informationName: Student Number: University of Manitoba - Department of Chemistry CHEM Introductory Organic Chemistry II - Term Test 1
Name: Student Number: University of Manitoba - Department of Chemistry CHEM 2220 - Introductory Organic Chemistry II - Term Test 1 Thursday, February 12, 2015; 7-9 PM This is a 2-hour test, marked out
More informationFrost Circles a Great Trick
Aromatics Frost Circles a Great Trick Inscribe a polygon of the same number of sides as the ring to be examined such that one of the vertices is at the bottom of the ring The relative energies of the MOs
More informationName: Student Number: University of Manitoba - Department of Chemistry CHEM Introductory Organic Chemistry II - Term Test 2
Name: Student Number: University of Manitoba - Department of Chemistry CHEM 2220 - Introductory Organic Chemistry II - Term Test 2 Thursday, March 12, 2015; 7-9 PM This is a 2-hour test, marked out of
More informationOrganic Chemistry II (CHE ) Examination I February 11, Name (Print legibly): Key. Student ID#:
rganic hemistry II (HE 232-001) Examination I February 11, 2009 Name (Print legibly): Key (last) (first) Student ID#: PLEASE observe the following: You are allowed to have scratch paper (provided by me),
More informationExam I 19 April 2004 Name:
Chem 317 S04 Page 1 of 7 Kantorowski Exam I 19 April 2004 Name: This exam contains 6 pages of questions confirm this once you begin The last page is a spectral data table that can be removed You will have
More informationChapter 4: Aromatic Compounds. Bitter almonds are the source of the aromatic compound benzaldehyde
Chapter 4: Aromatic Compounds Bitter almonds are the source of the aromatic compound benzaldehyde Sources of Benzene Benzene, C 6 H 6, is the parent hydrocarbon of the especially stable compounds known
More informationChemistry 3720 Old Exams. Practice Exams & Keys
Chemistry 3720 ld Exams Practice Exams & Keys 2015-17 Spring 2017 Page File 3 Spring 2017 Exam 1 10 Spring 2017 Exam 1 Key 16 Spring 2017 Exam 2 23 Spring 2017 Exam 2 Key 29 Spring 2017 Exam 3 36 Spring
More informationAromatic Compounds. A number of these compounds had a distinct odor. Hence these compounds were called aromatic
Aromatic Compounds Early in the history of organic chemistry (late 18 th, early 19 th century) chemists discovered a class of compounds which were unusually stable A number of these compounds had a distinct
More informationBenzene and Aromatic Compounds. Chapter 15 Organic Chemistry, 8 th Edition John McMurry
Benzene and Aromatic Compounds Chapter 15 Organic Chemistry, 8 th Edition John McMurry 1 Background Benzene (C 6 H 6 ) is the simplest aromatic hydrocarbon (or arene). Four degrees of unsaturation. It
More informationChapter 12: Unsaturated Hydrocarbons
Chapter 12: Unsaturated Hydrocarbons UNSATURATED HYDROCARBONS contain carbon-carbon multiple bonds. Alkenes C=C double bonds Alkynes triple bonds Aromatics benzene rings 1 2 NAMING ALKENES Step 1: Name
More informationCHEM311 FALL 2005 Practice Exam #3
EM311 FALL 2005 Practice Exam #3 Instructions: This is a multiple choice / short answer practice exam. For the multiple-choice questions, there may be more than one correct answer. If so, then circle as
More informationOrganic Chemistry, 7 L. G. Wade, Jr. 2010, Prentice Hall
Organic Chemistry, 7 th Edition L. G. Wade, Jr. Chapter 16 Aromatic Compounds 2010, Prentice Hall Discovery of Benzene Isolated in 1825 by Michael Faraday who determined C:H ratio to be 1:1. Synthesized
More informationA. IV > III > II > I B. IV > II > III > I C. III > IV > II > I D. III > IV > I > II
Practice Final Exam, Chemistry 2220, Organic Chemistry II 1. Rank the designated protons by 1 H NMR chemical shift ( ), highest first. A. IV > III > II > I B. IV > II > III > I C. III > IV > II > I D.
More informationChemistry 204: Benzene and Aromaticity
Chemistry 204: Benzene and Aromaticity Structure of and Bonding in Benzene benzene, C 6 H 6, was first isolated in 1825 (Michael Faraday), but it was not until more than 100 years later that an adequate
More informationExam 3 Chem 3045x Friday, December 5, 1997
Exam 3 Chem 3045x Friday, December 5, 1997 Instructions: This is a closed book examination. You may not use any notes, books or external materials during the course of the examination. Please print your
More informationNUCLEAR MAGNETIC RESONANCE AND INTRODUCTION TO MASS SPECTROMETRY
NUCLEAR MAGNETIC RESONANCE AND INTRODUCTION TO MASS SPECTROMETRY A STUDENT SHOULD BE ABLE TO: 1. Identify and explain the processes involved in proton ( 1 H) and carbon-13 ( 13 C) nuclear magnetic resonance
More informationChemistry 14C Winter 2017 Exam 2 Solutions Page 1
Chemistry 14C Winter 2017 Exam 2 Solutions Page 1 Statistics: High score, average, and low score will be posted on the course web site after exam grading is complete. Some questions have more than one
More informationAromatic Compounds I
2302272 Org Chem II Part I Lecture 1 Aromatic Compounds I Instructor: Dr. Tanatorn Khotavivattana E-mail: tanatorn.k@chula.ac.th Recommended Textbook: Chapter 16 in Organic Chemistry, 8 th Edition, L.
More informationChapter 25: The Chemistry of Life: Organic and Biological Chemistry
Chemistry: The Central Science Chapter 25: The Chemistry of Life: Organic and Biological Chemistry The study of carbon compounds constitutes a separate branch of chemistry known as organic chemistry The
More informationChem 14C Lecture 2 Spring 2017 Final Part B Solutions Page 1
hem 14 Lecture 2 Spring 2017 Final Part B Solutions Page 1 Statistics: igh score, average, and low score will be posted on the course web site after exam grading is complete. Some questions have more than
More informationOrganic Chemistry. Second Edition. Chapter 19 Aromatic Substitution Reactions. David Klein. Klein, Organic Chemistry 2e
Organic Chemistry Second Edition David Klein Chapter 19 Aromatic Substitution Reactions Copyright 2015 John Wiley & Sons, Inc. All rights reserved. Klein, Organic Chemistry 2e 19.1 Introduction to Electrophilic
More informationMCAT Organic Chemistry Problem Drill 10: Aldehydes and Ketones
MCAT rganic Chemistry Problem Drill 10: Aldehydes and Ketones Question No. 1 of 10 Question 1. Which of the following is not a physical property of aldehydes and ketones? Question #01 (A) Hydrogen bonding
More informationChapter 19: Aromatic Substitution Reactions
Chem A225 Notes Page 52 Chapter 19: Aromatic Substitution Reactions Topic One: lectrophilic Aromatic Substitution I. Introduction to lectrophilic Aromatic Substitution (AS) A. eneral Reaction Pattern B.
More informationCHEMISTRY MIDTERM # 2 ANSWER KEY July 10, 2002
EMISTRY 314-81 MIDTERM # 2 ANSWER KEY July 10, 2002 Statistics: Average: 47 pts (67%); ighest: 69 pts (99%); Lowest: 26 pts (37%) Number of students performing at or above average: 12 (46%) 1. (7 pts)
More informationOAT Organic Chemistry - Problem Drill 19: NMR Spectroscopy and Mass Spectrometry
OAT Organic Chemistry - Problem Drill 19: NMR Spectroscopy and Mass Spectrometry Question No. 1 of 10 Question 1. Which statement concerning NMR spectroscopy is incorrect? Question #01 (A) Only nuclei
More informationCHEM 344 Final Quiz Fall pts. Name: TA Name:
CHEM 344 Final Quiz Fall 2013 100 pts Name: TA Name: 1 CHEM 344 Final Quiz Fall 2013 100 pts 1) A multi-step synthesis of the NSAID ibuprofen is shown below. a) Fill in the boxes with the appropriate reagent(s)
More information16. Chemistry of Benzene: Electrophilic Aromatic Substitution. Based on McMurry s Organic Chemistry, 7 th edition
16. Chemistry of Benzene: Electrophilic Aromatic Substitution Based on McMurry s Organic Chemistry, 7 th edition Substitution Reactions of Benzene and Its Derivatives Benzene is aromatic: a cyclic conjugated
More informationChemistry Final Examinations Summer 2006 answers
Chemistry 235 - Final Examinations Summer 2006 answers A GEERAL CEMISTRY answers are given from 1-20: no reaction C 3 CC 3 Ph C C C C C 3 Et 2 2 2 B. REACTIS AD REAGETS [32 MARKS] 2. A single substance
More informationCHEMISTRY 112A FALL 2015 FINAL EXAM DECEMBER 16, 2015 NAME- WRITE BIG STUDENT ID: SECTION AND/OR GSI IF YOU ARE IN THE LABORATORY COURSE:
CEMISTRY 112A FALL 2015 FINAL EXAM DECEMBER 16, 2015 NAME- WRITE BIG STUDENT ID: SECTIN AND/R GSI IF YU ARE IN TE LABRATRY CURSE: You will have 2 hours 45 minutes minutes in which to work. Problem Points
More informationElectrophilic Aromatic Substitution
Chem 263 ct. 8, 2013 lectrophilic Aromatic Substitution Benzene appears to be a remarkably stable and unreactive compared to alkenes, such as cyclohexene or ethylene, or even alkanes, such as cyclohexane
More information4. AROMATIC COMPOUNDS
BOOKS 1) Organic Chemistry Structure and Function, K. Peter C. Vollhardt, Neil Schore, 6th Edition 2) Organic Chemistry, T. W. Graham Solomons, Craig B. Fryhle 3) Organic Chemistry: A Short Course, H.
More information2. Which of the following is NOT an electrophile in an electrophilic aromatic substitution reaction? A) NO 2
Name: CHEM 226 Practice Quiz 3 Chapter 4-Aromatic Compounds and Chapter 7- Alcohols, Phenols and Thiols Attempt all questions showing your answers and work clearly for full and partial credits 1. Which
More informationChem 3A - Practice Midterm I. Note: This is a slightly modified version of the first midterm exam from Chem 112A Fall 2012
Chem 3A - Practice Midterm I Note: This is a slightly modified version of the first midterm exam from Chem 112A Fall 2012 Please provide all answers in the space provided. You are not allowed to use a
More informationReactions of Aromatic Compounds. Aromatic compounds do not react like other alkenes. With an appropriate catalyst, however, benzene will react
Reactions of Aromatic Compounds Aromatic compounds do not react like other alkenes 2 Fe 3 2 Does not form A major part of the problem for this reaction is the product has lost all aromatic stabilization,
More informationSYSTEMWIDE CHEM 2425 FINAL EXAM. Department Of Physical Sciences
SYSTEMWIDE CHEM 2425 FINAL EXAM Department f Physical Sciences Morphine NAME: RGANIC CHEM 2425 FINAL EXAM DIRECTINS- A periodic table is attached at the end of this exam. Please answer all questions in
More informationPaper 12: Organic Spectroscopy
Subject hemistry Paper No and Title Module No and Title Module Tag Paper 12: Organic Spectroscopy 34: ombined problem on UV, IR, 1 H NMR, 13 NMR and Mass- Part 6 HE_P12_M34 TABLE OF ONTENTS 1. Learning
More informationElectrophilic Aromatic Substitution
Chem 263 Sept 29, 2016 lectrophilic Aromatic Substitution Benzene appears to be a remarkably stable (36 kcal/mole more) and unreactive compared to alkenes, such as cyclohexene or ethylene, or even alkanes,
More informationPaper 12: Organic Spectroscopy
Subject Chemistry Paper No and Title Module No and Title Module Tag Paper 12: Organic Spectroscopy 31: Combined problem on UV, IR, 1 H NMR, 13 C NMR and Mass - Part III CHE_P12_M31 TABLE OF CONTENTS 1.
More informationChapter 15: Conjugated Systems, Orbital Symmetry, and UV Spectroscopy
Chapter 15: Conjugated Systems, Orbital Symmetry, and UV Spectroscopy Conjugated unsaturated systems have a p orbital on a carbon adjacent to a double bond The p orbital can come from another double (e.g.
More informationOrganic Chemistry II A KEY February 24, 2011
rganic Chemistry II A KEY ebruary 24, 2011 Exam 1: VERI A 1. Which of the following reagent(s) (or set of reagents) could react with atorvastatin (LIPITR) as starting material? D or E Atvorvastatin (LIPITR)
More informationCHEM 213 FALL 2018 MIDTERM EXAM 2 - VERSION A
CEM 213 FALL 2018 MIDTERM EXAM 2 - VERSIN A Answer multiple choice questions on the green computer sheet provided with a PENCIL. Be sure to encode both your NAME and Registration Number (V#). You will
More information