Name: Student Number: University of Manitoba - Department of Chemistry CHEM Introductory Organic Chemistry II - Term Test 1
|
|
|
- Jack Barker
- 5 years ago
- Views:
Transcription
1 Name: Student Number: University of Manitoba - Department of Chemistry CEM Introductory Organic Chemistry II - Term Test 1 Thursday, February 16, 2012; 7-9 PM This is a 2-hour test, marked out of 50 points total. Part marks are available on all questions. Put all answers in the spaces provided. If more space is required you may use the backs of the exam pages but be sure to indicate that you have done so. A spectroscopic data sheet is attached at the end of the exam. QUESTION 1. Mechanism (8 Marks) 2. Mechanism 3. Mechanism 4. Mechanism (8 Marks) 5. Reactions and Products (20 Marks) 6. Spectra and Structures (6 Marks) TOTAL (50 Marks) MARKS
2 CEM 2220 Test #1 Page 2 of 8 Feb 16, (8 MARKS) When a solution of the diol 1 in toluene solvent was treated with concentrated phosphoric acid ( 3 PO 4 ) and boiled for 10 hours, the product 2 was formed. Provide a detailed stepwise mechanism for this reaction.
3 CEM 2220 Test #1 Page 3 of 8 Feb 16, (4 MARKS) The reactions of two alkyl bromides with NaOC 2 C 3 in C 3 C 2 O solvent at 55 C were studied, and the results are shown below. Briefly explain why the product ratios are different in these two reactions. 3. (4 MARKS) When trans-2-butene is treated with dibromine the product is exclusively formed by an anti addition process. In contrast, under the same conditions trans-1-phenylpropene forms mostly the product of anti addition but some of the isomer arising from syn addition is also formed. Briefly explain why the stereoselectivity is lower in the reaction of 1-phenylpropene.
4 CEM 2220 Test #1 Page 4 of 8 Feb 16, (8 MARKS) When 2-pentyne is treated with aqueous sulfuric acid and mercuric sulfate, two new compounds (B and C) are formed, both of which have the formula C 5 10 O. The IR spectrum of each of these products shows a strong band in the cm -1 region. Draw a detailed stepwise mechanism for this reaction that shows what the two products are and how they are formed.
5 CEM 2220 Test #1 Page 5 of 8 Feb 16, (20 MARKS) Provide the necessary reagents/solvents or starting materials or major products to correctly complete the following reactions. Mechanisms are NOT required. Show product stereochemistry (wedge and dash bonds) where appropriate. a. b. c. d.
6 CEM 2220 Test #1 Page 6 of 8 Feb 16, 2012 e. f. g. h.
7 CEM 2220 Test #1 Page 7 of 8 Feb 16, (6 MARKS) The spectra of an unknown organic compound A having the formula C 6 12 O 2 are shown below. What was the structure of compound A? NOTE: putting your rough work in the left margin can earn part marks. IR C NMR 1 NMR Exchangeable Structure of Compound A
8 Page 8 of 8 Spectroscopy Crib Sheet for Introductory Organic Chemistry II 1 NMR Typical Chemical Shift Ranges Type of Proton Chemical Shift (δ) Type of Proton Chemical Shift (δ) C C C C C C 2 C C O C C C C O O O C O (solvent dependent) (solvent dependent) O C Aryl C Cl C Br C Aryl I C RCO 2 Aromatic, heteroaromatic X C X = O, N, S, halide R 3 C Aliphatic, alicyclic Y = O, NR, S Y Y Y = O, NR, S Low Field 13 C NMR Typical Chemical Shift Ranges igh Field Alkene Aryl Ketone, Aldehyde Ester Amide Acid RC N C x -Y Y = O, N CR 3 -C 2 -CR 3 C x -C=O RC CR C 3 -CR IR Typical Functional Group Absorption Bands Group Frequency (cm -1 ) Intensity Group Frequency (cm -1 ) Intensity C Medium RO Strong, broad C=C Medium C O Strong C=C Medium C=O Strong C C Strong R 2 N Medium, broad R C C R Medium (R R ) C N 1230, 1030 Medium Aryl Medium C N Medium Aryl C=C 1600, 1500 Strong RNO Strong
9 ANSWER KEY University of Manitoba - Department of Chemistry CEM Introductory Organic Chemistry II - Term Test 1 Thursday, February 16, 2012; 7-9 PM This is a 2-hour test, marked out of 50 points total. Part marks are available on all questions. Put all answers in the spaces provided. If more space is required you may use the backs of the exam pages but be sure to indicate that you have done so. A spectroscopic data sheet is attached at the end of the exam. QUESTION 1. Mechanism (8 Marks) 2. Mechanism 3. Mechanism 4. Mechanism (8 Marks) 5. Reactions and Products (20 Marks) 6. Spectra and Structures (6 Marks) TOTAL (50 Marks) MARKS
10 CEM 2220 Test #1 ANSWERS Page 2 of 8 Feb 16, (8 MARKS) When a solution of the diol 1 in toluene solvent was treated with concentrated phosphoric acid ( 3 PO 4 ) and boiled for 10 hours, the product 2 was formed. Provide a detailed stepwise mechanism for this reaction. COMMENTS: This is Groutas problem # 7. Although all the steps are in fact reversible, students did not need to show equilibrium arrows for full marks. It was not necessary to explicitly show the phosphoric acid molecule as the proton source; students could just indicate +. Likewise, it was not necessary to explicitly indicate the 2 PO 4 as the base in the final step. Note that because this reaction was conducted in the nonpolar solvent toluene, the strong acid is not dissociated as it would be if the reaction had been done in water.
11 CEM 2220 Test #1 ANSWERS Page 3 of 8 Feb 16, (4 MARKS) The reactions of two alkyl bromides with NaOC 2 C 3 in C 3 C 2 O solvent at 55 C were studied, and the results are shown below. Briefly explain why the product ratios are different in these two reactions. In the first reaction, the S N 2 product is the major and the E 2 product is the minor, but in the second reaction this is reversed. In the first case, the starting compound is a primary bromide, which has negligible steric hindrance, so the S N 2 is favoured. In the second case, the reactant is a secondary bromide which is much more hindered, slowing the S N 2 process relative to the E 2 process. 3. (4 MARKS) When trans-2-butene is treated with dibromine the product is exclusively formed by an anti addition process. In contrast, under the same conditions trans-1-phenylpropene forms mostly the product of anti addition but some of the isomer arising from syn addition is also formed. Briefly explain why the stereoselectivity is lower in the reaction of 1-phenylpropene. The bromonium ion formed from 2-butene has no special cation-stabilizing groups, so it does not open to form a discrete carbocation and must be attacked in a backside fashion to make the anti dibromide. The bromonium ion obtained from 1-phenylpropene is much less rigid because the phenyl ring can stabilize a carbocation. Thus, the bridged ion can open to the discrete cation, which can be attacked by bromide in an S N 1-like fashion from either side, leading to the small proportion of syn dibromide. COMMENT: students did not have to draw a mechanism to explain this. The mechanism is shown here only for clarity.
12 CEM 2220 Test #1 ANSWERS Page 4 of 8 Feb 16, (8 MARKS) When 2-pentyne is treated with aqueous sulfuric acid and mercuric sulfate, two new compounds (B and C) are formed, both of which have the formula C 5 10 O. The IR spectrum of each of these products shows a strong band in the cm -1 region. Draw a detailed stepwise mechanism for this reaction that shows what the two products are and how they are formed. COMMENT: The mechanisms must show how the gso4 catalyzes the process that is, how it adds and how it is removed from the organic molecule. It was not necessary to write out the steps twice if students just wrote out one of the pathways in detail and then said the same kind of steps leading to the correct other product that would be fine too. It obviously doesn t matter which product is B and which is C.
13 CEM 2220 Test #1 ANSWERS Page 5 of 8 Feb 16, (20 MARKS) Provide the necessary reagents/solvents or starting materials or major products to correctly complete the following reactions. Mechanisms are NOT required. Show product stereochemistry (wedge and dash bonds) where appropriate. a. b. c. d.
14 CEM 2220 Test #1 ANSWERS Page 6 of 8 Feb 16, 2012 e. f. g. h.
15 CEM 2220 Test #1 ANSWERS Page 7 of 8 Feb 16, (6 MARKS) The spectra of an unknown organic compound A having the formula C 6 12 O 2 are shown below. What was the structure of compound A? NOTE: putting your rough work in the left margin can earn part marks. IR C NMR Formula gives 1 degree of unsaturation. IR shows alcohol plus carbonyl. 13 C shows carbonyl is a ketone. 1 shows nothing but singlets, ratio 1:2:3:6. The 6-proton singlet is obviously two identical methyls with no neighbors. The chemical shifts of the 3-proton singlet and 2-proton singlet suggest that they are next to the ketone. There remains only one place for the O group. 1 NMR Exchangeable Structure of Compound A
Name: 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 CEM 2220 - Introductory Organic Chemistry II - Term Test 1 Thursday, February 13, 2014; 7-9 PM This is a 2-hour test, marked out of
Name: 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
Name: 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
Name: Student Number:
Page 1 of 5 Name: Student Number: l University of Manitoba - Department of Chemistry CEM 2220 - Introductory rganic Chemistry II - Term Test 1 Thursday, February 14, 2008 This is a 2-hour test, marked
Important 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
Name: 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
CHEM 2220 Organic Chemistry II: Reactivity and Synthesis Prof. P.G. Hultin. FINAL EXAM Winter Session 2017R
CHEM 2220 Organic Chemistry II: Reactivity and Synthesis Prof. P.G. Hultin FINAL EXAM Winter Session 2017R Tuesday April 25, 2017 8:00 am 11:00 am Frank Kennedy Gold Gym PRINT LEGIBLY PLEASE Name: Student
2.222 Introductory Organic Chemistry II Midterm Exam
NAME: STUDENT NUMBE: Page 1 of 7 University of Manitoba Department of hemistry 2.222 Introductory rganic hemistry II Midterm Exam Wednesday February 20, 2002 Put all answers in the spaces provided. If
CHM 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
Name: Student No: CHEM Prof. Marks) (100
Name: Student No: Page 1 of 14 CEM 2220 Organic Chemistry II: Reactivity and Synthesis Prof. P.G. ultin, Dr.. Luong FINAL EXAM Winter Session 2012R Friday April 20, 20122 1:30 pm 4:30 pm Frank Kennedy
Chemistry Organic Chemistry II: Reactivity and Synthesis FINAL EXAM Winter 2003
Name: Student No: Page 1 of 13 Chemistry 2.222 rganic Chemistry II: Reactivity and Synthesis FINAL EXAM Winter 2003 Paper Number 546 Thursday April 24, 2003 6:00 9:00 pm Frank Kennedy own Gym Students
CHEM 203. Midterm Exam 1 October 31, 2008 ANSWERS. This a closed-notes, closed-book exam. You may use your set of molecular models
CEM 203 Midterm Exam 1 ctober 31, 2008 Your name: ANSWERS This a closed-notes, closed-book exam You may use your set of molecular models This exam contains 8 pages Time: 1h 30 min 1. / 15 2. / 16 3. /
Name: Student Number:
Page 1 of 5 ame: Student umber: l University of Manitoba - Department of Chemistry 2.222 - Introductory rganic Chemistry II - Term Test 2 Thursday, March 9, 2006 This is a 2-hour test, marked out of 48
MOLECULAR REPRESENTATIONS AND INFRARED SPECTROSCOPY
MOLEULAR REPRESENTATIONS AND INFRARED SPETROSOPY A STUDENT SOULD BE ABLE TO: 1. Given a Lewis (dash or dot), condensed, bond-line, or wedge formula of a compound draw the other representations. 2. Give
Organic Chemistry 1 CHM 2210 Exam 4 (December 10, 2001)
Exam 4 (December 10, 2001) Name (print): Signature: Student ID Number: There are 12 multiple choice problems (4 points each) on this exam. Record the answers to the multiple choice questions on THIS PAGE.
NAME: STUDENT NUMBER: Page 1 of 7
NAME: STUDENT NUME: Page 1 of 7 CEM 3390 Midterm Test Monday ctober 26 and Tuesday ctober 27, 2008 This test is graded out of 40 Marks. You must complete all work within TW US. Put all answers in the spaces
ANSWER KEY PAGE 1 of 11
ANSWER KEY PAGE 1 of 11 UNIVERSITY OF MANITOBA DEPARTMENT OF CHEMISTRY CHEM 3390 STRUCTURAL TRANSFORMATIONS IN ORGANIC CHEMISTRY FINAL EXAMINATION Dr. Phil Hultin Tuesday December 13, 2011 9:00 am. NAME:
Chemistry 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
CHEM 203. Final Exam December 15, 2010 ANSWERS. This a closed-notes, closed-book exam. You may use your set of molecular models
CEM 203 Final Exam December 15, 2010 Your name: ANSWERS This a closed-notes, closed-book exam You may use your set of molecular models This test contains 15 pages Time: 2h 30 min 1. / 16 2. / 15 3. / 24
OChem 1 Mechanism Flashcards. Dr. Peter Norris, 2018
OChem 1 Mechanism Flashcards Dr. Peter Norris, 2018 Mechanism Basics Chemical change involves bonds forming and breaking; a mechanism describes those changes using curved arrows to describe the electrons
OChem 1 Mechanism Flashcards. Dr. Peter Norris, 2015
OChem 1 Mechanism Flashcards Dr. Peter Norris, 2015 Mechanism Basics Chemical change involves bonds forming and breaking; a mechanism describes those changes using curved arrows to describe the electrons
Table 8.2 Detailed Table of Characteristic Infrared Absorption Frequencies
Table 8.2 Detailed Table of Characteristic Infrared Absorption Frequencies The hydrogen stretch region (3600 2500 cm 1 ). Absorption in this region is associated with the stretching vibration of hydrogen
2.222 Practice Problems 2003
2.222 Practice Problems 2003 Set #1 1. Provide the missing starting compound(s), reagent/solvent, or product to correctly complete each of the following. Most people in the class have not done this type
Name: Student No: Page 1 of 15
Name: Student No: Page 1 of 15 CHEM 2220 Organic Chemistry II: Reactivity and Synthesis Prof. P.G. Hultin, Dr. H. Luong FINAL EXAM Winter Session 2014R Tuesday April 22, 2013 6:00 pm 9:00 pm Frank Kennedy
C h a p t e r S e v e n : Haloalkanes: Nucleophilc Substitution and Elimination Reactions S N 2
C h a p t e r S e v e n : Haloalkanes: Nucleophilc Substitution and Elimination Reactions S N 2 CHM 321: Summary of Important Concepts Concepts for Chapter 7: Substitution Reactions I. Nomenclature of
Chapter 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
CHEMISTRY 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
OAT 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
Look for absorption bands in decreasing order of importance:
1. Match the following to their IR spectra (30 points) Look for absorption bands in decreasing order of importance: a e a 2941 1716 d f b 3333 c b 1466 1.the - absorption(s) between 3100 and 2850 cm-1.
ANSWER KEY Page 1 of 7
ANSWER KEY Page 1 of 7 University of Manitoba Department of Chemistry 2.222 Introductory rganic Chemistry II Term Test 1 Thursday February 5, 2003 This is a 2-hour test, marked out of 50 points total.
Homework - Review of Chem 2310
omework - Review of Chem 2310 Chapter 1 - Atoms and Molecules Name 1. What is organic chemistry? 2. Why is there an entire one year course devoted to the study of organic compounds? 3. Give 4 examples
Detailed 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
Chapter 1 Reactions of Organic Compounds. Reactions Involving Hydrocarbons
Chapter 1 Reactions of Organic Compounds Reactions Involving Hydrocarbons Reactions of Alkanes Single bonds (C-C) are strong and very hard to break, therefore these compounds are relatively unreactive
1. Which of the following compounds is the weakest base?
I. Multiple-choice Questions Fall 2018 1. Which of the following compounds is the weakest base? a. C3C2 b. C3C2 c. N3 d. C3 e. N2 2. Which of the following functional groups is indicated by a strong and
Chapter 7 - Alkenes and Alkynes I
Andrew Rosen Chapter 7 - Alkenes and Alkynes I 7.1 - Introduction - The simplest member of the alkenes has the common name of ethylene while the simplest member of the alkyne family has the common name
1. Predict the structure of the molecules given by the following spectral data: a Mass spectrum:m + = 116
Additional Problems for practice.. Predict the structure of the molecules given by the following spectral data: a Mass spectrum:m + = IR: weak absorption at 9 cm - medium absorption at cm - NMR 7 3 3 C
NAME: STUDENT NUMBER: Page 1 of 4
NAME: STUDENT NUMBER: Page 1 of 4 Chemistry 2.339 Midterm Test Friday ctober 28, 2005 This test is worth 40 Marks. You must complete all work within the class period. Put all answers in the space provided.
Chemistry Organic Chemistry II: Reactivity and Synthesis ANSWERS FOR FINAL EXAM Winter 2004
ASWER KEY Page 1 of 18 Chemistry 2.222 rganic Chemistry II: Reactivity and Synthesis ASWERS FR FIAL EXAM Winter 2004 Paper umber 631 Thursday April 22, 2004 1:30 4:30 pm University Centre Rm 210-224 Students
ORGANIC - BROWN 8E CH INFRARED SPECTROSCOPY.
!! www.clutchprep.com CONCEPT: PURPOSE OF ANALYTICAL TECHNIQUES Classical Methods (Wet Chemistry): Chemists needed to run dozens of chemical reactions to determine the type of molecules in a compound.
Nuggets 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
ELECTROPHILIC ADDITIONS OF ALKENES AS THE COUNTERPART OF ELIMINATIONS
ELECTRPHILIC ADDITINS F ALKENES AS THE CUNTERPART F ELIMINATINS INTRDUCTIN - Chapter 8 is mostly about alkene reactions. That is, how one can transform alkenes into other functional groups. Most of these
CHEM 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
Preparation of alkenes
Lecture 11 אלקנים הכנה ותגובות של אלקנים: הידרוגנציה, סיפוח הידרוהלוגנים )כלל מארקובניקוב(, סיפוח הלוגנים והסטראוכימיה של תוצרי הסיפוח, הידרובורציה, אפוקסידציה, אוזונוליזה. 1 Preparation of alkenes 1.
UNIVERSITY OF MANITOBA DEPARTMENT OF CHEMISTRY
PAGE 1 of 7 UNIVERSITY F MANITBA DEPARTMENT F CEMISTRY 2.339 STRUCTURAL TRANSFRMATINS IN RGANIC CEMISTRY FINAL EAMINATIN Dr. Phil ultin Thursday December 14, 2000. NAME: ANSWERS STUDENT NUMBER: 1) (15
Carboxylic Acids and Nitriles
Carboxylic Acids and Nitriles Why this Chapter? Carboxylic acids present in many industrial processes and most biological processes They are the starting materials from which other acyl derivatives are
Preparation of Alkyl Halides, R-X. Reaction of alkanes with Cl 2 & Br 2 (F 2 is too reactive, I 2 is unreactive): R + X X 2.
Preparation of Alkyl alides, R-X Reaction of alkanes with Cl 2 & Br 2 (F 2 is too reactive, I 2 is unreactive): UV R + X 2 R X or heat + X This mechanism involves a free radical chain reaction. A chain
Classes of Alkenes. Alkenes and Alkynes. Saturated compounds (alkanes): Have the maximum number of hydrogen atoms attached to each carbon atom.
Alkenes and Alkynes Saturated compounds (alkanes): ave the maximum number of hydrogen atoms attached to each carbon atom. Unsaturated compounds: ave fewer hydrogen atoms attached to the carbon chain than
Exam 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
Organic Chemistry CHM 314 Dr. Laurie S. Starkey, Cal Poly Pomona Alkyl Halides: Substitution Reactions - Chapter 6 (Wade)
rganic Chemistry CM 314 Dr. Laurie S. Starkey, Cal Poly Pomona Alkyl alides: Substitution Reactions - Chapter 6 (Wade) Chapter utline I. Intro to RX (6-1 - 6-7) II. Substitution Reactions A) S N 2 (6-8,
Chapter 20: Carboxylic Acids and Nitriles شیمی آلی 2
Chapter 20: Carboxylic Acids and Nitriles شیمی آلی 2 Dr M. Mehrdad University of Guilan, Department of Chemistry, Rasht, Iran m-mehrdad@guilan.ac.ir Based on McMurry s Organic Chemistry, 7 th edition The
3. Two unknown samples are found to have the same R f value under identical TLC conditions. Are they the same compound? Explain.
I. Techniques in Organic Lab and TLC Analysis a. Thin-Layer Chromatography 2. A TLC plate displays the compound spot approximately 3.2 cm above the base line upon visualization; the solvent ran 4.1 cm
5. Reactions of Alkenes (text )
2009, Department of hemistry, The University of Western Ontario 5.1 5. Reactions of Alkenes (text 5.1 5.5) A. Addition Reactions In hapter 4, we saw that π bonds have electron density on two sides of the
Organic Chemistry Lecture 2 - Hydrocarbons, Alcohols, Substitutions
ALKANES Water-insoluble, low density C-C single bonds Higher MW -> higher BP, higher MP Branching -> lower BP, higher MP Forms cycloalkanes which can have ring strain Cyclohexane: chair vs. boat configuration
CHAPTER 7. Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination
CHAPTER 7 Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination 7-1 Solvolysis of Tertiary and Secondary Haloalkanes The rate of S N 2 reactions decrease dramatically
The Final Learning Experience
Chemistry 416 Spectroscopy Fall Semester 1997 Dr. Rainer Glaser The Final Learning Experience Monday, December 15, 1997 3:00-5:00 pm Name: Answer Key Maximum Question 1 (Combination I) 20 Question 2 (Combination
Chapter 8 Alkenes and Alkynes II: Addition Reactions
Chapter 8 Alkenes and Alkynes II: Addition Reactions Introduction: Additions to Alkenes Generally the reaction is exothermic because one π and one σ bond are converted to two σ bonds The π electrons of
Chapter 8 Alkenes and Alkynes II: Addition Reactions. Alkenes are electron rich. Additions to Alkenes
Additions to Alkenes Chapter 8 Alkenes and Alkynes II: Addition Reactions Generally the reaction is exothermic because one p and one s bond are converted to two s bonds Alkenes are electron rich The carbocation
Chem Final Examination August 7, 2004
Chem 281 2004-2 Final Examination August 7, 2004 Name: Student Number: Note: You are allowed to use models for this exam. Notes, textbooks and calculators are strictly prohibited. Write your final answers
Using NMR and IR Spectroscopy to Determine Structures Dr. Carl Hoeger, UCSD
Using NMR and IR Spectroscopy to Determine Structures Dr. Carl Hoeger, UCSD The following guidelines should be helpful in assigning a structure from NMR (both PMR and CMR) and IR data. At the end of this
Organic Chemistry Review: Topic 10 & Topic 20
Organic Structure Alkanes C C σ bond Mechanism Substitution (Incoming atom or group will displace an existing atom or group in a molecule) Examples Occurs with exposure to ultraviolet light or sunlight,
Chapter 16 Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group
Chapter 16 Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group Nomenclature of Aldehydes and Ketones Aldehydes are named by replacing the -e of the corresponding parent alkane with -al
EXPT. 7 CHARACTERISATION OF FUNCTIONAL GROUPS USING IR SPECTROSCOPY
EXPT. 7 CHARACTERISATION OF FUNCTIONAL GROUPS USING IR SPECTROSCOPY Structure 7.1 Introduction Objectives 7.2 Principle 7.3 Requirements 7.4 Strategy for the Interpretation of IR Spectra 7.5 Practice Problems
Chem 2320 Exam 1. January 30, (Please print)
Chem 2320 Exam 1 January 30, 2006 Name: (first) (last) (Please print) Last 4 digits of I.D. I. Multiple Choice ( /20) Score /60 II /15 III /25 Total score /100 I. Multiple choice questions. (3 points each).
CHEM 8A Summer Student ID # Organic Chemistry EXAM 2 (300 points)
CEM 8A Summer 2017 UCSC, Binder Name Student ID # rganic Chemistry EXAM 2 (300 points) In each of the following problems, you will use your knowledge of organic chemistry conventions to answer the questions
General Infrared Absorption Ranges of Various Functional Groups
General Infrared Absorption Ranges of Various Functional Groups Frequency Range Bond Type of Compound cm -1 Intensity C Alkanes 2850-2970 Strong 1340-1470 Strong C Alkenes 3010-3095 Medium 675-995 Strong
Chemistry Organic Chemistry II: Reactivity and Synthesis FINAL EXAM Winter 2002
ame: Student o: Page 1 of 12 Chemistry 2.222 rganic Chemistry II: Reactivity and Synthesis FIAL EXAM Winter 2002 Paper umber 332 Friday April 19, 2002 6:00 9:00 pm Frank Kennedy Gold Gym Students are permitted
Massachusetts Institute of Technology Organic Chemistry Hour Exam #1. Name. Official Recitation Instructor
Massachusetts Institute of Technology rganic Chemistry. Friday, September 0, 00 Prof. Timothy F. Jamison Hour Exam # Name (please both print and sign your name) fficial Recitation Instructor Directions:
Chapter 7: Alkenes and Alkynes
Chapter 7: Alkenes and Alkynes ydrocarbons Containing Double and Triple Bonds Unsaturated Compounds (Less than Maximum Atoms) Alkenes also Referred to as Olefins Properties Similar to those of Corresponding
1. Which compound would you expect to have the lowest boiling point? A) NH 2 B) NH 2
MULTIPLE CICE QUESTINS Topic: Intermolecular forces 1. Which compound would you expect to have the lowest boiling point? A) N 2 B) N 2 C) N D) E) N Ans: : N 2 D Topic: Molecular geometry, dipole moment
Final 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
Learning Guide for Chapter 11 - Alkenes I
Learning Guide for Chapter 11 - Alkenes I I. Introduction to alkenes - p 1 bond structure, classifying alkenes, reactivity, physical properties, occurrences and uses, spectroscopy, stabilty II. Unsaturation
Answers 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
Additions to the Carbonyl Groups
Chapter 18 Additions to the Carbonyl Groups Nucleophilic substitution (S N 2andS N 1) reaction occurs at sp3 hybridized carbons with electronegative leaving groups Why? The carbon is electrophilic! Addition
Chemistry 210 Organic Chemistry I Summer Semester 1999 Dr. Somnath Sarkar
Chemistry 210 Organic Chemistry I Summer Semester 1999 Dr. Somnath Sarkar Examination #3 Elimination Reactions Structure, Synthesis and Reactions of Alkenes and alkynes. Friday, July 23, 1999, 8:40 9:40
Chapter 24 From Petroleum to Pharmaceuticals
hapter 24 From Petroleum to Pharmaceuticals 24.1 Petroleum Refining and the ydrocarbons 24.2 Functional Groups and Organic Synthesis 24.3 Pesticides and Pharmaceuticals IR Tutor and Infrared Spectroscopy
Department 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
2/26/18. Practice Questions. Practice Questions B F. How many steps are there in this reaction?
Practice Questions Practice Questions D B F C E A G How many steps are there in this reaction? 1 Practice Questions D B F C E A G What is the highest-energy transitions state? Practice Questions D B F
CHAPTER 21 HW: ALDEHYDES + KETONES
CAPTER 21 W: ALDEYDES + KETES MECLATURE 1. Give the name for each compound (IUPAC or common name). Structure 6 5 4 1 C 2 ame 3,3-dimethyl-2-pentanone (or 1,1-dimethylpropyl methyl ketone) 5-hydroxy-4-methylhexanal
Some Answers to the 301X Final Examination, January 24, The two diastereomers are, of course, the cis and trans diols.
Some Answers to the 30X Final Examination, January 4, 007. The two diastereomers are, of course, the cis and trans diols. 3 3 cis trans The simplest mechanism through which both diols would give and 3,
CHEM 344 Fall 2016 Spectroscopy and WebMO Exam (75 pts)
CHEM 344 Fall 2016 Spectroscopy and WebMO Exam (75 pts) Name: TA Name: Exam Length = 90 min DO NOT REMOVE ANY PAGES FROM THIS EXAM PACKET. Directions for drawing molecules, reactions, and electron-pushing
IR, MS, UV, NMR SPECTROSCOPY
CHEMISTRY 318 IR, MS, UV, NMR SPECTROSCOPY PROBLEM SET All Sections CHEMISTRY 318 IR, MS, UV, NMR SPECTROSCOPY PROBLEM SET General Instructions for the 318 Spectroscopy Problem Set Consult the Lab Manual,
Hyperlearning MCAT Instructor Qualifying Exam Organic Chemistry
Hyperlearning MCAT Instructor Qualifying Exam Organic Chemistry 30 Questions (5 pages); Time limit = 45 minutes Use of books or notes is not permitted. 1. When analyzed with a polarimeter, which of the
Organic 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
c. Oxidizing agent shown here oxidizes 2º alcohols to ketones and 1º alcohols to carboxylic acids. 3º alcohols DO NOT REACT.
Exam 1 (Ch 17 and Review of CEM 331) Answer Key: 1. ne-step Questions: You need to know reagents for reagent arrows and to be able to draw products. I know a lot of them seem to look alike its your job
REVIEW PROBLEMS Key. 1. Draw a complete orbital picture for the molecule shown below. Is this molecule chiral? Explain. H H.
rganic hemistry II (E325) REVIEW PRBLEMS Key 1. Draw a complete orbital picture for the molecule shown below. Is this molecule chiral? Explain. 3 3 sp3 orbital p orbital sp2 orbital s orbital molecule
Structural Determination Of Compounds
EXPERIMENT 10 Mass Spectroscopy Structural Determination Of Compounds. Introduction - In mass spectrometry, a substance is bombarded with an electron beam having sufficient energy to fragment the molecule.
UNIVERSITY OF CALGARY FACULTY OF SCIENCE MIDTERM EXAMINATION CHEMISTRY 353 READ ALL THE INSTRUCTIONS CAREFULLY
WEDNESDAY MARCH 9th, 2016 UNIVERSITY OF CALGARY FACULTY OF SCIENCE MIDTERM EXAMINATION CHEMISTRY 353 Version 1 Time: 2 Hours READ ALL THE INSTRUCTIONS CAREFULLY PLEASE WRITE YOUR NAME, STUDENT I.D. NUMBER
Closed book exam, no books, notebooks, notes, etc. allowed. However, calculators, rulers, and molecular model sets are permitted.
Massachusetts Institute of Technology Organic Chemistry 5.13 Friday, September 26, 2003 Prof. Timothy F. Jamison Hour Exam #1 Name (please both print and sign your name) Official Recitation Instructor
Experiment 11: NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY
Experiment 11: NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY Purpose: This is an exercise to introduce the use of nuclear magnetic resonance spectroscopy, in conjunction with infrared spectroscopy, to determine
Chemistry 3351 Organic Chemistry/Final Exam Monday: Dec. 17 th from 1:30 pm 4:00pm
- 1 - Chemistry 3351 Organic Chemistry/Final Exam Monday: Dec. 17 th from 1:30 pm 4:00pm Name: (please print, 1 pt) Page Possible Points Score 1 1 2 9 3 10 4 12 5 14 6 14 7 10 8 15 9 10 10 10 11 10 12
1.13 Acid-Base Reactions: Lone-Pair Donors & Acceptors
1.13 Acid-Base Reactions: Lone-Pair Donors & Acceptors I, Cl, N 3, 3 P 4 pka 10 to 5 Super strong acids 3 + pka 1.7 RC 2 pka ~ 5 acids Ph pka ~ 10 get 2, R pka ~ 16 weaker RCC (alkynes) pka ~ 26 RN 2 pka
Learning Guide for Chapter 15 - Alcohols (II)
Learning Guide for Chapter 15 - Alcohols (II) I. Introduction to alcohol reactivity II. Reactions of alcohols with acids III. Reactions of alcohols with electrophiles alogenated phosphorus and sulfur compounds
Name: Student No: Page 1 of 10
Name: Student No: Page 1 of 10 CEM 2220 rganic Chemistry II: Reactivity and Synthesis FINAL EXAM Winter Session 08R Paper 102 University centre, Room 210 224 Tuesday April 15, 2008 9:00 am 12:00 pm Students
Chemistry 52 Exam #2. Name: 5 February This exam has six (6) questions, two cover pages, six exam pages, and three scratch pages.
Chemistry 52 Exam #2 Name: 5 February 2003 This exam has six (6) questions, two cover pages, six exam pages, and three scratch pages. Please check before beginning to make sure no questions are missing.
ORGANIC - BRUICE 8E CH MASS SPECT AND INFRARED SPECTROSCOPY
!! www.clutchprep.com CONCEPT: PURPOSE OF ANALYTICAL TECHNIQUES Classical Methods (Wet Chemistry): Chemists needed to run dozens of chemical reactions to determine the type of molecules in a compound.
Understanding the basics. Mechanisms 5/24/11
Understanding the basics Mechanisms Some Basic rgo I Reactions Mechanisms are the most mind-boggling part of organic chemistry. Students, generally speaking, have spent their time memorizing their way
Organic Chemistry. Alkenes (2)
For updated version, please click on http://ocw.ump.edu.my Organic Chemistry Alkenes (2) by Dr. Seema Zareen & Dr. Izan Izwan Misnon Faculty Industrial Science & Technology seema@ump.edu.my & iezwan@ump.edu.my
Chapter 8 Reactions of Alkenes
Chapter 8 Reactions of Alkenes Electrophilic Additions o Regio vs stereoselectivity Regio where do the pieces add? Markovnikov s rule hydrogen will go to the side of the double bond with most hydrogens.
Chem 1075 Chapter 19 Organic Chemistry Lecture Outline
Chem 1075 Chapter 19 Organic Chemistry Lecture Outline Slide 2 Introduction Organic chemistry is the study of and its compounds. The major sources of carbon are the fossil fuels: petroleum, natural gas,
Hour 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,