ACPHS Home | Organic Chemistry I | Organic Chemistry II | Lecture | Laboratory
| Instructor Martha A. Hass, PhD Office: OB 118 email: martha.hass@acp.edu Phone: (518) 694-7238 |
Organic Chemistry II Spring 2017 Lecture Syllabus |
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Textbook Organic Chemistry, 8th Edition John McMurry (HYBRID) (ISBN: 0-840-05444-0) Access the eBook and OWL problems Virtual Textbook of Organic Chemistry William Reusch, PhD (Relevant Topics and Practice Problems) |
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Date |
Outlines |
Chapter Section(s) |
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Homework Problems |
Relevant Old Exam Questions |
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Chapter 17 |
17.1-17.2 2.12 |
Introduction Definition and Structure of Alcohols and Phenols Physical Properties of Alcohols and Phenols Lecture Video: 1-20-17 |
Problem Set #1 17.1, 17.2, 17.5, 17.25, 17.28, 17.29 (Solutions) |
S2013 Exam 1: 4, 22, 25 Exam 2: 24 S2014 Exam 1: 4, 10, 20 S2015 Exam 1: 2, 25 S2016 Exam 1: 6, 8, 12, 19 |
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Jan.23-27 |
Oxidation Summary |
8.7-8.8, 10.8, 17.3, 17.7 |
Physical Properties of Alcohols and Phenols Lecture Video: 1-23-17 Preparation and Reactions of Alcohols: Oxidations Lecture Video: 1-25-17 Review Session: 1-25-17 Reactions of Alcohols: Dehydration of Alcohols (E1 and E2) Lecture Video: 1-27-17 |
S2013 Exam 1: 3, 6, 8, 13, 14, 17, 19, 20, 23, 24 Exam 3: 2, 7 S2014 Exam 1: 1, 6, 9, 11, 13, 14, 15, 18, 19, 25 Exam 3: 25 S2015 Exam 1: 4, 7, 8, 15, 16, 17, 18, 19, 22, 23, 24 S2016 Exam 1: 1, 2, 3, 4, 7, 13, 14, 16, 21, 23 |
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Jan. 30-Feb. 3
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Review of Substitutions and Eliminations Stereochemistry Review Organic Reactions Reaction Table |
8.1, 11.7, 11.10 17.3, 17.6 |
Reactions of Alcohols: Dehydration of Alcohols (E1) Alkene Substitution and Stereochemistry Lecture Video: 1-30-17 Reactions of Alcohols: Dehydration of Alcohols (E2) Lecture Video: 2-1-17 Review Session: 2-1-17 Reactions of Alcohols: Dehydration of Alcohols (E2) Lecture Video: 2-3-17 |
S2013 Exam 1: 1 S2014 Exam 1: 1, 5, 6, 7, 11, 12, 13, 15, 18, 22 S2015 Exam 1: 4, 8, 10, 11, 12, 15, 16, 19, 21, 23, 24 S2016 Exam 1: 1, 7, 23 |
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Feb. 6-10 |
Chapter 18 Review of Thermodynamics and Kinetics |
10.5, 11.2-11.5, 17.6 5.1-5.7 18.1-18.2 |
Preparation and Reactions of Alcohols: SN1 and SN2 Reactions Lecture Video: 2-6-17 Conversion of Alcohols to Ethers via SN1 and SN2 Reactions Lecture Video: 2-8-17 Review Session: 2-8-17 Conversion of Alcohols to Alkyl Halides and Tosylates Lecture Video: 2-10-17 |
Problem Set #4 10.8, 10.21 (a,b,d), 10.39, 11.45, 11.51, 11.58, 17.34 (a,b), 17.40, 17.55, 17.65 (Solutions) Problem Set #6 11.4, 11.12, 11.27, 11.31, 11.33, 11.41, 11.42, 11.45, 11.47, 11.57 (Solutions) |
S2013 Exam 1: 2,5, 6, 7, 11, 13, 17, 23, 24 S2014 Exam 1: 3, 8, 16,17,19,21,23,24 S2015 Exam 1: 6, 20 Exam 2: 11, 22, 24 S2016 Exam 1: 5, 21 |
Feb.13-17 |
Review of Additions Resonance Review Hybridization Review |
17.6 7.7-7.8 8.4-8.5, 8.12-8.13 |
Preparation of Alcohols: Markovnikov Additions Lecture Video: 2-13-17 Preparation of Alcohols: Markovnikov Additions Lecture Video: 2-15-17 Review Session: 2-15-17 Preparation of Alcohols: Anti-Markovnikov Additions Oxidative Cleavage: Formation of Diols and Carbonyls No Recording Available for 2-17-17 Lecture Notes: 2-17-17 |
Problem Set # 3 8.14, 8.16, 8.28a, 8.35 (e,f), 8.45, 17.14, 10.12, 10.13, 17.34c, 17.62 (Solutions) Problem Set #5 8.7, 8.8, 8.9, 8.10, 8.27e, 8.28 (c,d), 17.6 8.14, 8.28b, 8.32c (Solutions) |
S2013 Exam 1: 16, 17 Exam 2: 9, 11, 16, 17, 23 S2016 Exam 1: 9, 10, 11, 15, 17, 18, 21, 22, 25 |
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Feb. 20-24 |
Hybridization Review Chapter 17 Chapter 18 Resonance Review |
7.7-7.8 8.4-8.5, 8.12-8.13 18.2 18.3, 18.5, 18.6 |
Oxidative Cleavage: Formation of Diols and Carbonyls Lecture Video: 2-22-17 Review Session: 2-22-17 Oxidative Cleavage of Alkenes: Formation of Epoxides Lecture Video: 2-24-17 |
Problem Set #7 18.1, 18.5, 18.6, 18.23, 18.24, 18.25 (Solutions) |
S2013 Exam 1: 9, 16, 18, 21 Exam 3: 1, 11 S2014 Exam 1: 2,3,4,8, 17, 21 Exam 2: 7, 8, 13, 14, 15, 18, 19 S2015 Exam 1: 11 Exam 2: 3, 7, 11, 16, 17, 23 Exam 3: 8 S2016 Exam 1: 9, 24, 25 Exam 2: 1, 4, 14, 16, 22, 23 |
| Exam 1 Monday, February 27, 2017 Time: 6:00-8:30pm Room: SC 201/202 |
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Feb. 27- Mar. 3 |
18.3, 18.5, 18.6 22.1; 22.5 17.4-17.5 |
Ether Cleavage Reactions: SN1, SN2 Lecture Video: 2-27-17 Ether Cleavage Reactions: SN2 reactions with Hydrides and Organometallic Reagents Lecture Video: 3-1-17 Review Session: 3-1-17 Ether Cleavage Reactions: E1 and E2 Enols and Enolates Lecture Video: 3-3-17 |
Problem Set #17 2, 3 (pg. 721), 17.7, 17.8, 17.31, 17.43 (Solutions) |
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Mar.6-10
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Chapter 19 |
19.4, 19.7 21.2 |
Reactions of Carbonyls to Form Alcohols Nucleophilic Acyl Additions: Aldehydes and Ketones Lecture Video: 3-6-17 Nucleophilic Acyl Additions and Substitutions Lecture Video: 3-8-17 Review Session: 3-8-17 Review: Preparing for Exams Tips for Exam Preparation Nucleophilic Acyl Additions and Substitutions Lecture Video: 3-10-17 |
Problem Set # 18 19.9,19.10,19.18,19.20, 19.40 (b,c,d,e,f,h), 19.61, 19.75, 21.68 (Solutions) Problem Set # 20 17.9, 17.10, 17.30, 17.32, 17.54, 19.34d, 19.36, 19.41, 5.23a, 5.24, 5.59 (Solutions) |
S2013 Exam 1: 8, 17, 18 Exam 2: 7 S2014 Exam 3: 15 S2015 Exam 3: 17, 19 S2016 Exam 2: 3, 9, 15,19, 20 |
| SPRING
BREAK No Classes March 13-17, 2017 |
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Mar.20-24 |
Chapter 14 Resonance Summary Summary of Substituent Effects |
14.1-14.5 |
Reactions of Dienes: Diels-Alder Reaction Substituent Effects in the Diels Alder Reaction Lecture Notes: 3-20-17 Lecture Video: 3-20-17 Diels-Alder Reaction: Regiochemistry Lecture Video: 3-22-17 Review Session: 3-22-17 Nu Acyl Additions: Other Nucleophiles Reactions of Dienes: Electrophilic Addition Thermodynamics and Kinetics in the Electrophilic Additions Lecture Video Lecture Video Supplement and Lecture Notes |
Problem Set #8 14.2, 14.3, 14.20, 14.21 (Solutions) Problem Set #9 14.7, 14.23, 14.22 (a, c, e) (Solutions) Problem Set #10 14.8, 14.9, 14.26, 14.27, 14.28, 14.32, 14.35, 17.51 (Solutions) |
S2013 Exam 2: 2, 4, 6, 15, 16, 17 S2014 Exam 2: 3, 11, 16, 17,24, 25 S2015 Exam 2: 2, 8,9,12, 21, 24 S2016 Exam 2: 2, 5, 7, 11, 16, 24 |
EXAM 2
Monday, March 27, 2017
Time:
6:00-8:30pm SC201/202 (back to top) |
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Mar. 27-31 |
Chapter 15 Summary of Substituent Effects Chapter 16 |
15.1; 15.2 15.3, 15.6 15.4, 15.5 2.7-2.11 16.1-16.3 16.4-16.6 16.1-16.3 |
Structure and Nomenclature of Benzene and Substituted Benzenes Criteria for Aromaticity Lecture Video: 3-27-17 Polycyclic Aromatics Aromatic Ions; Heteroaromatics Lecture Video: 3-29-17 Consequences of Aromaticity Lecture Notes (video not available) |
Problem Set #11 15.1, 15.2, 15.3, 15.18, 15.19, 15.20, 15.21 (Solutions) Problem Set #12 15.5, 15.10, 15.11, 15.12, 15.25, 15.31, 15.35, 15.38, 15.42, 15.43, 15.44 (Solutions) |
S2013 Exam 2: 3,5,8,11,19,20 Exam 3: 16 S2014 Exam 2: 1,2,4,6,12,20 S2015 Exam 1: 7 Exam 2: 1, 5,6,13,18 Exam 3: 13 S2016 Exam 3: 4, 7, 9, 12, 16, 20 |
Apr 3-7 |
Chapter 16 |
16.4-16.6 16.7, 16.8 16.9-16.10 |
Substituent Effects on the pKa of Ionizable Substitutents on Benzene (Benzoic Acids, Phenols, Anilines and Sulfonamides) Lecture Video: 4-3-17 Substituent Effects on the Electrophilic Addition of Styrenes Substituent Effects on the Hydrolysis of Benzoate Esters Lecture Video: 4-5-17 Review Session: 4-5-17 Electrophilic Aromatic Substitutions Substituent Effects on Electrophilic Aromatic Substitutions Lecture Video: 4-7-17 Lecture Notes: 4-7-17 |
Problem Set #13 16.40, 16.64, 16.71, 16.73, 16.74, 17.52, 17.5 (Solutions) Problem Set #14 16.1, 16.3, 16.5, 16.6, 16.7, 16.8, 16.9, 16.12, 16.14, 16.39, 16.43, 16.48, 16.50, 16.52, 16.65 (Solutions) |
S2013 Exam 2: 7,12,22 Exam 3: 4,5,10,21 S2014 Exam 3: 3,7,19,23 S2015 Exam 3: 3,4,7,11,14,17 S2016 Exam 3: 1, 2, 6, 8, 10, 13, 19, 20, 21 |
Apr.10-14 |
Chapter 16 Reaction Table |
16.7, 16.8 16.9-16.10 |
Substituent Effects on Electrophilic Aromatic Substitutions Lecture Video: 4-10-17 Benzyne Reaction Nucleophilic Aromatic Substitution Lecture 4-12-17 Review Session 4-12-17 Oxidations of Substituents on Benzene Lecture Video: 4-14-17 |
Problem Set #15 16.16, 16.17, 16.61, 16.62, 16.63 (Solutions) Problem Set # 16 16.18, 16.20, 16.47, 16.48 (a,c), 16.51, 16.58, 16.68, 16.69 (Solutions) |
S2013 Exam 2: 12, 20, 25 Exam 3: 4,5,6,10,13,14,19,21,22,23,25 S2014 Exam 3: 1,3,4,6,9,11,19,21,22 S2015 Exam 3: 1,3,4,5,6,7, 12,13,14,16,18,19,20 S2016 Exam 3: 3, 5, 11, 15, 17, 18, 22, 24 |
Apr.17-21 |
Overview of Carbonyls Chapter 22 Chapter 23 Prochirality |
5.11 19.4-19.81 23.1-23.3, 23.5-23.9 |
Oxidations of Substituents on Benzene Reductions of Substituents on Benzene Lecture Video: 4-17-17 Reductions of Substituents on Benzene Prochirality Generation of Enols and Enolates: Substitution Reactions Lecture Video: 4-19-17 Review Session: 4-19-17 a-Substitutions Lecture Video: 4-21-17 |
Problem Set # 18 19.9,19.10,19.18,19.20, 19.40 (b,c,d,e,f,h), 19.61, 19.75, 21.68 (Solutions) Problem Set # 20 17.9, 17.10, 17.30, 17.32, 17.54, 19.34d, 19.36, 19.41, 5.23a, 5.24, 5.59 (Solutions) Problem Set # 19 10.11, 10.34, 10.36, 22.1, 22.20, 22.22, 22.24, 22.34, 22.35, 22.46, 22.48, 22.58 (Solutions) |
S2013 Exam 3: 18 S2014 Exam 3: 5, 10 S2015 Exam 3: 9, 15 S2016 Exam 3: 14, 23, 25 |
| EXAM 3 Monday, April 24, 2017 Time: 6:00-8:30pm Room: SC 201/202 (back to top) |
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Apr.24-28 |
Chapter 23 |
22.7 19.13 23.10 |
Substitution Reactions Condensation Reactions: Aldol and Mixed Aldol Condensations Lecture Video: 4-24-17 Claisen Condensations Lecture Notes (video not available) Review Session: 4-26-17 Conjugate Addition Reactions to Unsaturated Aldehydes and Ketones Lecture Video: 4-28-17 Review Session: 5-1-17 |
Problem Set # 23 19.22, 23.16, 23.17, 23.41, 23.45 (Solutions) Problem Set # 24 23.1, 23.3, 23.5, 23.8, 23.10, 23.11, 23.14, 23.30, 23.35 (Solutions) |
S2013 Exam 3: 8,13,18,20,22 S2014 Exam 3: 5,8,17,24 (ignore DIBAL in #24) S2015 Exam 3: 9,15 |
FINAL EXAM (cumulative) Tuesday, May 2, 2017 1:00-5:00pm SC 201 All Chapters Above, All Lab Experiments Tips for Preparing for the Final Exam |
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