McMurry "Organic Chemistry" 8th edition (2011)
| Chapter | Title | Inclusive pages | Problems 1st row- problems in chapter (VC = visualizing chemistry problems) other rows - problems at end of chapter |
| 1 | Structure & Bonding | 1-26 | 1-2,5-6,8,10-16 VC = 18 22-24,26-31,33,35-36,38,42-43,49-55 |
| 2 | Polar Bonds | 34-65 | 1-3,5-7,9-10c,11-17 (16 approximate answer only) VC = 20,23 24-26,31-34,36,38-43, 45-46(approximate answer only),51-53 |
| 3 | Alkanes and Their Stereochemistry | 74-101 | 1,2,4-5,7-18 VC = 19,20 22-25,27-29,33,35,38-39,41-42,46,48 |
| 4 | Cycloalkanes and Their Stereochemistry | 108-133 | 1-15,18, 20-21 VC = 22-25 27-32,34, 40,42-43, 45,47-48,58 (41 is wrong; can't have 1,5 nor 1,6) |
| 5 | Configurational Stereochemistry | 142-174 | 2-10,13-17,19,21-23 VC = 26-28,30 32,36-39,41-48,50,52,54-57,68-69, 72-74,76 |
| 6 | Overview of Organic Reactions | 184-214 | 1,4,6,8,10-13 VC = 17,18 19-23,26-32,35-36,38,41 |
| 7 | Alkenes I (Structure and Reactivity) |
222-253 | 1-16,18-19 26-27,29-34,37-41,45-49,57-59 |
| 8 | Alkenes II (Reactions) | 262-303 | 1-9,12-18,20-21 26-32,35-37,43-46,52,54,56 |
| 9 | Alkynes | 314-336 | 1,3-6,8-13 VC = 14,17 18-30,33-34,37-38 |
| 10 | Alkyl Halides | 1-8,11-13 17-21,23,26,28,39 |
|
| 11 | Nucleophilic Substitution and Elimination | 2,4-7,11,15-17,20 VC = 23,24 25,27-28,30,32,36,38,41-42,66 |
|
| 12 | Mass Spectrometry | ||
| 12 | Infrared Spectroscopy | ||
| 13 | NMR Spectroscopy | ||
| 14 | Conjugated Dienes and UV Spectroscopy | 2,3,7-9,11,13,15 20,22,26,31,32,35,41,43 |
|
| 15 | Benzene and Aromaticity | ||
| 16 | Electrophilic Aromatic Substitution Reactions | ||
| Review | Org Rx | ||
| 17 | Alcohol | ||
| 18 | Ether | ||
| Preview | Carbonyl | ||
| 19 | Aldehyde/Ketone | ||
| 20 | Carboxylic Acid | ||
| 21 | Carboxylic Acid Derivatives | ||
| 22 | a-Substitution | ||
| 23 | Carbonyl Condensation | ||
| 24 | Amine | ||
| 25 | Carbohydrate | ||
| 26 | Amino Acid, etc | ||
| 27 | Lipids | ||
| 28 | Heterocycles / Nucleic Acids |
||
| 29 | Metabolic Pathways | ||
| 30 | MO & Pericyclic Rxs |
||
| 31 | Synthetic Polymers |
McMurry "Organic Chemistry" 7th edition (2008)
| Chapter | Title | Inclusive pages | Problems 1st row- problems in chapter (VC = visualizing chemistry problems) other rows - problems at end of chapter |
| 1 | Structure & Bonding | 1-27 | 1-6,8-17 VC = 18,19 22-24,28-31,33-35,38-40,42-44, 47-51,56 |
| 2 | Polar Bonds | 35-66 | 1-3,6,8,10-17 VC = 21,22 24-27,29,32-34,36-41,43,47-49,53-55 |
| 3 | Alkanes and Their Stereochemistry | 73-101 | 1,2,4-8,10-18 VC = 19,20 21-29,32,34,37-39,42,43,46,52 |
| 4 | Cycloalkanes and Their Stereochemistry | 107-131 | 1-13,15-19 VC = 21,22,24 25-27,31-33,36,37,41-44 |
| 5 | Organic Reactions Overview | 137-166 | 1,4,7-13 VC = 17,18 19-27,30,31 |
| 6 | Alkenes I | 172-204 | 1,2,4-7,9-11,13-16,18 VC = 20,21 23,24,26-31,39-45,47,51,52 |
| 7 | Alkenes II (Reactions) | 213-249 | 1-10,12-18 24-28,30-36,39,42-45,50,52 |
| 8 | Alkynes | 259-281 | 1,3-6,8-13 18,19,21-36,39-41 |
| 9 | Stereochemistry II | 289-322 | 1-3,5-18,20-24 VC = 27-30 31-33,35-48,50-64,66-67,72,78-80 |
| 10 | Alkyl Halides | 332-354 | 1-13 VC = 16 17-26,28-34,39,42 |
| 11 | Nucleophilic Substitution and Elimination | 359-398 | 2,4-8,11-13,15-17,20 VC = 23,24 25-31,34,36-41,45,48,66 |
| 12 | Mass Spectrometry | 409-418 433 |
1-3 14-26,41,42 |
| 12 | Infrared Spectroscopy | 418-433 | 5-10 27,30-40,41,42 |
| 13 | NMR Spectroscopy | 440-470 | 1-11,14,16-21 29-36,38,40-44,47-54,56-64 |
| 14 | Conjugated Dienes and UV Spectroscopy | ||
| 15 | Benzene and Aromaticity | ||
| 16 | Electrophilic Aromatic Substitution Reactions | ||
| Review | Org Rx | ||
| 17 | Alcohol | ||
| 18 | Ether | ||
| Preview | Carbonyl | ||
| 19 | Aldehyde/Ketone | ||
| 20 | Carboxylic Acid | ||
| 21 | Carboxylic Acid Derivatives | ||
| 22 | a-Substitution | ||
| 23 | Carbonyl Condensation | ||
| 24 | Amine | ||
| 25 | Carbohydrate | ||
| 26 | Amino Acid, etc | ||
| 27 | Lipids | ||
| 28 | Heterocycles / Nucleic Acids |
||
| 29 | Metabolic Pathways | ||
| 30 | MO & Pericyclic Rxs |
||
| 31 | Synthetic Polymers |
McMurry "Organic Chemistry" 6th edition (2004)
| Chapter | Title | Inclusive pages | Problems 1st row- problems in chapter (VC = visualizing chemistry problems) other rows - problems at end of chapter |
| 1 | Structure & Bonding | 1-22 | 1-6,8-16 VC = 18,19 21-23,27-32,37-40,43-48 51,52 |
| 2 | Polar Bonds | 29-60 | 1-21 VC = 24,26 27-31,34-37,39,41-51,55,57,59 |
| 3 | Alkanes and Cycloalkanes | 68-96 | 1,2,4-8,11-13,1618,19 VC = 21-23 24,27,29,30,32,35,36,38,39,43-45 49,59 |
| 4 | Stereochemistry | 103-130 | 1-4,7-9,11,12,14-17,19,20 VC = 21-23 24-26,29-38,42,55 |
| 5 | Organic Reactions Overview | 135-162 | 1,10-12,14,16 VC = 21,22 23,24,26-32,34,37 |
| 6 | Alkenes I | 169-199 | 1-18 VC = 20,21 23-31,34-44,47-49,51-54 |
| 7 | Alkenes II (Reactions) | 206-237 | 1,3-17 VC = 20-22 23-36,38-40,43-45,50,52 |
| 8 | Alkynes | 246-268 | 1,3-14 VC = 15,16,18 19-38,41-43,45 |
| 9 | Stereochemistry II | 275-306 | 2-18, 20-25 VC = 27-30 31-33,36,38-57,59-64,67,68,81,82 |
| 10 | Alkyl Halides | 316-337 | 1-13 VC = 14-16 17-19,21-24,26-28,30,32-35 |
| 11 | Nucleophilic Substitution and Elimination | 343-383 | 1-7,9-20 VC = 21-24 25-32,35-39,43,64 |
| 12 | Mass Spectrometry | 393-402 417 |
1,3-5 VC = 16 17,18,21,22,25,27-31,46,48,49,51-54 |
| 12 | Infrared Spectroscopy | 393-394 403-417 |
6-14 VC = 15 32-34,37-45,47-54 |
| 13 | NMR Spectroscopy | 424-453 | 1-11,14,16-22 VC = 24-26 28-33,35-37,39-41,43,46,48-53 55,56 |
| 14 | Conjugated Dienes and UV Spectroscopy | 464-490 | 1-4,6-9,11,13-16 VC = 17-18 20-22,32-33,38,39,48-49,51 |
| 15 | Benzene and Aromaticity | 498-521 | 1-3,5-11 (12 is wrong!!) VC = 13-15,17 18-20,25-26,31,34,38,40,43-47 |
| 16 | Electrophilic Aromatic Substitution Reactions | 528-569 | All reactions, mechanisms, potential energy diagrams,
orientation and reactivity effects 19,23 28-36,50-52,73 |
| Review | Org Rx | 578-586 | Review Tables 1-4 Problems 1-4 |
| 17 | Alcohol | 587-(43-55)-627 | 1-4,6-10,12,14,15,17,19,20 VC = 21-25 26,30-33,35-37,40,41,44,46,49-50 52,57-66 |
| 18 | Ether | 639-663 | 1,3-19 VC = 20-22 24-30,52-56 |
| Preview | Carbonyl | 672-680 | 3 |
| 19 | Aldehyde/Ketone | 682-725 | 1-4,6,10-16,19-24 VC = 25-27 28,30-34,36,39-41,43-45,59-68 |
| 20 | Carboxylic Acid | 737-(43-55)-761 | 1,2,5-15 VC = 16-18 20,21,23-30,32,33,35,36,43,45,46 49,51-57 |
| 21 | Carboxylic Acid Derivatives | 770-809 | 1-11,13-15,18-23,26,27 VC = 28,29,31 32-41 (esp35-39) 63-66 |
| 22 | a-Substitution | 820-846 | 1-17 VC = 18,20 21-30,37,44 |
| 23 | Carbonyl Condensation | 854-883 | 1-5,7,8,11-22 VC = 23-26 27-29,37,39,42,45,46 |
| 24 | Amine | 892-928 | pp 892-894 Table 24.1-2 pp917-919 Sandmeyer rx |
| 25 | Carbohydrate | 942-977 | Fig25.3 |
| 26 | Amino Acid, etc | 985-1020 | Table 26.1 amino acids |
| 27 | Lipids | 1027-1053 | pp 1027-1029 lipids,waxes,fats,oils,fatty acids, triglycerides Table 27.1-2 pp 1030-31 soap p 1032 phospholipids p 1033 prostaglandins pp 1036-1037 terpenes, mono-,sesqui-,tri-,tetra- Table 27.3 pp 1045-1048 steroids,cis/trans |
| 28 | Heterocycles / Nucleic Acids |
1060-1089 | Structures p 1061 - pyrrole, furan, thiophene p 1064 - pyridine p 1067 - quinoline, isoquinoline, indole pp 1069-1071 nucleoside, nucleotide, nucleic acid Rest of Chapter take CHEM 4310-4370 |
| 29 | Metabolic Pathways | 1094-1127 | take CHEM 4310-4370 |
| 30 | MO & Pericyclic Rxs |
1134-1152 | Fig 30.1-2,5-12 Table 30.1-4 |
| 31 | Synthetic Polymers | 1159-1172 | Table 31.1-2 |
McMurry "Organic Chemistry" 5th edition
| Chapter | Title | Inclusive pages | Problems 1st row- problems in chapter (VC = visualizing chemistry problems) 2nd row - problems at end of chapter 3rd row - molecular modeling problems |
| 1 | Structure & Bonding | 1-28 | 1-6,9,10,13-15 16,19-23,25-31,33,35,37-38,41-42,44-46 51-53 |
| 2 | Polar Bonds | 35-67 | 1-15,18,19 25-30,33-36,38,40,42-46,49-52,54-56 61-64 |
| 3 | Alkanes and Cycloalkanes | 74-104 | 1,2,4,6-9,11-14,16-19 20,21,23,24,26,27,30,33,34,39,40,44 56,57 |
| 4 | Stereochemistry | 111-146 | 2-5,7-14,17,18,20,21 25,26,30,32-35,38-40,42,43,54 58,59,62 |
| 5 | Organic Reactions Overview | 151-182 | 1,2,4,6-9,11,13-15 20,21,23-25,28,30,36-37 50 |
| 6 | Alkenes I | 188-223 | 1,3-7,9-11,13-16 24-27,30,39-41,44 56,57 |
| 7 | Alkenes II (Reactions) | 231-265 | 1-8,10,12-16 23-26,29-31,33,35,41-44,51 59,60 |
| 8 | Alkynes | 274-299 | 1,3-10,12,13 VC=14 18-28,30,31,35,36,40,41 50 |
| 9 | Stereochemistry II | 306-346 | 2-9,11,14,15,17,20-23,25-28 VC=29-31 33,35,39,43,44,46-50,52-54,58,59,62, 82 |
| 10 | Alkyl Halides | 355-379 | 1-6,8,9,12-14 18-20,23,24,28,32,33,35,36 |
| 11 | Nucleophilic Substitution and Elimination | 385-431 | 1-10,12-20,21-24 25-28,30-32,35-40 |
| 12 | Mass Spectrometry | 440-451 | 1-4 16-21,23-27,42,44,46-48 |
| 12 | Infrared Spectroscopy | 451-468 | 5-12 29-31,34-37,41,45,46-48 53-56 |
| 13 | NMR Spectroscopy | 475-510 | 1-13,15-22 VC=23 27-32,34-41,43-50,52-62 |
| 14 | Conjugated Dienes and UV Spectroscopy | 522-551 | 1-14,16,17-19 20-27,30-37,43-46,48 58,59,61 |
| 15 | Benzene and Aromaticity | 559-585 | 1-3,5-11(12 is wrong!!) 17-20,22-23,30,33-35,42-46 49-51 |
| 16 | Electrophilic Aromatic Substitution Reactions | ||
| Review | Org Rx | Review Tables 1-4 | |
| 17 | Alcohol | 632-(50-58)-664 | 1-4,6-11,13,14,17,20,23-26,28-31, 33,34,37-39,40-42,53 (Ch 2:10-18,37,39,41,45,46,50) |
| 18 | Ether | 676-695 | 1,4,5,7-11,19,20,22,24,26,27 |
| Review | Carbonyl | 705-714 | |
| 19 | Aldehyde/Ketone | 716-758 | 1-5,12,14,15,18,19,22,23,25,27-29, 32,34,40-42,52-55,57,58 |
| 20 | Carboxylic Acid | 774-(50-58)-791 | 1,2,6,9-13,16,19-23,25,27,30,36,40,45 |
| 21 | Carboxylic Acid Derivatives | 802-845 | 1,3,5,7,11,12,20,21,25,30,31,32,33,40, 46*,47*,48*,63-66 |
| 22 | a-Substitution | 860-884 | 1,2,8,9,13,15,16,18,21,23,28,31,32,36, 44 |
| 23 | Carbonyl Condensation | 896-922 | 1-3,4,8,11,17,1819,22,25,35,36 |
| 24 | Amine | 934-961 | |
| 25 | AromaticII | 973-999 | |
| 26 | Carbohydrate | 1010-1045 | |
| 27 | Amino Acid | 1055-1089 | |
| 28 | Lipids | 1099-1120 | |
| 29 | Heterocycle | 1128-1146 | |
| 31 | MO/Pericyc | 1211-1237 |