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Summer I 2025
Text: www.ochem4free.info by Richard F. Daley & Sally J. Daley
Molecular models (either from the bookstore or from http://www.indigoinstruments.com, http://www.megamolecules.com, etc.) are allowed during exams but are not required.
Free organic chemistry drawing program for UTEP students: ChemDraw.
A list of IUPAC nomenclature rules
Terms of Use: You may not keep, redistribute, edit or link to the videos on this site.
I cannot guarantee video or audio for every lecture so please come to class!
Week | Monday | Tuesday | Wednesday | Thursday | Friday |
1-first hour | June 9-Chapter 1 | 10 | 11 | 12-Chapter 3-Conformational Analysis | 13 |
second hour | Chapter 2-Nomenclature | Chapter 4-Physical Properties | |||
workshop | manual counts | formula counting | conformational analysis | ||
2-first hour | 16-Review 1 | 17-Exam 1 | 18-Chapter 5-Acid Base Reactions | 19-Holiday No Class | 20 |
second hour | No Class | Chapter 6-Mechanism Fundamentals | |||
workshop | physical properties | equilibrium calculations | |||
3-first hour | 23 | 24-Review 2 | 25-Exam 2 | 26-Chapter 8-Carbonyl Reactions II | 27 |
second hour | Chapter 7-Carbonyl Reactions I | Chapter 9-Infrared | |||
workshop | |||||
4-first hour | June 30 | July 1-Review 3 | 2-Exam 3 | 3 | 4-Holiday No Class |
second hour | Chapter 11-Stereochemistry | Chapter 10-NMR | No Class | ||
workshop | |||||
5-first hour | 7 |
8--Comprehensive Final 7-8:20
am Exam 4-8:25-9:45 am |
|||
second hour | Review 4-Last Lecture Hour | ||||
Your grade for this course will consist of:
for a total of 500 points, A > 89.5 %, B > 79.5 %, C > 69.5 %, D > 59.5 % of these points.
Exams:
Exam Homework:
Extra Credit:
Timing:
Please look at the undergraduate catalog for policies pertaining to everything else.
Study Suggestions:
(All lessons due on the midnight (SMT) of the date given).
L# stands for lessons, M# for mechanisms.
L# or M# |
Title |
Video |
"Rosetta Stone" Suggested Reading Pages (Sections) |
Due Date |
L1 | Normal or n-Alkanes | Ö | 79-81 (2.4-2.5) | Sunday, June 15 |
L2 | Iso and Neo Common Names | Ö | 72-79 (2.1-2.3) | |
L3 | Common Names of Alkyl Radicals | Ö | 90-95 (2.7) | |
L4 | Systematic Names of Alkyl Radicals | Ö | 95-97 (2.7) | |
L5 | Branched Acyclic Alkanes: Systematic Nomenclature | Ö | 81-87(2.5) | |
L6 | Smallest Example of a Functional Group | Ö | 97-100 (2.8) | |
L7 | Cis and Trans on Monocyclic Alkanes | Ö | 146-156 (3.9-3.10) | |
L8 | Mono Cyclic Alkanes | Ö | 87-90, 134-146, 156-159 (2.6, 3.5-3.8, 3.11) | |
L9 | Cis and Trans on Bicyclic Alkanes: Von-Baeyer Nomenclature | Ö | 159-167 (3.12-3.13) | Monday, June 23 |
L10 | Endo, Exo, Syn and Anti on Bicyclic Alkanes | Ö | 839-846 (16.6) | |
L11 | Acyclic Alkenes: E-Z Nomenclature | Ö | 100-109, 678-679 (2.9-2.10, 13.7) | |
L12 | Mono Cyclic Alkenes | Ö | 165 (3.13) | |
L13 | Acyclic Alkanes with one Chiral Center: R, S Nomenclature | Ö | 540-545 (11.2) | |
L14 | Acyclic Alkanes with two or more Chiral Centers | Ö | 555-560 (11) | |
L15 | Alkanes Review | Ö | ||
L16 | Line Notation | Ö | 74 (2.1) | |
Physical Properties | (4) | |||
Equilibrium of Acid Base Reactions | (5) | |||
L17 | Acyclic Alcohols | Ö | 581-588 (12.1) | Monday, June 30 |
L18 | Acyclic Aldehydes and Ketones | Ö | 298-300 (7.1) | |
M1 | Mechanism: The acid catalyzed synthesis of the ketal of cyclohexanone and ethane-1,2-diol | Ö | 310-319 (7.5) | |
M2 | Mechanism: The acid catalyzed synthesis of the enol ether of 3-methylbutanone and methanol | 310-319 (7.5) | ||
L19 | Hydrates, Hemiacetals, Hemiketals, Acetals, Ketals, Enols, Enolates, Enol Ethers and Oxoniums | Ö | 310-319 (7.5) | |
L20 | Imines, Enamines, Hydrazones, and Oximes | Ö | 319-324 (7.6) | |
M3 | Mechanism: The synthesis of the enamine of 2,2-dimethylcyclohexanone and pyrrolidine | 319-324 (7.6) | ||
M4 | Mechanism: The synthesis of triethylamine by reductive amination | 319-324 (7.6) | ||
L21 | Reductive Addition to Aldehydes and Ketones | Ö | 326-338 (7.7-7.8) | |
M5 | Mechanism: The synthesis of pentan-3-ol from bromoethane and propanal | 326-338 (7.7-7.8) | ||
L22 | The Wittig Reaction | Ö | 341-347 (7.10) | |
L23 | Carboxylic Acids: Common and Systematic Nomenclature | Ö | 300-303 (7.1) | |
M6 | Mechanism: The Wittig reaction of iodomethane and cyclohexanone (#Ring Pi Electrons = 18) | 341-347 (7.10) | ||
M7 | Mechanism: The synthesis of caprolactone by the acid catalyzed Fischer esterification of 6-hydroxyhexanoic acid | 359-382, 399-402 (8.1-8.4, 8.7) | ||
M8 | Mechanism: The reaction of propanoic acid and methanamine with DCC | 1209 -1216 (23.6) | ||
L24 | Synthesis of Carboxylic Acid Derivatives from Carboxylic Acids | Ö | 359-382, 399-402 (8.1-8.4, 8.7) | |
M9 | Mechanism: The reduction of N,N-diethylethanamide with diisobutylaluminum hydride | 382-391(8.5) | ||
L25 | Reduction of Carboxylic Acid Derivatives | Ö | 382-399 , 402-404 (8.5-8.6, 8.7) | |
M10 | Mechanism: The reduction of methyl propanoate with methyl magnesium chloride and hydronium workup | 391-399 (8.6) | ||
L26 | Acyclic Alkyl Halides | Ö | (2) | Sunday, July 6 |
L27 | Acyclic Thiols | Ö | 581-588 (12.1) | |
L28 | Amines and Ammonium Salts | Ö | 581-588 (12.1) | |
L29 | Acyclic Ethers | Ö | 581-588 (12.1) | |
L30 | IR of C4H8O2 Isomers | Ö | 436-461 (9.2-9.8) | |
L31 | 1H NMR of C6H14O Isomers | Ö | (10) | |
L32 | 13C NMR of Acyclic Alkanes | Ö | (10) |
jsal at utep dot edu
Telephone: (915) 747-5704
PSCI 203C or 308