In this video, I work through 40 specific examples that typically appear on a second semester organic chemistry exam. The main ideas covered are reactions of carboxylic acid derivatives, the reactions of enolates, and introductory questions about carbohydrates.
Raw worksheet:
docs.google.co...
Questions begin at 0:40
1) Ranking reactivity of carboxylic acid derivatives 0:40
2) Determine which reaction occurs more readily 4:38
3) Base hydrolysis of an isotopically labeled ester 6:01
4) Ranking reactivity of carboxylic acid derivatives 8:31
5) Determining if the carbohydrate is a ketose or aldose 11:16
6) Acid hydrolysis of an isotopically labeled ester 13:24
7) Alpha hydrogens 17:14
8) Explain the product formation (selective deprotonatation of an alpha hydrogen) 20:40
9) Determining if the carbohydrate is a hexose or pentose 23:23
10) Identify the most acidic proton 24:33
11) Determine the number of chiral centers and total number of stereoisomers in carbohydrates 27:20
12) Draw all the possible enolates 30:17
Reactions (13-36):
13) Alcohol reaction with an acyl chloride 32:29
14) Total reduction of a ketone and ester with lithium aluminum hydride (LAH) 34:16
15) Acid hydrolysis of a nitrile 36:22
16) Multi-step reaction (includes oxidation, Sn2, and nucleophilic acyl substitution) 39:46
17) Aldol reaction (no heat) 42:07
18) Aldol reaction with a ketone (no heat) 45:05
19) Acid catalyzed imine formation 48:14
20) Gilman addition to an alpha,beta unsaturated ketone 50:11
21) Acetate reaction with an acyl chloride 52:07
22) Grignard reaction with an acyl chloride 53:08
23) Selective reduction of a ketone with sodium borohydride 55:03
24) Amine reaction with an anhydride 56:27
25) Aldol reaction followed by dehydration 58:10
26) Aldol reaction (no heat) 1:01:01
27) Claisen condensation 1:02:49
28) Addition to acetoacetic ester 1:06:56
29) Ozonolysis followed by an aldol reaction 1:08:26
30) Robinson annulation 1:10:55
31) Gilman reagent with an acyl chloride 1:13:56
32) Selective reduction of an ester with DIBAL 1:15:06
33) Acid catalyzed ester reaction with amine (aminolysis) 1:16:06
34) Alcohol stereochemical transformation 1:17:23
35) Intramolecular aldol reaction (no heat) 1:19:56
36) Micheal addition 1:22:14
Synthesis questions (37-40):
37) Carboxylic acid to amide 1:25:42
38) Alkyne to ester 1:26:57
39) Acetoacetic ester to functionalized acetoacetic ester 1:31:45
40) Functionalized acetoacetic ester to cyclic alpha, beta unsaturated ketone 1:37:58
Nucleophilic addition to carbonyls:
• Nucleophilic Addition ...
Alkene stability:
• Alkene Stability, cis/...
Ranking acid strength:
• How to Rank molecules ...
Overview of Sn2 reactions:
• Overview of SN2 Reactions
22 авг 2024
