Upload
chrisbarber09
View
235
Download
0
Embed Size (px)
Citation preview
8/11/2019 OChem 4 (1:11:12)
1/49
Page 1.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
Introduction
8/11/2019 OChem 4 (1:11:12)
2/49
Page 2.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
review organic acidity
8/11/2019 OChem 4 (1:11:12)
3/49
Page 3.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
acidity summary
8/11/2019 OChem 4 (1:11:12)
4/49
Page 4.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
carbonyl reactivity - tautomerization
8/11/2019 OChem 4 (1:11:12)
5/49
Page 5.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
carbonyl reactivity - nucleophilicity of enolates
8/11/2019 OChem 4 (1:11:12)
6/49
Page 6.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
carbonyl reactivity - electrophilicity
8/11/2019 OChem 4 (1:11:12)
7/49
Page 7.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - general mechanism
8/11/2019 OChem 4 (1:11:12)
8/49
Page 8.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - hydride reductions
8/11/2019 OChem 4 (1:11:12)
9/49
Page 9.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - organometallic reagents
8/11/2019 OChem 4 (1:11:12)
10/49
Page 10.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - acetal reaction
8/11/2019 OChem 4 (1:11:12)
11/49
Page 11.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - acetal mechanism
8/11/2019 OChem 4 (1:11:12)
12/49
Page 12.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
acetal/hemiacetal structure
8/11/2019 OChem 4 (1:11:12)
13/49
Page 13.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
acetal identification problems
8/11/2019 OChem 4 (1:11:12)
14/49
Page 14.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
original carbonyl compounds
8/11/2019 OChem 4 (1:11:12)
15/49
Page 15.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - imine formation
8/11/2019 OChem 4 (1:11:12)
16/49
Page 16.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - aldol reaction
8/11/2019 OChem 4 (1:11:12)
17/49
Page 17.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
how many enolates?
8/11/2019 OChem 4 (1:11:12)
18/49
Page 18.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
relative acidities of alpha protons
8/11/2019 OChem 4 (1:11:12)
19/49
Page 19.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
kinetic vs. thermodynamic enolates
8/11/2019 OChem 4 (1:11:12)
20/49
Page 20.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
reactivity and resonance structures
8/11/2019 OChem 4 (1:11:12)
21/49
Page 21.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic additions - Michael addition
8/11/2019 OChem 4 (1:11:12)
22/49
Page 22.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P9 text
8/11/2019 OChem 4 (1:11:12)
23/49
Page 23.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P9 Q1&2
8/11/2019 OChem 4 (1:11:12)
24/49
Page 24.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P9 Q3
8/11/2019 OChem 4 (1:11:12)
25/49
8/11/2019 OChem 4 (1:11:12)
26/49
Page 26.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P9 Q5
8/11/2019 OChem 4 (1:11:12)
27/49
8/11/2019 OChem 4 (1:11:12)
28/49
Page 28.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P10 text
8/11/2019 OChem 4 (1:11:12)
29/49
Page 29.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P10 Q1&2
8/11/2019 OChem 4 (1:11:12)
30/49
Page 30.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P10 Q3
8/11/2019 OChem 4 (1:11:12)
31/49
Page 31.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P10 Q4
8/11/2019 OChem 4 (1:11:12)
32/49
Page 32.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P10 Q5
8/11/2019 OChem 4 (1:11:12)
33/49
Page 33.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P10 Q6
8/11/2019 OChem 4 (1:11:12)
34/49
Page 34.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
carboxylic acids
8/11/2019 OChem 4 (1:11:12)
35/49
Page 35.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
COOH acid derivatives - synthesis from COOH
8/11/2019 OChem 4 (1:11:12)
36/49
Page 36.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
COOH acid derivatives - relative reactivities and LGs
8/11/2019 OChem 4 (1:11:12)
37/49
Page 37.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
nucleophilic addition-eliminations
8/11/2019 OChem 4 (1:11:12)
38/49
Page 38.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
COOH acid derivatives - ester formation overall
8/11/2019 OChem 4 (1:11:12)
39/49
Page 39.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ester mechanism
8/11/2019 OChem 4 (1:11:12)
40/49
Page 40.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
COOH acid derivatives - saponification
8/11/2019 OChem 4 (1:11:12)
41/49
Page 41.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
COOH acid derivatives - predict the product
8/11/2019 OChem 4 (1:11:12)
42/49
Page 42.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 text
8/11/2019 OChem 4 (1:11:12)
43/49
Page 43.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 Q1
8/11/2019 OChem 4 (1:11:12)
44/49
Page 44.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 Q2
8/11/2019 OChem 4 (1:11:12)
45/49
Page 45.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 Q3
8/11/2019 OChem 4 (1:11:12)
46/49
Page 46.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 Q4
8/11/2019 OChem 4 (1:11:12)
47/49
Page 47.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 Q5
8/11/2019 OChem 4 (1:11:12)
48/49
Page 48.
Elluminate Live! - MCAT119EARLY-O CHEM 4 Jan 11, 2012 12:06:44 PM
ICC P11 Q6
8/11/2019 OChem 4 (1:11:12)
49/49