10 9 12 11 CHEM3312 GW-2B 3 PBr3 1) BH3, THF 2)H₂O2, NaOH, H₂O CH₂OH, H+ CH₂OH major NaOEt heat 8 6 HBr, peroxide 5 2 1 NBS minor *epoxydation CH3MgBr H₂SO4 heat Cl₂, H₂O NaOMe heat major D₂, Pd-C 7 26 27 CI ↓ NaCN H3O+ 15 14 NaSCH3 NaOH DMSO (SN) SOCI₂ 25 13 28 TSCI 17 (CH₂)₂CULI 24 PCC CH3CH,NH, H+ (CH3)2NH H+ CH₂OH 29 30 18 16 NaBH₁ 23 H+ HO(CH₂)₂OH CH₂MgBr DIBAH HCN 19 1) LDA 2) CH₂Br NaOMe NaOH 22 31 21 20 or (Aldol condensation) (Claisen condensation)

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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10
9
12
11
CHEM3312_GW-2B
3
PBr3
1) BH3, THF
2)H₂O2, NaOH, H₂O
CH3OH, H+
CH3OH
8
NaOEt
heat
6
HBr,
peroxide
major
NBS
minor
epoxydation
CH3MgBr
H₂SO4
heat
Cl₂, H₂O
NaOMe
major
heat
D₂, Pd-C
7
26
27
CI
↓
NaCN
H₂O+
15
14
NaSCH 3
NaOH
DMSO
(SN)
SOCI₂
25
13
28
TSCI
17
(CH3)₂CuLi
24
PCC
CH3CH2NH2
H+
(CH3)2NH
H+
CH3OH
29
30
18
16
NaBH₁
23
H+
HO(CH₂)2OH
CH3MgBr
DIBAH
HCN
19
1) LDA
2) CH₂Br
NaOMe
NaOH
22
31
21
20
or
(Aldol condensation)
(Claisen condensation)
Transcribed Image Text:10 9 12 11 CHEM3312_GW-2B 3 PBr3 1) BH3, THF 2)H₂O2, NaOH, H₂O CH3OH, H+ CH3OH 8 NaOEt heat 6 HBr, peroxide major NBS minor epoxydation CH3MgBr H₂SO4 heat Cl₂, H₂O NaOMe major heat D₂, Pd-C 7 26 27 CI ↓ NaCN H₂O+ 15 14 NaSCH 3 NaOH DMSO (SN) SOCI₂ 25 13 28 TSCI 17 (CH3)₂CuLi 24 PCC CH3CH2NH2 H+ (CH3)2NH H+ CH3OH 29 30 18 16 NaBH₁ 23 H+ HO(CH₂)2OH CH3MgBr DIBAH HCN 19 1) LDA 2) CH₂Br NaOMe NaOH 22 31 21 20 or (Aldol condensation) (Claisen condensation)
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