7.37 Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of cach product (i.e., would the product be the only product, the major product, a minor product, etc.?), EIO Br SN2 Meo (a) EIOH, 50 "C (g) 3-Chloropentane MEOH, 50 C Br t-BUOK E2 (b) 1-BUOH, 50 C CH,CO, (h) 3-Chloropentane CH,CO,H, 50 C (c) MeO El HO MeOH, 50 O (1) (R)-2-bromobutane SNI Br 25 "C (d) 1-BUOK EL 25 "C 1-BUOH, 50 C ) (S)-3-Bromo-3-methylhexane Br MeOH (k) (S)-2-Bromooctane E2 acetone, 50 C (e) t-Bu, MeOH, 50 C (1) (f) + NEC -X Br + Br" t-Bu, MOOH, 25 C CN.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.45P: Draw a structural formula for the major organic product of each reaction and specify the most likely...
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7.37 Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism
(SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the
only product, the major product, a minor product, etc.?).
EtO
SN2
Br
Meo
(a)
(g) 3-Chloropentane.
EHOH, 50 "C
MEOH, 50 °C
Br
t-BUOK
E2
CH,CO, nOA
(b)
t-BUOH, 50 C
(h) 3-Chloropentane
CH,CO,H, 50 °C
El ISNI
(c)
MeO
MeCH, 50 "C
HO
(i) (R)-2-bromobutane
SNI
Br
25 "C
(d)
t-BUOK
El
25 "C
t-BUOH, 50 °C
() (S)-3-Bromo-3-methylhexane
Br
MEOH
(k) (S)-2-Bromooctane
(e)
t-Bu.
MEOH, 50 °C
acetone, 50 "C
(Cto
+ NEC * ot Br
Br
(f)
t-Bu.
CN
MeOH, 25 °C
Transcribed Image Text:7.37 Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?). EtO SN2 Br Meo (a) (g) 3-Chloropentane. EHOH, 50 "C MEOH, 50 °C Br t-BUOK E2 CH,CO, nOA (b) t-BUOH, 50 C (h) 3-Chloropentane CH,CO,H, 50 °C El ISNI (c) MeO MeCH, 50 "C HO (i) (R)-2-bromobutane SNI Br 25 "C (d) t-BUOK El 25 "C t-BUOH, 50 °C () (S)-3-Bromo-3-methylhexane Br MEOH (k) (S)-2-Bromooctane (e) t-Bu. MEOH, 50 °C acetone, 50 "C (Cto + NEC * ot Br Br (f) t-Bu. CN MeOH, 25 °C
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Cengage Learning