HO (i) (R)-2-bromobutane 25 C 25"C ) ()-3-Bromo-3-methylhexane MeOH (k) (5)-2-Bromooctane MeOH, 60°C

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 39AP
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Answer only letter i, j and k
10. 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.?).
Br
BOH 50C
(a)
() -Bu.
MeOH, 25 C
Br
t-BUOK
Meo
1-BUOH, 50 C
(g) 3-Chloropentane MaOH, 50°C
(b)
CH,CO,
(h) 3-Chloropentane CH,COH, 50°C
(c)
MeOH, 50 C
HO
(i) (R)-2-bromobutane
25 °C
(d)
1-BUOH, 50C
25"C
) (9-3-Bromo-3-methylhexane
MeOH
(k) (5)-2-Bromooctane
MeOH, 60°C
-Bu,
(e)
acotono, 50 C
Transcribed Image Text:10. 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.?). Br BOH 50C (a) () -Bu. MeOH, 25 C Br t-BUOK Meo 1-BUOH, 50 C (g) 3-Chloropentane MaOH, 50°C (b) CH,CO, (h) 3-Chloropentane CH,COH, 50°C (c) MeOH, 50 C HO (i) (R)-2-bromobutane 25 °C (d) 1-BUOH, 50C 25"C ) (9-3-Bromo-3-methylhexane MeOH (k) (5)-2-Bromooctane MeOH, 60°C -Bu, (e) acotono, 50 C
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