EP ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582453
Author: Brown
Publisher: Cengage Learning
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Chapter 24, Problem 24.11P
Treatment of cyclohexene with iodobenzene under the conditions of the Heck reaction might be expected to give 1-phenylcyclohexene. The exclusive product, however, is 3-phenylcyclohexene. Account for the formation of this product.
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Consider the Grignard reaction below to answer the following questions.
A
Mgar
1. ether
+
MyC
CH3
2H3O
C
B
a. The electrophile in this reaction is:
b. The nucleophile in this reaction is:
c. The alcohol product can be classified as a:
a.
1° alcohol
b. 2° alcohol
C.
3° alcohol
d. 4° alcohol
HO
CH3
CH
Give the major organic product(s) for each of the following reactions or sequences of reactions. Show
all relevant stereochemistry
A.
CH₂OH
PCC
CH2Cl2
HOO
B.
H
KCN
HCN
of b
C.
1. CH,MgBr, ether
2 HO*
D. Choose the BEST reagent for carrying out each of the following conversions.
CO₂CH3
CO₂CH3
OH
CO₂H
сон
ن نے
a.
LiAlH4, ether at abinayo iss c
b. NaBH4, ethanol
C.
CrO3, pyridine
d. H₂/Pd d
notsiol
Choose the best reagent for carrying out the following reactions from the list below. Place the letter of
the reagent(s) in the box over the reaction arrow. Use only one letter per box.
OH
OH
CH
CH
CH3
CHS
CH3
f
OH
OCH 3
H
A.
NaH, then CHI
B.
C.
m-ClC6H4COзH
D.
E.
warm H2SO4/H₂O
F.
G.
H₂/Pd
H.
I.
Cl₂, H₂O
J.
NaOCH3, CH3OH
CH3MgBr in ether, then H3O+
Hg(O2CCF3)2, CH3OH
PCC, CH2Cl2
LiAlH4 in ether, then H3O+
Chapter 24 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
Ch. 24.3 - Prob. 24.1PCh. 24.3 - Prob. 24.2PCh. 24.4 - Prob. 24.3PCh. 24.5 - Show how the following compound can be prepared...Ch. 24.5 - Prob. 24.5PCh. 24.5 - Prob. 24.6PCh. 24.6 - Prob. 24.7PCh. 24 - Prob. 24.8PCh. 24 - Prob. 24.9PCh. 24 - Prob. 24.10P
Ch. 24 - Treatment of cyclohexene with iodobenzene under...Ch. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - The aryl diene undergoes sequential Heck reactions...Ch. 24 - Heck reactions take place with alkynes as well as...Ch. 24 - Prob. 24.16PCh. 24 - The following transformation involves a series of...Ch. 24 - Show the sequence of Heck reactions by which the...Ch. 24 - Prob. 24.19PCh. 24 - Write the steps that are critical in the following...Ch. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Show how the following compound could be prepared...Ch. 24 - It is typically very difficult to do a...Ch. 24 - The compound eutypine is an antibacterial agent...Ch. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - The following transformation can be accomplished...Ch. 24 - Prob. 24.35PCh. 24 - Prob. 24.36PCh. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - E. J. Coreys 1964 total synthesis of...Ch. 24 - Prob. 24.40P
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