EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 7, Problem 40P
Answer Problem 39, parts a-b, using 2-butyne as the starting material instead or propyne.
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[References]
Br
H3C
CH3
H3C
H3C
1.
Aqueous ethanol
+
HO
+]
H.
CH3
H.
CH3
BH3
O-BH3
f=Sn1 Nucleophilic substitution
g = Sn2 Nucleophilic substitution
a = Proton transfer
d = El Elimination
b Lewis acid/base
e = E2 Elimination
c = Electrophilic addition
The rections above involve synthesis or reactions of alcohols and ethers.
Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - gf
answers.
2.
CH3 CH3
CH3
CH;=ĊCH,CHCH;OH
H2SO4, H3C
H3C
Referring to the above reaction:
1. Which atom does the H2SO4 first remove?
2. Identify the reaction if it's hydrogenation, hydrohalogenation, etc.
3. Propose a mechanism for the reaction, using the arrow formalism to indicate the flow of electrons.
a)
b)
C)
Show the steps necessary, in order, to make each of the following compounds.
Start with benzene, and use only reactions we studied this semester.
O
10₂
NO₂
-ECH₂CH3
o
Br
Chapter 7 Solutions
EBK ORGANIC CHEMISTRY
Ch. 7.1 - Prob. 1PCh. 7.1 - Name the following:Ch. 7.1 - What is the molecular formula for a monocyclic...Ch. 7.1 - Draw the condensed and skeletal structures for...Ch. 7.1 - Draw the structure and give the common and...Ch. 7.2 - Prob. 6PCh. 7.2 - Name the following:Ch. 7.3 - What orbitals are used to form the carbon-carbon ...Ch. 7.4 - Prob. 9PCh. 7.4 - Why does cis-2-butene have a higher boiling point...
Ch. 7.6 - Prob. 12PCh. 7.6 - Prob. 13PCh. 7.7 - Prob. 14PCh. 7.7 - Which alkyne should be used for the synthesis of...Ch. 7.7 - Prob. 16PCh. 7.8 - Prob. 17PCh. 7.8 - Only one alkyne forms an aldehyde when it...Ch. 7.9 - Describe the alkyne you should start with and the...Ch. 7.9 - Prob. 20PCh. 7.10 - Prob. 21PCh. 7.10 - Prob. 22PCh. 7.10 - Prob. 23PCh. 7.10 - Rank the following from strongest base to weakest...Ch. 7.10 - Prob. 26PCh. 7.12 - Prob. 28PCh. 7 - What is the major product obtained from the...Ch. 7 - Draw a condensed structure for each of the...Ch. 7 - A student was given the structural formula of...Ch. 7 - Prob. 32PCh. 7 - What is each compounds systematic name?Ch. 7 - What reagents should be used to carry out the...Ch. 7 - Prob. 35PCh. 7 - Draw the mechanism for the following reaction:Ch. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - What is the major product of the reaction of 1 mol...Ch. 7 - Answer Problem 39, parts a-b, using 2-butyne as...Ch. 7 - What is each compounds systematic name? a....Ch. 7 - What is the molecular formula of a hydrocarbon...Ch. 7 - a. Starting with 3-methyl 1-butyne, how can you...Ch. 7 - Prob. 44PCh. 7 - Which of the following pairs are keto-enol...Ch. 7 - Prob. 46PCh. 7 - Do the equilibria of the following acid-base...Ch. 7 - What is each compounds systematic name?Ch. 7 - What stereoisomers are obtained when 2-butyne...Ch. 7 - Prob. 50PCh. 7 - Draw the keto tautomer for each of the following:Ch. 7 - Show how each of the following compounds can be...Ch. 7 - A chemist is planning to synthesize 3-octyne by...Ch. 7 - Prob. 54PCh. 7 - What stereoisomers are obtained from the following...Ch. 7 - Prob. 56PCh. 7 - Prob. 57PCh. 7 - Prob. 58PCh. 7 - Show how the following compound can be prepared...Ch. 7 - Prob. 60P
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