Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 7, Problem 47P
What stereoisomers are obtained when 2-butyne undergoes each of the following reaction sequences?
- a. 1. H2/Lindlar catalyst 2. Br2/CH2Cl2
- b. 1. Na/NH3(1iq), –78°C 2. Br2/CH2Cl2
- c. 1. Cl2/CH2Cl2 2. Br2/CH2Cl2
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1. Predict the major organic product(s) for each of the following reactions. Be sure to clearly indicate
the proper stereochemical relationships between groups (if appropriate), and write the word
"racemic" next to any compound that is formed as a racemic mixture.
a.
b.
C.
d.
H
H3C
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H
2 eq. CH3OH
g.
h.
H3C
Ph
H3O+
Ph
H
HO-NH2
AcOH
2. Predict the major organic product(s) for each of the following reactions. Be sure to clearly indicate
the proper stereochemical relationships between groups (if appropriate), and write the word
"racemic" next to any compound that is formed as a racemic mixture.
a.
b.
Ph
CH3
CH3
C.
☑
OH
d.
NaOH
H₂O
+
Мон
H2SO4
OH
CH2N2
Et2O
CH3
DCC
H3C
OH
Ph
NH2
Which of the following reactions or series of reactions will lead to the formation of
methoxycyclohexane?
OH
CH₂OH/A
1. CH3MgBr/ ether
2. H*/H₂O
1. Na
2. CH₂CH₂I
1. Hg(OAc)2/ CH₂OH
2. NaBH4
1. MCPBA
2. H¹/ CH₂OH
Chapter 7 Solutions
Organic Chemistry
Ch. 7.1 - What is the molecular formula for a monocyclic...Ch. 7.1 - Prob. 2PCh. 7.1 - Draw the structure and give the common and...Ch. 7.1 - Prob. 4PCh. 7.1 - Name the following:Ch. 7.2 - Prob. 6PCh. 7.2 - Name the following:Ch. 7.3 - Prob. 8PCh. 7.3 - Why does cis-2-butene have a higher boiling point...Ch. 7.4 - What orbitals are used to form the carbon-carbon ...
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 - Rank the following from strongest base to weakest...Ch. 7.12 - Prob. 26PCh. 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. 30PCh. 7 - What is each compounds systematic name?Ch. 7 - What reagents should be used to carry out the...Ch. 7 - Prob. 33PCh. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - What is the major product of the reaction of 1 mol...Ch. 7 - What is each compounds systematic name? a....Ch. 7 - What is the molecular formula of a hydrocarbon...Ch. 7 - Answer Problem 39, parts a-b, using 2-butyne as...Ch. 7 - Prob. 41PCh. 7 - a. Starting with 3-methyl 1-butyne, how can you...Ch. 7 - Prob. 43PCh. 7 - Which of the following pairs are keto-enol...Ch. 7 - Prob. 45PCh. 7 - Do the equilibria of the following acid-base...Ch. 7 - What stereoisomers are obtained when 2-butyne...Ch. 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. 51PCh. 7 - What stereoisomers are obtained from the following...Ch. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - Prob. 56PCh. 7 - Prob. 57P
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