Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Question
Chapter 29, Problem 29.11P
Interpretation Introduction
Interpretation:
The structural formula for the repeating unit of neoprene has to be drawn.
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5
Isopropylbenzene (C9H12) is commercially produced by Friedel–Crafts alkylation of
compound H with 1-chloropropane in the presence of anhydrous aluminium chloride as a
catalyst. CyH12 can be oxidized with strong oxidizing agent to form compound J.
a)
Draw the structure of H.
b)
Write the chemical reaction of isopropylbenzene to form compound J.
c)
Show the mechanism for the formation of isopropylbenzene (C,H12) from
compound H.
C,H¬B1+ OH¯→ C,H¬OH + NaBr
The rate equation for the hydrolysis of C3H,Br with sodium hydroxide is:
rate = k [C3H»Br] [OH ¯]
a)
Draw the structural formula of C3H¬Br. Explain your answer.
b)
State and show the mechanism of the reaction above.
An alkyl halide E, C5H11B undergoes hydrolysis to form an alcohol F,
CSH120. Alcohol F becomes cloudy immediately when reacted with a Lucas reagent.
c)
(i)
(ii)
Deduce the structures of E and F.
State the type of reaction and propose the mechanism for the conversion of E to F.
d)
Draw the structure of the product formed…
6. Dacron is the brand name for the polymer that is made from ethane-1,2-diol and benzene-1,4-dicarboxylic acid.
(a) When the two monomers combine, what type of reaction do they undergo and what molecule is
eliminated? [1] (b) What is the name for the linkages that join the monomers together? [1] (c) Draw the
monomers and the polymer of the reaction to create Dacron. [3]
The 2000 Nobel Prize in Chemistry was awarded for work on polyacetylenes. Acetylene can be polymerized using a Ziegler–Natta catalyst. The cis or trans stereochemistry of the products can be controlled by careful selection and preparation of the catalyst. The resulting polyacetylene is an electrical semiconductor with a metallic appearance. cis-Polyacetylene has a copper color, and trans-polyacetylene is silver. It is possible to prepare polyacetylene films whose electrical conductivity is anisotropic. That is, the conductivity is higher in some directions than in others. Explain how this unusual behavior is possible.
Chapter 29 Solutions
Organic Chemistry
Ch. 29.2 - Prob. 29.1PCh. 29.5 - Prob. 29.2PCh. 29.6 - Prob. AQCh. 29.6 - Prob. BQCh. 29.6 - Prob. CQCh. 29.6 - Prob. DQCh. 29.6 - Prob. EQCh. 29.6 - Prob. FQCh. 29.6 - Prob. 29.3PCh. 29.6 - Prob. 29.4P
Ch. 29 - Prob. 29.5PCh. 29 - Prob. 29.6PCh. 29 - Prob. 29.7PCh. 29 - Prob. 29.8PCh. 29 - Prob. 29.9PCh. 29 - Prob. 29.10PCh. 29 - Prob. 29.11PCh. 29 - Prob. 29.12PCh. 29 - Prob. 29.13PCh. 29 - Prob. 29.14PCh. 29 - Prob. 29.15PCh. 29 - Prob. 29.16PCh. 29 - Polycarbonates (Section 29.5C) are also formed by...Ch. 29 - Prob. 29.18PCh. 29 - Prob. 29.19PCh. 29 - Prob. 29.20PCh. 29 - Prob. 29.21PCh. 29 - Draw a structural formula of the polymer resulting...Ch. 29 - Prob. 29.23PCh. 29 - Prob. 29.24PCh. 29 - Prob. 29.25PCh. 29 - Select the monomer in each pair that is more...Ch. 29 - Prob. 29.27PCh. 29 - Prob. 29.28PCh. 29 - Prob. 29.29PCh. 29 - Prob. 29.30PCh. 29 - Prob. 29.31PCh. 29 - Prob. 29.32PCh. 29 - Prob. 29.33PCh. 29 - Radical polymerization of styrene gives a linear...Ch. 29 - Prob. 29.35PCh. 29 - Prob. 29.36PCh. 29 - Prob. 29.37PCh. 29 - Prob. 29.38P
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