Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 12C, Problem 67P

Reaction of ( CH 3 ) 3 CCHO with ( C 6 H 5 ) 3 P = C ( CH 3 ) OCH 3 , followed by treatment with aqueous acid, affords R ( C 7 H 14 O ) . R has a strong absorption in its IR spectrum at 1717 cm 1 and three singlets in its 1 H NMR spectrumat 1 .02 ( 9 H ) , 2 .13 ( 3 H ) , and 2 .33 ( 2 H ) ppm . What is the structure of R? We will learn about this reaction in Chapter 21.

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A compound (C7H14O) has a strong peak in its IR spectrum at 1710 cm–1. Its 1H NMR spectrum consists of three singlets in the ratio 9:3:2 at δ 1.0, 2.1, and 2.3, respectively. Identify the compound.
A solution of acetone [(CH3)2C=O] in ethanol (CH3CH2OH) in the presence of a trace of acid was allowed to stand for several days, and a new compound of molecular formula C7H16O2 was formed. The IR spectrum showed only one major peak in the functional group region around 3000 cm−1, and the 1H NMR spectrum is given here. What is the structure of the product?
An unknown compound C (molecular formula C4H8O3) exhibits IR absorptions at 3600–2500 and 1734 cm–1, as well as the following 1H NMR spectrum. What is the structure of C?

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Organic Chemistry (6th Edition)

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