ORG CHEM CONNECT CARD
ORG CHEM CONNECT CARD
6th Edition
ISBN: 9781264860746
Author: SMITH
Publisher: MCG
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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.
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?
: Treatment of (CHa)CHCH(OH)CH,CH3 with TSOH affords two products (M and N) with molecular formula CgH12. The 'H NMR spectra of M and N are given below. Propose structures for M and N and draw a mechanism to explain their formation. 1H NMR of M 3H 1H NMR of N 3H 3H 3 H 1H 3 H 2 H 2H 2H 8 7 6 4 1 0 9 8. 2 1 ppm ppm 4.

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