Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 5, Problem 53P
Interpretation Introduction
Interpretation: The percentages of menthol and neomenthol in the oil needs to be determined.
Concept Introduction: The optical purity is given by the ratio of the observed rotation to the specific rotation of pure solution.
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9a) The proton bonded to the carbon adjacent to the carbonyl group in the following
compound can be classified into which chemical shift in the ¹H-NMR spectra of aldehydes and
ketones?
R or H
H
- 10.0-12.0 ppm
R
H
-2.0-3.0 ppm
NO₂
N
(1)
9b) Choose the one below that could be resolved into enantiomers.
(1)
alpha hydrogens = ? ppm
NO₂
NO₂
9c) Which of the following is the major product of the reaction below.
`N
H
-5.0-7.0 ppm
(11)
(11)
-0.0-1.0 ppm
HNO3, H₂SO4
H
NO₂
(III)
NO₂
(1) and (II)
(IV)
None of the
options
(IV)
which reagents complete this reaction?
(A) OcO/NMO
(C) Cro₂/4,50/₂0
Answer: C
Y-
-
(8) KAndy NaOH, cold
(D) H/1,0
wow
Which is the product of this reaction sequence?
NaBH4
CH3OH
O
CH3
OH
CO,H
-CHO
CH 3
CHO
PBr3 (1) Mg, ether
(2) H₂C=O
(3) H30+
Dess-Martin
Periodinane
?
Chapter 5 Solutions
Organic Chemistry: Structure and Function
Ch. 5.1 - Prob. 5.3ECh. 5.1 - Prob. 5.4ECh. 5.1 - Prob. 5.5ECh. 5.2 - Prob. 5.6ECh. 5.2 - Prob. 5.8TIYCh. 5.3 - Prob. 5.9ECh. 5.3 - Prob. 5.11TIYCh. 5.3 - Prob. 5.12ECh. 5.4 - Prob. 5.13ECh. 5.4 - Prob. 5.14E
Ch. 5.4 - Prob. 5.16TIYCh. 5.4 - Prob. 5.17ECh. 5.5 - Prob. 5.18ECh. 5.5 - Prob. 5.19ECh. 5.5 - Prob. 5.20ECh. 5.6 - Prob. 5.21ECh. 5.6 - Prob. 5.22ECh. 5.6 - Prob. 5.23ECh. 5.7 - Prob. 5.24ECh. 5.7 - Prob. 5.26TIYCh. 5.7 - Prob. 5.27ECh. 5 - Prob. 5.1ECh. 5 - Prob. 5.2ECh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - Prob. 50PCh. 5 - Prob. 51PCh. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Prob. 58PCh. 5 - Prob. 59PCh. 5 - Prob. 60PCh. 5 - Prob. 61PCh. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Prob. 64PCh. 5 - Prob. 65PCh. 5 - Prob. 66PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 - Prob. 70PCh. 5 - Prob. 71P
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