Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter D, Problem 7PP
Practice Problem D.7
Can you suggest a stereospecific method for converting trans-5,6-dimethyl-1,3-cyclohexadiene into cis-5,6-dimethyl-1,3-cyclohexadiene?
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Problem1: Give the IUPAC names of the following alkyl halides:
(a)
Br
(b)
ÇI
(c)
CH3CH2CHCH3
CH;CH2CHCHCH3
CH3CHCH-CH;CI
(d)
ÇI
(e) BrCH2CH2CH;CH2CI
(T)
Br
CHạCH,CH2CI
CH3CHCH;CH,CH2CI
Which of the following is a good leaving group for SN2 reactions? (Select all that apply)
HO-
Br-
CH3-
|-
882
H-
CH3O-
NH2-
CI-
none of these
Concept Check No. 5. (Problem 7.30)
Chemical degradation of chlorophyll gives a number of substances
including phytol. The constitution of phytol is given by the name
3,7,11,15-tetramethyl-2-hexadecen-1-ol.
How many stereoisomers have this constitution? Identify the
configurations of the stereogenic centers and the double bond of each
stereoisomer.
Hint: There are two stereogenic centers (*C-7 & *C-11) and a double
bond. See phytol structure below.
Phytol (3,7,11,15-tetramethyl-2-hexadecen-1-ol):
HOCH,CH=CH,CH,CH,CHCH,CH,CH,CHCH,CH,CH,CHCH,
ČH3
ČH3
ČH3
3,7,11,15-Tetramethyl-2-hexadecen-l-ol
Answers: Each answer has 3 characters, the 1st one must be
either E or Z and the 2nd & 3rd must either be R or S. Give in
any order for the 8 stereoisomers.
Isomer 1:
Isomer 2:
Isomer 3:
Isomer 4:
Isomer 5:
Isomer 6:
Isomer 7:
Isomer 8:
Chapter D Solutions
Organic Chemistry
Ch. D - Prob. 1PPCh. D - Practice Problem D.2 (a) Show the orbitals...Ch. D - Prob. 3PPCh. D - Prob. 4PPCh. D - Prob. 5PPCh. D - Prob. 6PPCh. D - Practice Problem D.7 Can you suggest a...Ch. D - Practice Problem D.8 When compound A is heated,...Ch. D - Prob. 9PPCh. D - Practice Problem D.10 What reactant could lead to...
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