Problem 5-48 Assign R or S configurations to the chirality centers in ascorbic acid (vitamin C). OH H OH HO CH2OH Ascorbic acid O H Problem 5-49 Assign R or S stereochemistry to the chirality centers in the following Newman projections: H Cl H CH3 H3C. OH H3C (a) H H H3C (b) CH3 H Problem 5-52 Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each: OH OH (a) CH3CHCH2CH2CHCH3 CH3 H3C. -OH (c) H3C CH3 (b) Problem 5-66 Assign R or S configurations to the chiral centers in cephalexin, trade-named Keflex, the most widely prescribed antibiotic in the United States. H2N H IHH S Cephalexin N. CH3 CO₂H

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter5: Stereochemistry At Tetrahedral Centers
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Problem 5-48
Assign R or S configurations to the chirality centers in ascorbic acid (vitamin C).
OH
H
OH
HO
CH2OH Ascorbic acid
O H
Problem 5-49
Assign R or S stereochemistry to the chirality centers in the following Newman projections:
H
Cl
H
CH3
H3C.
OH
H3C
(a)
H
H
H3C
(b)
CH3
H
Problem 5-52
Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each:
OH
OH
(a)
CH3CHCH2CH2CHCH3
CH3
H3C.
-OH
(c) H3C
CH3
(b)
Problem 5-66
Assign R or S configurations to the chiral centers in cephalexin, trade-named Keflex, the most widely prescribed
antibiotic in the United States.
H2N H
IHH
S
Cephalexin
N.
CH3
CO₂H
Transcribed Image Text:Problem 5-48 Assign R or S configurations to the chirality centers in ascorbic acid (vitamin C). OH H OH HO CH2OH Ascorbic acid O H Problem 5-49 Assign R or S stereochemistry to the chirality centers in the following Newman projections: H Cl H CH3 H3C. OH H3C (a) H H H3C (b) CH3 H Problem 5-52 Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each: OH OH (a) CH3CHCH2CH2CHCH3 CH3 H3C. -OH (c) H3C CH3 (b) Problem 5-66 Assign R or S configurations to the chiral centers in cephalexin, trade-named Keflex, the most widely prescribed antibiotic in the United States. H2N H IHH S Cephalexin N. CH3 CO₂H
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