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686 Chapter 20

Copyright © 2017 Pearson Education, Inc.

34.

a. 

COOH

OH H

H HO

H HO

OH H

COOH

b. 

COO

OH H

H HO

H HO

OH H

CH

2

OH

c. 

CH

2

OH

OH H

H HO

H HO

OH H

CH

2

OH

d. 

O

CH

3

O

CH

3

O

OCH

3

CH

3

O

CH

2

OCH

3

e.

COO

OH H

H HO

H HO

CH

2

OH

OH H

f.

O

OH

HO

OCH

2

CH

3

OH

CH

2

OH

O

OH

HO

OCH

2

CH

3

OH

CH

2

OH

+

g.

HC

H HO

H HO

OH H

CH

2

OH

O

35.

C-2 epimer

=

d-mannose

C-4 epimer

=

d-galactose

C-3 epimer

=

d-allose

C-5 epimer

=

l-idose

36.

a.

d-lyxose

     b. 

d-talose

     c.

 d-psicose

37.

HO H

H OH

CH

2

OH

D

-threose

HO H

H OH

CH

2

OH

D

-xylose

OH

H

sugar A

HO H

H OH

CH

2

OH

D

-lyxose

H HO

sugar B

+

C

H O

Kiliani–Fischer

synthesis

HNO

3

C

H O

C

H O

COOH

OH H

H HO

OH H

COOH

COOH

H HO

H HO

OH H

COOH

+

optically inactive

optically active

38.

a.

d-ribose and l-ribose, d-arabinose and l-arabinose, d-xylose and l-xylose, d-lyxose and l-lyxose

b.

d-ribose and d-arabinose, d-xylose and d-lyxose, l-ribose and l-arabinose, l-xylose and l-lyxose

c.

d-arabinose, l-arabinose, d-lyxose, and l-lyxose

39.

a.

2

R

,3

S

,4

R

,5

R

   b. 

2

R

,3

S

,4

S

,5

R

   c. 

2

R

,3

R

,4

R

   d. 

2

R

,3

S

,4

R

e.

 3

R

,4

S

,5

R