Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5.12, Problem 31P

The amino acid ( S ) -alanine has the physical characteristics listed under the structure.

Chapter 5.12, Problem 31P, Problem 5.28 The amino acid  has the physical characteristics listed under the

(S)-alanine

[ α ] = + 8.5

mp = 297 ° C

a. What is the melting point of ( R ) -alanine ?

b. How does the melting point of a racemic mixture of ( R ) - and ( S ) -alanine compare to the melting point of ( S ) -alanine ?

c. What is the specific rotation of ( R ) -alanine , recorded under the same conditions as the reported rotation of ( S ) -alanine ?

d. What is the optical rotation of a racemic mixture of ( R ) - and ( S ) -alanine ?

e. Label each of the following as optically active or inactive: a solution of pure ( S ) -alanine ; an equal mixture of ( R ) - and ( S ) -alanine ; a solution that contains 75 % ( S ) - and 25 % ( R ) -alanine .

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The amino acid (S)-alanine has the physical characteristics listed under the structure. How does the melting point of a racemic mixture of (R)- and (S)-alanine compare to the melting point of (S)-alanine?
The amino acid (S)-alanine has the physical characteristics listed under the structure. What is the optical rotation of a racemic mixture of (R)- and (S)-alanine?
1. If life arose by “chemical evolution” (which is supposed to be new chemical compounds arising by random chance), what should be the proportion of each of the L- and D-enantiomers present in chiral compounds produced by random chance? How does this match with what we see in living systems? What conclusion can you make from this about the likelihood of life arising by “chemical evolution?" 2. Why does chirality make a difference when new medications are developed? What is an ethical way of addressing this concern in the development process? What is the connection with the way the body is designed?
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