EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER 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. ÇOOH 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 (A)-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. CH NH2 (S)-alanine [a) = +8.5 mp = 297 °C
Determine whether each of the following aqueous solutions are likely to be optically active or inactive. a. a solution of ethanol, CH3CH2OHb. a solution of (+)-Alaninec. a solution containing equimolar quantities of (+)-Alanine and (–)-Alanine
In the structures of T—A and C—G base pairs, there are three amino groups specifically labeled as “sp2 hybridized and planar”. What is the primary difference between these structures and that of aniline that lead to their planarity? 1. In contrast to aniline, the amino groups on the DNA bases are necessary to make the heterocyclic rings aromatic. 2. In contrast to aniline, the contributing structures that delocalize the nitrogen lone pairs onto the rings creates partial negative charges on electronegative atoms. 3. In contrast to aniline, the hydrogen bond accepting ability of the lone pairs on the -NH2 groups of the DNA bases is better when these amino groups are sp2 hybridized. 4. Both 2 and 3.
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