) An aldopentose, X, is subjected to a Kiliani-Fischer synthesis to produce two aldohexoses, Y and Z. Both Y and Z, when oxidized with nitric acid, yield optically active aldaric acids. Which tructure represents X? CHO но-+H HO-H H-OH CH OH I a) I b) п c) III d) IV c) V CHO HO+H H-OH H-OH CH OH II CHO н+он H-OH H+OH CH₂OH III CHO HO-H HO-H HO-H CH OH IV CHO н+он H-OH HO+H CH OH V

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
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Gg.33.

 

) An aldopentose, X, is subjected to a Kiliani-Fischer synthesis to produce two aldohexoses, Y
und Z. Both Y and Z, when oxidized with nitric acid, yield optically active aldaric acids. Which
structure represents X?
CHO
HO+H
HO-H
H-OH
CH₂OH
I
a) I
b) II
c) III
d) IV
e) V
CHO
HO-H
vo Show Transcribed Text
C6H,COCI
H-OH
H-OH
CH₂OH
II
a) C6H5CO₂H
b) C6HsCH₂CH₂NCH3
c) C6HsCH₂CH₂CN
d) C6HSCH-NCH3
e) C6HsCH₂NCH3
Show Transcribed Text
40-
180-
I
a) I
b) II
c) III
d) IV
e) V
) What would be the final organic product of the following reaction?
i. LiAl(OC(CH3)3)3 H
CH3NH₂
ii. H30
pH 4-5
O
CHO
H+OH
H-OH
H-OH
LOH
O
CH₂OH
III
) What would be the product of the following reaction?
180-н
IV
+
CHO
HO-H
HO-H
HO-H
180
CH₂OH
IV
II
CHO
H-OH
H-OH
HA
HO-H
V
CH₂OH
V
?
180-
180
?
III
Transcribed Image Text:) An aldopentose, X, is subjected to a Kiliani-Fischer synthesis to produce two aldohexoses, Y und Z. Both Y and Z, when oxidized with nitric acid, yield optically active aldaric acids. Which structure represents X? CHO HO+H HO-H H-OH CH₂OH I a) I b) II c) III d) IV e) V CHO HO-H vo Show Transcribed Text C6H,COCI H-OH H-OH CH₂OH II a) C6H5CO₂H b) C6HsCH₂CH₂NCH3 c) C6HsCH₂CH₂CN d) C6HSCH-NCH3 e) C6HsCH₂NCH3 Show Transcribed Text 40- 180- I a) I b) II c) III d) IV e) V ) What would be the final organic product of the following reaction? i. LiAl(OC(CH3)3)3 H CH3NH₂ ii. H30 pH 4-5 O CHO H+OH H-OH H-OH LOH O CH₂OH III ) What would be the product of the following reaction? 180-н IV + CHO HO-H HO-H HO-H 180 CH₂OH IV II CHO H-OH H-OH HA HO-H V CH₂OH V ? 180- 180 ? III
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