Et CHCO₂H from starting material with no more than four carbon

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
Problem 25MP: Acid-catalyzed hydrolysis of a nitrile to give a carboxylic acid occurs by initial protonation of...
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A synthon is a concept in retrosynthetic analysis. It is defined as a structural unit within a
molecule which is related to a possible synthetic operation.
Example:
OH
bond breaks here
synthesis
Br
+
retrosynthesis
NEC Na -NaBr
Synthons
C-C bond formation
synthetic equivalents
Br
D=00
CN
OH
||
ⒸC=N
H₂O, H+
hydrolysis
do not exist
exist
functional group transformation
Common synthons:
C1 synthons: carbon dioxide, carbon monoxide, cyanide, formaldehyde C2
synthons: acetylene, acetaldehyde
C₂H4OH synthon: ethylene oxide
OH
Carbocation synthons: alkyl halides, carbonyl C
Carbanion synthons: Grignard reagents, organolithiums, malonic ester/acetoacetic ester, terminal
alkyne
Use the synthons listed above, propose how you would synthesis the following molecules:
Transcribed Image Text:A synthon is a concept in retrosynthetic analysis. It is defined as a structural unit within a molecule which is related to a possible synthetic operation. Example: OH bond breaks here synthesis Br + retrosynthesis NEC Na -NaBr Synthons C-C bond formation synthetic equivalents Br D=00 CN OH || ⒸC=N H₂O, H+ hydrolysis do not exist exist functional group transformation Common synthons: C1 synthons: carbon dioxide, carbon monoxide, cyanide, formaldehyde C2 synthons: acetylene, acetaldehyde C₂H4OH synthon: ethylene oxide OH Carbocation synthons: alkyl halides, carbonyl C Carbanion synthons: Grignard reagents, organolithiums, malonic ester/acetoacetic ester, terminal alkyne Use the synthons listed above, propose how you would synthesis the following molecules:
Et
CHCO₂H
from starting material with no more than four carbon
Transcribed Image Text:Et CHCO₂H from starting material with no more than four carbon
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