(a) What functional group is undergoing a transformation in the reaction? (b) What functional group is it being transformed into (in the final product)?

General, Organic, and Biological Chemistry
7th Edition
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:H. Stephen Stoker
Chapter14: Alcohols, Phenols And Ethers
Section: Chapter Questions
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(a) What functional group is undergoing a transformation in the reaction? (b) What functional group is it being transformed into (in the final product)?
ОН О
Nat o-
OCH3
+ 2 NAOH
-Na+
+ CH;OH + H2O
methyl salicylate
m.w. 152.14
density 1.17 g/mL
b.p. 223°C
H2SO4 (excess)
OH O
salicylic acid
H m.w. 138.12
m.p. 160°C
Transcribed Image Text:ОН О Nat o- OCH3 + 2 NAOH -Na+ + CH;OH + H2O methyl salicylate m.w. 152.14 density 1.17 g/mL b.p. 223°C H2SO4 (excess) OH O salicylic acid H m.w. 138.12 m.p. 160°C
The phenol group is a weak acid that rapidly reacts with NaOH, a strong base, to form a
OH
ester
group
phenol
group
OCH3
sodium salt:
OH O
+ H2O
OCH3
OCH3
+ OH-
Transcribed Image Text:The phenol group is a weak acid that rapidly reacts with NaOH, a strong base, to form a OH ester group phenol group OCH3 sodium salt: OH O + H2O OCH3 OCH3 + OH-
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