1. (6.5 points) The preparation of aspirin is achieved through acetylation of salicylic acid. Provide the full curved-arrow mechanism for this transformation. All starting materials, reagents, and products should be accounted for. ཚེཚེས༔-༩ལིན་ཐིག OH OH salicylic acid H3C + H3C H3PO4 (conc.) CH3 CH3 50 °C to 0 °C H3C OH OH acetic anhydride :O-P-OH : OH HO. acetylsalicylic acid (aspirin) 눈요 CH3 O-P-OH : OH H3C CH3 H3C H. H H3C- acetic acid :: CHEM 238 H3C H3C .0: CH3 HO H но. CH3 H-00 HO Ή OH : OH CH3 HO CH3 CH3 но HO-P―O: I HO: H-O Н H3C- H3C : OH 1
1. (6.5 points) The preparation of aspirin is achieved through acetylation of salicylic acid. Provide the full curved-arrow mechanism for this transformation. All starting materials, reagents, and products should be accounted for. ཚེཚེས༔-༩ལིན་ཐིག OH OH salicylic acid H3C + H3C H3PO4 (conc.) CH3 CH3 50 °C to 0 °C H3C OH OH acetic anhydride :O-P-OH : OH HO. acetylsalicylic acid (aspirin) 눈요 CH3 O-P-OH : OH H3C CH3 H3C H. H H3C- acetic acid :: CHEM 238 H3C H3C .0: CH3 HO H но. CH3 H-00 HO Ή OH : OH CH3 HO CH3 CH3 но HO-P―O: I HO: H-O Н H3C- H3C : OH 1
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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
Transcribed Image Text:1. (6.5 points) The preparation of aspirin is achieved through acetylation of salicylic acid. Provide the full curved-arrow
mechanism for this transformation. All starting materials, reagents, and products should be accounted for.
ཚེཚེས༔-༩ལིན་ཐིག
OH
OH
salicylic acid
H3C
+
H3C
H3PO4 (conc.)
CH3
CH3
50 °C to 0 °C
H3C
OH
OH
acetic anhydride
:O-P-OH
: OH
HO.
acetylsalicylic acid
(aspirin)
눈요
CH3
O-P-OH
: OH
H3C
CH3
H3C
H.
H
H3C-
acetic acid
::
CHEM 238
H3C
H3C
.0:
CH3
HO
H
но.
CH3
H-00
HO
Ή
OH
: OH
CH3
HO
CH3
CH3
но
HO-P―O:
I
HO:
H-O
Н
H3C-
H3C
: OH
1
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