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28. Answer ALL parts of this question. The scheme below shows a possible synthesis for the ester, methyl salicylate ( of wintergreen, used in the treatment of joint and muscular pain). It starts with salicylic acid (A) which is converted to the acid chloride (B) before being reacted with methanol to give the ester (C): (a) (b) (c) OH OH 4-8-8 B LOH MeOH LOCH3 LOH A C Suggest a suitable reagent for converting A to B and give a balanced equation for this reaction. Compound A may be written as ArCO2H and compound B as ArCOCI to simplify this. Describe, using curly arrows, the mechanism involved in the conversion of B to C (again using the abbreviation Ar for any appropriate part of the structures involved). Both compounds B and C are derivatives of a carboxylic acid, but of the two, B is the more reactive. Briefly comment on why this is.

28. Answer ALL parts of this question. The scheme below shows a possible synthesis for the ester, methyl salicylate ( of wintergreen, used in the treatment of joint and muscular pain). It starts with salicylic acid (A) which is converted to the acid chloride (B) before being reacted with methanol to give the ester (C): (a) (b) (c) OH OH 4-8-8 B LOH MeOH LOCH3 LOH A C Suggest a suitable reagent for converting A to B and give a balanced equation for this reaction. Compound A may be written as ArCO2H and compound B as ArCOCI to simplify this. Describe, using curly arrows, the mechanism involved in the conversion of B to C (again using the abbreviation Ar for any appropriate part of the structures involved). Both compounds B and C are derivatives of a carboxylic acid, but of the two, B is the more reactive. Briefly comment on why this is.

Chemistry
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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28. Answer ALL parts of this question. The scheme below shows a possible synthesis for the ester, methyl salicylate ( of wintergreen, used in the treatment of joint and muscular pain). It starts with salicylic acid (A) which is converted to the acid chloride (B) before being reacted with methanol to give the ester (C): (a) (b) (c) OH OH 4-8-8 B LOH MeOH LOCH3 LOH A C Suggest a suitable reagent for converting A to B and give a balanced equation for this reaction. Compound A may be written as ArCO2H and compound B as ArCOCI to simplify this. Describe, using curly arrows, the mechanism involved in the conversion of B to C (again using the abbreviation Ar for any appropriate part of the structures involved). Both compounds B and C are derivatives of a carboxylic acid, but of the two, B is the more reactive. Briefly comment on why this is.
Transcribed Image Text:28. Answer ALL parts of this question. The scheme below shows a possible synthesis for the ester, methyl salicylate ( of wintergreen, used in the treatment of joint and muscular pain). It starts with salicylic acid (A) which is converted to the acid chloride (B) before being reacted with methanol to give the ester (C): (a) (b) (c) OH OH 4-8-8 B LOH MeOH LOCH3 LOH A C Suggest a suitable reagent for converting A to B and give a balanced equation for this reaction. Compound A may be written as ArCO2H and compound B as ArCOCI to simplify this. Describe, using curly arrows, the mechanism involved in the conversion of B to C (again using the abbreviation Ar for any appropriate part of the structures involved). Both compounds B and C are derivatives of a carboxylic acid, but of the two, B is the more reactive. Briefly comment on why this is.
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