Question

The thioketal product of a certain reaction is given below. Draw the structure of:

The thioketal product of a certain reaction is given below. Draw the structure of:


The thioketal product of a certain reaction is giv


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Answer #1
Concepts and reason

The concept used to solve this problem is the formation of thioketal from the reaction of a ketone with thiol.

Initially, show the complete formation of given thioketal by drawing the mechanism for the reaction between an organic reactant and protecting group reactant. Later draw the structure of both the starting material that is used to prepare a thioketal.

Fundamentals

Thioketal formation:

ketones or aldehydes react with thiols to form thioketal. The general reaction of the formation of a thioketal is given as shown below.

HS
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R
R
R
R

The curved arrow mechanism for the reaction between cyclohexanone and ethan-1,2-dithiol
is as follow:

I
-H
SH
I
- 0
:
H.
H
- 3
BS

The reaction that occurs when cyclohexanone reacts with in the acidic medium is given as shown below.

+
HS
SH
+ HH
cyclohexanone
ethane-1,2-dithiol
1,4-dithiaspiro[4.5]decane

Ans:

The structure of the organic group reactant and protecting group reactant are as follows:

a) The organic reactant
b) The protecting group reactant
HS
SH

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