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Basic concepts of organic chemistry

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Question 5

Thiols are organic compounds containing the −SH-\text{SH}−SH (sulfur-hydrogen) functional group, which are often characterized by their strong, unpleasant odors.

a.

Propane-1-thiol (C3H7SH\text{C}_3\text{H}_7\text{SH}C3​H7​SH) behaves as a weak acid in aqueous solution. Write the expression for the acid dissociation constant, KaK_{\text{a}}Ka​, for propane-1-thiol.

[1]
b.

Thiols react with carboxylic acids in a condensation reaction to form thioesters. Write a balanced chemical equation for the reaction between propane-1-thiol and propanoic acid (CH3CH2COOH\text{CH}_3\text{CH}_2\text{COOH}CH3​CH2​COOH). Use structures for all organic compounds with their functional groups clearly displayed.

[2]
c.

Draw the skeletal formula for 3-methylbut-3-ene-1-thiol.

[1]
d.

Ethane-1,2-dithiol (HSCH2CH2SH\text{HSCH}_2\text{CH}_2\text{SH}HSCH2​CH2​SH) reacts with carbonyl compounds to form a cyclic thioacetal in a condensation reaction. Write a balanced chemical equation for the reaction of ethane-1,2-dithiol with ethanal (CH3CHO\text{CH}_3\text{CHO}CH3​CHO). Use structures for all organic compounds.

[2]
Markscheme

Basic concepts of organic chemistry Questions

  1. A Level
  2. /Chemistry
  3. /Basic concepts of organic chemistry

18 exam-style questions on OCR A A Level Chemistry Basic concepts of organic chemistry. Each one has a worked solution and a mark scheme showing where the marks go.

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