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Electrophilic Addition Reactions Tutorial

The document consists of a series of tutorial questions related to organic chemistry, specifically focusing on electrophilic addition reactions, the formation of intermediates, and the behavior of alcohols and organic compounds like limonene. Each question requires specific examples, explanations of mechanisms, and structural formulae for various organic reactants and products. The questions are designed to assess understanding of reaction mechanisms, isomer formation, and the effects of different reagents on organic compounds.

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Saniyah Zahra
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7 views2 pages

Electrophilic Addition Reactions Tutorial

The document consists of a series of tutorial questions related to organic chemistry, specifically focusing on electrophilic addition reactions, the formation of intermediates, and the behavior of alcohols and organic compounds like limonene. Each question requires specific examples, explanations of mechanisms, and structural formulae for various organic reactants and products. The questions are designed to assess understanding of reaction mechanisms, isomer formation, and the effects of different reagents on organic compounds.

Uploaded by

Saniyah Zahra
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

Tutorial 1

1) Consider the electrophilic addition of chlorine to an alkene.

For this reaction give (i) one specific example naming the organic product; (ii) the essential experimental
conditions and (iii) the mechanism of the reaction explained in simple terms. (5 marks)

Taken from May 2010 P2 (part question)

2) The reaction of chlorine with ethene to form 1,2-dichloroethane involves formation of an


intermediate carbocation; this explains why 2-chloroethan-1-ol is minor reaction product when the
chlorination is performed in the presence of water. Explain the above observation. (5 marks)

Taken from May 2012 P2 (part question)

3) To a few drops of hex-1-ene, a few drops of aqueous sodium hydroxide are added followed by drops
of cold aqueous potassium permanganate.

Give the changes that are observed, the reasons why these changes are observed and give the structural
formulae of the organic reactants and products. (2 marks)

May 2008 P1

5) This question is about the alcohol with the following structural formula.

CH3CH(OH)(CH2)3CH3

a) Name the above alcohol (1 mark)

b) On treatment with hot concentrated sulfuric acid, the alcohol produces a mixture of two structural
isomers, U and V. The substance U is itself a mixture of two stereoisomers. Explain these observations,
giving the structural formulae of all the isomers mentioned. (4 marks)

(Adapted from May 2012)


6) Consider the following organic compound called limonene which is found in citrus fruit:

a) Give the empirical formula for limonene. (1 mark)

b) Draw the structural formula of the organic product/s which you would expect to form when limonene
is treated with each of the following reagents:

i. excess hydrogen in the presence of Raney nickel (2 marks)

ii. excess hydrogen bromide (2 marks)

iii. ozone followed by treatment of the product with water in the presence of zinc dust. (2 marks)

iv. Alkaline KMnO4 (2 marks)

(Adapted from September 2012 P1)

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