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This question is about 2-bromopropane - AQA - A-Level Chemistry - Question 5 - 2020 - Paper 2

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This question is about 2-bromopropane. 1. Define the term electronegativity. 2. Explain the polarity of the C–Br bond in 2-bromopropane. Electronegativity ______... show full transcript

Worked Solution & Example Answer:This question is about 2-bromopropane - AQA - A-Level Chemistry - Question 5 - 2020 - Paper 2

Step 1

Define the term electronegativity.

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Answer

Electronegativity is the tendency of an atom to attract a pair of electrons in a covalent bond. It reflects how strongly an atom can pull shared electrons towards itself.

Step 2

Explain the polarity of the C–Br bond in 2-bromopropane.

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Answer

The C–Br bond in 2-bromopropane is polar because bromine is more electronegative than carbon. This means that bromine attracts the bonding electrons more strongly, resulting in a partial negative charge on bromine ( ext{Br}^ ext{-}) and a partial positive charge on carbon ( ext{C}^ ext{+}).

Step 3

Outline the mechanism for the reaction of 2-bromopropane with an excess of ammonia.

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Answer

The mechanism involves nucleophilic substitution where:

  1. The lone pair of electrons on the nitrogen atom of ammonia attacks the carbon atom bonded to bromine, forming an intermediate.
  2. A curly arrow is drawn from the bond between C and Br to Br, indicating the breaking of the bond.
  3. The intermediate undergoes loss of a hydrogen atom, resulting in the final amine product.

Step 4

Draw the skeletal formula of the main organic species formed in the reaction between a large excess of 2-bromopropane and ammonia.

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Answer

The skeletal formula of the main organic species formed can be represented as follows:

  H   H
   \ / 
    N
   / \ 
  C   C
   \ / 
    C
   / 
  Br 

The amine product is typically used as a hair conditioner or surfactant.

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