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This question is about isomers with the molecular formula C6H10O - AQA - A-Level Chemistry - Question 6 - 2021 - Paper 2

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This question is about isomers with the molecular formula C6H10O. 1. Draw the skeletal formula of a branched chain aldehyde with molecular formula C6H10O that is op... show full transcript

Worked Solution & Example Answer:This question is about isomers with the molecular formula C6H10O - AQA - A-Level Chemistry - Question 6 - 2021 - Paper 2

Step 1

1. Draw the skeletal formula of a branched chain aldehyde with molecular formula C6H10O that is optically active.

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Answer

The skeletal formula of a branched chain aldehyde with molecular formula C6H10O can be represented as:

    CH3
     |
  CH3-CH-CHO
     |
    CH2- CH3

This structure includes a chiral center, making it optically active.

Step 2

2. Describe how you distinguish between separate samples of the two enantiomers of the branched chain aldehyde C6H10O.

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Answer

To distinguish between separate samples of the two enantiomers, one can use plane polarized light. The two enantiomers will rotate the plane of polarized light in opposite directions, allowing for differentiation between them.

Step 3

3. Draw the E and Z forms of a structural isomer of C6H10O that shows both optical and geometric isomerism.

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Answer

The E and Z forms can be represented as follows:

E isomer:        Z isomer:
   CH3            CH3
    |              |
 CH3-CH=CH-CHO  CH3-CH=CH-CHO
    |              |
   CH2-CH3       CH2-CH3

Both isomers showcase geometric isomerism with distinct configurations around the double bond.

Step 4

4. Draw two other cyclic isomers of C6H10O that have an ether functional group and only three peaks in their 13C NMR spectra.

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Answer

Two cyclic isomers can be illustrated as follows:

Isomer 1:       Isomer 2:
   O             O
  / \           / \
 |   |         |   |
C1---C2       C1---C2
 |   |         |   |
C3---C4       C3---C4

Each of these structures will have an ether functional group and exhibit three distinct peaks in their 13C NMR spectra.

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