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A-LevelChemistryIntroduction to organic chemistry9701/12 · Oct/Nov 2009 · Q201 Mark

The presence of 11-cis retinal, C20H28O, in cells in the eye is important for vision. The structure of retinal includes an aldehyde group, a cyclohexene ring and a long aliphatic side chain, in which a carbon-carbon double bond exists between carbons numbered 11 and 12. Which pair of statements about 11-cis retinal could be correct?

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Atotal number of >C=C< double bonds: 5, arrangement around the adjacent carbons 11 and 12: [Diagram showing R1 and R2 on the same side (cis) of the double bond]
Btotal number of >C=C< double bonds: 5, arrangement around the adjacent carbons 11 and 12: [Diagram showing R1 and R2 on opposite sides (trans) of the double bond]
Ctotal number of >C=C< double bonds: 6, arrangement around the adjacent carbons 11 and 12: [Diagram showing R1 and R2 on the same side (cis) of the double bond]
Dtotal number of >C=C< double bonds: 6, arrangement around the adjacent carbons 11 and 12: [Diagram showing R1 and R2 on opposite sides (trans) of the double bond]

✓ Correct answer

A: total number of >C=C< double bonds: 5, arrangement around the adjacent carbons 11 and 12: [Diagram showing R1 and R2 on the same side (cis) of the double bond]

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About this question

Topic
Introduction to organic chemistry, A-Level Chemistry (syllabus 9701). Multiple choice, 1 mark.
Source
A-Level Chemistry, Oct/Nov 2009 Paper 1 Variant 2, question 20.

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