Optical Isomerism & Aldehydes and Ketones Flashcards

1
Q

Explain why a racemate has no optical activity

A
  • both enantiomers rotate plane polarised light in opposite directions to the same extent
  • therefore cancels out, and overall no optical activity
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1
Q

What is a racemic mixture?

A

50:50 of both enantiomers

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2
Q

Why do carbonyl compounds undergo nucleophilic addition?

A
  • unsaturated
  • good leaving group not present
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3
Q

Why don’t carbonyl compounds have optical activity?

A
  • carbonyl compound is trigonal planar, therefore nucleophile attacks equally from both sides
  • resulting in a racemic mixture (50:50 of both enantiomers)
  • both enantiomers rotate plane polarised light in opposite directions to the same extent
  • therefore cancels out, and overall no optical activity
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4
Q
A
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5
Q

Why is HCN alone not sufficient / disadvantages of using HCN to form hydroxynitriles

A
  • HCN is a weak acid; it only partially disassociates, and it provides insufficient source of CN- ions
  • HCN is poisonous gas
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