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15 Cards in this Set

  • Front
  • Back
Optical isomers may be
Chiral or achiral
Enantiomers
Mirror images are NON superimposable, posses a chiral centre
Diasterisomers
(Non-enantiomers) ie not mirror images
Number of sterioisomers
2^n where n = number of chiral centres
R/S naming
1. Locate stereocentre
2. Lowest group points away
3. Read from highest to lowest priority (not including group behind the plane)
R
R= clockwise
S
S= anticlockwise
Mesocompound
Contains a plane of symmetry and 2 or more chiral centres
Decreases number of stereocentre sod a compound
Achiral - therefore not optically active
Racemic mixture
Equimolar amounts of both enantiomers (optically inactive)
Haloalkanes
- polar R-X bond readily attacked by nucleophiles
Undergoes nucleophillic substitution and B-elimination
Sn1 mechanism
- 2 steps
- C-X bond breaks to form a carbocation intermediate
- favours more stable carbocation (3*>2*>1*>methyl)
Sn2 mechanism
- 1 step
- bond breaking and bond formation is simultaneous
- Nu- attack from backside
- less crowded molecules favoured (methyl>1*>2*>3*)
B-elimination (Haloalkanes)
Formation of alkenes from Haloalkanes
- occurs in the presence of a strong base
- major product = most highly substituted molecule
Alcohol dehydration
Conc H2SO4
- favours more crowded molecules (3*>2*>1*)
Oxidation of alcohols
1* alcohol - aldehyde (via PCC) or carboxylic acid

2* alcohol - to ketones (PCC or H2CrO4)

3* alcohols cannot be oxidised