The optically active alkyl halide in Eq. 9.61 reacts at 60 C in anhydrous methanol solvent to
Question:
The optically active alkyl halide in Eq. 9.61 reacts at 60 °C in anhydrous methanol solvent to give a methyl ether A plus alkenes.
The substitution reaction is reported to occur with 66% racemization and 34% inversion. Give the structure of ether A and state how much of each enantiomer of A is formed.
Transcribed Image Text:
(CH3)2CHCH₂CH₂CH₂ CH3 CH3CH₂ Cl (R)-6-chloro-2,6-dimethyloctane + H₂O 80% aqueous acetone 60 °C elimination products CH3 C (CH3)2CHCH₂CH₂CH₂OH CH3CH₂ (R)-product (39.5%) + + H₂O+ Cl- + HO CH3 "CH,CH,CH,CH(CH3)2 CH₂CH3 (S)-product (60.5%) (21% enantiomeric excess) (9.61)
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The amount of racemization 66 corresponds to 33 of the S product ...View the full answer
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