Chapter 11
Problem
11-1
(R)-1-Methylpentyl acetate, CH3CO2CH(CH3)CH2CH2CH2CH3
Problem
11-2
(S)-2-Butanol
Problem
11-6
CH3OTos > CH3Br > (CH3)2CHCl > (CH3)3CCl
Problem
11-7
Similar to protic solvents
Problem
11-8
Racemic 1-ethyl-1-methylhexyl acetate
Problem
11-9
90.1% racemization, 9.9% inversion
Problem
11-11
H2C ═ CHCH(Br)CH3 > CH3CH(Br)CH3 > CH3CH2Br > H2C ═ CHBr
Problem
11-12
The same allylic carbocation intermediate is formed.
Problem
11-17
(Z)-1-Bromo-1,2-diphenylethylene
Problem
11-18
(Z)-3-Methyl-2-pentene
Problem
11-19
Cis isomer reacts faster because the bromine is axial.