Problems and exercisesUnimolecular Nucleophilic Substitution
1. The rate law
In the solvolysis of tert-butyl chloride in methanol, what happens to the rate if the halide concentration is doubled? And if a stronger nucleophile is added?
2. Racemization
What product is obtained in the SN1 hydrolysis of (R)-3-bromo-3-methylhexane? Is it optically active?
3. Order by SN1
Order by SN1 rate: (CH3)3CBr, CH3CH2Br, (CH3)2CHBr and CH3Br.
4. The solvent
Why is SN1 much faster in water than in diethyl ether?