Which of the following reactions occurs more rapidly?

Propose a mechanism for each of the following reactions:

b.

Propose a mechanism for each of the following reactions:

c.

A vicinal diol has OH groups on adjacent carbons. The dehydration of a vicinal diol is accompanied by a rearrangement called the pinacol rearrangement. Propose a mechanism for this reaction.

Although 2-methyl-1,2-propanediol is an unsymmetrical vicinal diol, only one product is obtained when it is dehydrated in an acidic solution.

a. What is this product?

Although 2-methyl-1,2-propanediol is an unsymmetrical vicinal diol, only one product is obtained when it is dehydrated in an acidic solution.

b. Why is only one product obtained?

What product is obtained when the following vicinal diol is heated in an acidic solution?

Two stereoisomers are obtained from the reaction of cyclopentene oxide and dimethylamine. The R,R-isomer is used in the manufacture of eclanamine, an antidepressant. What other isomer is obtained?

Propose a mechanism for each of the following reactions:

a.

Propose a mechanism for each of the following reactions:

b.

Triethylenemelamine (TEM) is an antitumor agent. Its activity is due to its ability to cross-link DNA.

b. Explain why it can cross-link DNA.