determine-which-compound-has-the-higher-boiling-point-for-each-of-the-following--1

Question

Determine which compound has the higher boiling point for each of the following pairs: (i): 3-methylpiperidine or 1,3-dimethylpyrrolidine, and (ii): 2,4-dimethylpyrrolidine or 4-methylpyrrolidin-2-one. Explain.

Chemical structures of 3-methylpiperidine, 1,3-dimethylpyrrolidine, 2,4-dimethylpyrrolidine, and 4-methylpyrrolidin-2-one.

Accepted Answer

(i): 3-methylpiperidine because it can form intermolecular hydrogen bonds; (ii): 4-methylpyrrolidin-2-one because it has two sites for hydrogen bonding.

Answer

(i): 3-methylpiperidine because it can form intermolecular hydrogen bonds; (ii): 2,4-dimethylpyrrolidine because it has two sites for hydrogen bonding.

Answer

(i): 1,3-dimethylpyrrolidine because it can form intermolecular hydrogen bonds; (ii): 4-methylpyrrolidin-2-one because it has two sites for hydrogen bonding.

Answer

(i): 1,3-dimethylpyrrolidine because it can form intermolecular hydrogen bonds; (ii): 2,4-dimethylpyrrolidine because it has two sites for hydrogen bonding.