Solved: When piperidine undergoes the series of reactions

QUESTION:

When piperidine undergoes the series of reactions shown here, \(1,4-\text{pentadiene}\) is obtained as the product. When the four different methyl-substituted piperidines undergo the same series of reactions, each forms a different diene: \(1,5-\text{hexadiene}\), \(1,4-\text{pentadiene}\), \(2-\text{methyl}-1,4-\text{pentadiene}\), and \(3-\text{methyl}-1,4-\text{pentadiene}\). Which methyl-substituted piperidine forms which diene?

Equation Transcription:

1,4-pentadiene

1,5-hexadiene

2-methyl-1,4-pentadiene

3-methyl-1,4-pentadiene

Text Transcription:

1,4-pentadiene

1,5-hexadiene

2-methyl-1,4-pentadiene

3-methyl-1,4-pentadiene