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Compound A, with molecular formula C4H9CI, shows two
Chapter 15, Problem 57P(choose chapter or problem)
Problem 57P
Compound A, with molecular formula C4H9CI, shows two signals in its 13C NMR spectrum. Compound B, an isomer of compound A, shows four signals, and in the proton-coupled mode, the signal at the highest frequency is a doublet. Identify compounds A and B.
Questions & Answers
QUESTION:
Problem 57P
Compound A, with molecular formula C4H9CI, shows two signals in its 13C NMR spectrum. Compound B, an isomer of compound A, shows four signals, and in the proton-coupled mode, the signal at the highest frequency is a doublet. Identify compounds A and B.
ANSWER:
Solution 57P
For the compound (A), the molecular formula () should exist as tertiary butyl chloride because it gives only two 13C NMR signals. In this compound (A), three methyl groups are in same chemical environment so they can give one signal at 36.1 ppm. The tertiary carbon can give one signal at 51.5 ppm.