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Tell precisely how you would use the proton NMR spectra to

Chapter 18, Problem 40SP

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QUESTION:

Tell precisely how you would use the proton NMR spectra to distinguish between the following pairs of compounds.

(a) 1-bromopropane and 2-bromopropane

Equation Transcription:

Text Transcription:

CH_{3}-CH_{2}-C-CH_{3}

(CH_{3})_{2}CH-C-CH_{3}

CH_{3}-CH_{2}-O-C-CH_{3}

CH_{3}-CH_{2}-C-O-CH_{3}

CH_{3}-CH_{2}-C{equiv}C-CH_{3}

CH_{3}-CH_{2}-C-CH_{3}

Questions & Answers

QUESTION:

Tell precisely how you would use the proton NMR spectra to distinguish between the following pairs of compounds.

(a) 1-bromopropane and 2-bromopropane

Equation Transcription:

Text Transcription:

CH_{3}-CH_{2}-C-CH_{3}

(CH_{3})_{2}CH-C-CH_{3}

CH_{3}-CH_{2}-O-C-CH_{3}

CH_{3}-CH_{2}-C-O-CH_{3}

CH_{3}-CH_{2}-C{equiv}C-CH_{3}

CH_{3}-CH_{2}-C-CH_{3}

ANSWER:

Solution:

Here we have to distinguish between the following pairs of compounds in terms of H NMR spectra.

Step 1

(a) 1-bromopropane and 2-bromopropane

The difference between the NMR of 1-bromopropane and 2-bromopropane is, 1-bromopropane has three sets of signals, whereas the NMR of  2-bromopropane have only two sets of signal.

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