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What would distinguish the mass spectrum of 2,2-dimethylpropane from the mass sp

ID: 869529 • Letter: W

Question

What would distinguish the mass spectrum of 2,2-dimethylpropane from the mass spectra of pentane and 2-methylbutane?

Check all that apply.

The peak at m/z=43 will be most intense for 2-methylbutane because such a peak is due to loss of an ethyl radical, which forms a secondary carbocation. The peak at m/z=57 is due to loss of a methyl radical: loss of a methyl radical from 2,2-dimethylpropane forms a tertiary carbocation, whereas loss of a methyl radical from pentane forms a less stable primary carbocation. The peak at m/z=57 will be more intense for pentane than for 2-methylbutane or 2,2-dimethylpropane. The peak at m/z=43 will be most intense for 2,2-dimethylpropane because such a peak is due to loss of an ethyl radical, which forms a secondary carbocation.

Explanation / Answer

Answer:

The peak at m/z=57 is due to loss of a methyl radical: loss of a methyl radical from 2,2-dimethylpropane forms a tertiary carbocation, whereas loss of a methyl radical from pentane forms a less stable primary carbocation.

As tertiary carbocation is highly stable than primary carbocation - Due to which 2,2-dimethyl will have high intense peak at m/z-57.

CH3-C(CH3)(CH3)- CH3 ? CH3-C+(CH3)(CH3)- +   CH3+

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