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Which of the following compounds exhibits three signals in its 13C NMR spectrum?Select answer from the options below(CH3)2CHCH(CH3)2BrCH2CH2CH2Cl(CH3)2CHOCH(CH3)2BrCH2CH2CH2Br

Question

Which of the following compounds exhibits three signals in its 13C NMR spectrum?Select answer from the options below(CH3)2CHCH(CH3)2BrCH2CH2CH2Cl(CH3)2CHOCH(CH3)2BrCH2CH2CH2Br

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Solution

The compound that exhibits three signals in its 13C NMR spectrum is (CH3)2CHOCH(CH3)2.

Here's why:

  1. (CH3)2CHCH(CH3)2: This compound has two types of carbon environments. The two methyl groups on each end are equivalent, and the central carbon is in a different environment. So, it would show two signals.

  2. BrCH2CH2CH2Cl: This compound also has two types of carbon environments. The two methylene groups in the middle are equivalent, and the two terminal carbons (attached to Br and Cl) are in different environments. So, it would show three signals.

  3. (CH3)2CHOCH(CH3)2: This compound has three types of carbon environments. The two methyl groups on each end are equivalent, the carbon in the middle is in a different environment, and the carbon attached to the oxygen is in a third different environment. So, it would show three signals.

  4. BrCH2CH2CH2Br: This compound has two types of carbon environments. The two methylene groups in the middle are equivalent, and the two terminal carbons (attached to Br) are equivalent. So, it would show two signals.

Therefore, the compound that exhibits three signals in its 13C NMR spectrum is (CH3)2CHOCH(CH3)2.

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