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Question
16 multiple choice 2 points which of the following alkenes has the smallest molar heat of hydrogenation (ie, releases the least heat upon hydrogenation)? trans - 2 - butene 2 - methyl - 2 - butene 2,3 - dimethyl - 2 - butene cis - 2 - butene previous
Step1: Understand molar heat of hydrogenation
The molar heat of hydrogenation is inversely related to the stability of the alkene. More stable alkenes have smaller molar heats of hydrogenation.
Step2: Analyze alkene stability
Alkene stability increases with the degree of substitution (more alkyl groups attached to the double - bond carbons).
- trans - 2 - butene has two alkyl groups attached to the double - bond carbons.
- 2 - methyl - 2 - butene has three alkyl groups attached to the double - bond carbons.
- 2,3 - dimethyl - 2 - butene has four alkyl groups attached to the double - bond carbons.
- cis - 2 - butene has two alkyl groups attached to the double - bond carbons, but it is less stable than the trans isomer due to steric hindrance.
Step3: Compare stabilities
Since 2,3 - dimethyl - 2 - butene is the most highly substituted (most stable) among the given alkenes, it has the smallest molar heat of hydrogenation.
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C. 2,3-dimethyl-2-butene