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2 attempts let Check my work Select the single best answer Report problem Carbon

ID: 590323 • Letter: 2

Question

2 attempts let Check my work Select the single best answer Report problem Carbon-carbon bond dissociation enthalpies have been measured for many alkanes. Without referring to a table of bond dissociation enthalpy values, identify whether 2-methylpropane or 2.2 dimethylpropane has the lower carbon-carbon bond dissociation enthalpy, and the reason for your choice. Hint O 2-Methy lpropane, because it cleaves into a secondary radical and one methyl radical, while 2.2-dimethylpropane yields a tertiary radical and one methyl radical. The secondary radical is more stable than the tertiary radical 2,2-Dimethylpropane, because it cleaves into five methyl radicals, while 2-methylpropane yields four methyl radicals. Formation of five methyl radicals releases more energy than formation of four. 22-Dimethylpropane, because it cleaves into a tertiary radical and one methyl radical, while 2-methylprepane yields a secondary radical and one methyI radical. The tertiary terr-butyl radical is more stable than the secondary radical. 2-Methylpropane, because it cleaves into a tertiary radical and one methyl radical, while 2.2-dimethylpropane yields a secondary radical and one methyI radical. The tertiary radical is less stable than the secondary radical.

Explanation / Answer

1. 2-methylpropane, because it cleaves into a secondary radical and one methyl radical while 2,2-dimethylpropane yields a tertiary radical and one methyl radical. The secondary radical is more stable than tertiary. So BDE of 2-methylpropane will be more than BDE of 2,2-dimethylpropane.

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