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84% 0.0 story Bookmarks Window Help on.com 2 HOMEWORK Print E, Calculator Perodic Table Eboo' Question 1 of 10 (1 point) When ethane is homolytically cleaved, why does the carbon-carbon band break rather than one of the carbon-hydrogen bonds? O The C-H bonds are weaker than the C-C bond. O The C-C bond is weaker than the C-H bonds O The methyl anion is more stabilized O The hydrogen anion is more stabilized. -Check Answer vow Solut 0 Hint Progress:1234.5 6 7 8 9 10 Exit Activity Activity Grade: 10 Points Possible

Explanation / Answer

1) Hydrogen atom is smaller than C atom; hence, the C-H bond is shorter than the C-C bond, since the C and H atoms can approach closer. The shorter the bond length, the higher is the energy required to break the bond and hence, C-H bonds have higher bond energy than C-C bonds. Therefore, the second option is correct.

2) A carbocation is formed by the loss of one electron from the carbon atom and hence, the p orbital remains vacant. A radical is formed by unpairing of electrons and the unpaired electrons occupy the s and p orbitals in carbon. Neighboring electron-donating groups in tertiary carbocations can push electron density toward the vacant p orbital; however, the p orbitals in tertiary radicals are half filled and hence, the neighboring groups exert less influence. Consequently, the last statement is the correct answer.

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