All possible dichloro substitution products $C X_{5} H X_{10} Cl X_{2}$ of 2-methylbutane are considered. How many structural isomers (no stereoisomers counted) are possible?

Answer: B

Label carbons: C1 (two equivalent methyls), C2 (one H), C3 (two H), C4 (three H). Both Cl on one carbon: C1, C3, C4 (3 products; C2 has only one H). Cl on two different carbons: 1-1' (one Cl on each methyl), 1-2, 1-3, 1-4, 2-3, 2-4, 3-4 (7 products). Total 3 + 7 = 10, confirmed by substituting every H pair by Cl and de-duplicating.

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All possible dichloro substitution products CX5​HX10​ClX2​ of 2-methylbutane are considered. How many structural isomers (no stereoisomers counted) are possible?

Answer: B

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All possible dichloro substitution products $C X_{5} H X_{10} Cl X_{2}$ of 2-methylbutane are considered. How many structural isomers (no stereoisomers counted) are possible?