Question

Draw the structure of the major organic product isolated from the reaction of 1-hexyne with hydrogen chloride (2 mol). Click the "draw structure" button to launch the drawing utility.

Answer 1

Answer:

The structure of the major organic product isolated from the reaction of 1-hexyne with hydrogen chloride (2 mol) is attached below.

Explanation:

Hydracids are added to triple bonds by a mechanism similar to that of the addition to double bonds. The regioselectivity of the addition of H-X to the triple bond follows the rule of Markovnikov, where the Z conformation predominates in the addition of halide to the alkyne, because in the formation of the carbocation it prefers to place the positive charge on the more substituted carbon where the nucleophilic attack of the halide ion will occur.

With respect to the halogenation of the alkene, the same procedure occurs at the time of the formation of the carbocation, joining the nucleophilic ion to the most substituted carbon.

Answer 2

The major organic product formed when 1-hexyne reacts with 2 equivalents of hydrogen chloride is 2,2-dichlorohexane.

The reaction of 1-hexyne with hydrogen chloride is an addition reaction. The HCl adds across the double bond in accordance with Markovnikov rule. The product obtained is first an alkene and subsequently an alkane.

The final product obtained when  1-hexyne reacts with 2 equivalents of hydrogen chloride is 2,2-dichlorohexane.

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