Question

help please! for 6 and 7.

6) There are a variety of isomeric 1,2,3,4,5,6-hexachlorocyclohexanes, but one of them does not react with CH CH,O to give an elimination product. Provide the structure of this compound and briefly explain why it does not react (5 points). When 4-chloro-2-methyl-2-pentene reacts with acetic acid (solvent), two substitution products are formed, with the rearranged product predominating as shown in the diagram that follows. When small amounts of acetate ion are added to the reaction mixture, no increase in the rate is observed. Propose a mechanism that accounts for these results. Explain clearly why two products are formed (5 points). 7) OH Minor Major

Answer 1

6)

1, 2, 3, 4, 5, 6-hexach 180cy do hexane for eliminalish Rewlian the two eliminating groups must be aut pt anti periplenar to each other. on these two struturce No Hychosen E chlorine are anti periplanar so this Isomer not underson eleononation Recubion.

7)

This reaction takes place via SN1 reaction.

Here the formed carbocation under goes resonance to form more stable allylic carbocation. Here, Two intermediates are formed so two products are formed in this reaction.

This is SN1 reaction so the rate of reaction only depends on concentration of alkyl halide.

Because of this reason addition of acetate ion doesn't effect the rate of reaction.

The mechanism of the reaction as follows:

z allylic Combo tobom (less teste) 30-allyha Carbo elitni (more stable) 4 ..