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Solved: Draw the products of the following reactions. If the products can exist as

Chapter 6, Problem 86

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QUESTION:

Draw the products of the following reactions. If the products can exist as stereoisomers, show which stereoisomers are formed. a. cis -2-pentene + HCl f. 1,2-dideuteriocyclohexene + H 2 , Pd/C b. trans -2-pentene + HCl g. 3,3-dimethyl-1-pentene + Br 2 /CH 2 Cl 2 c. 1-ethylcyclohexene + H 2 O + H 2 SO 4 h. 1E2@3,4@dimethyl@3@heptene + H2, Pd/C d. 2,3-dimethyl-3-hexene + H 2 , Pd/C i. 1Z2@3,4@dimethyl@3@heptene + H2, Pd/C e. 1,2-dimethylcyclohexene + HCl j. 1@chloro@2@ethylcyclohexene + H2, Pd/C

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QUESTION:

Draw the products of the following reactions. If the products can exist as stereoisomers, show which stereoisomers are formed. a. cis -2-pentene + HCl f. 1,2-dideuteriocyclohexene + H 2 , Pd/C b. trans -2-pentene + HCl g. 3,3-dimethyl-1-pentene + Br 2 /CH 2 Cl 2 c. 1-ethylcyclohexene + H 2 O + H 2 SO 4 h. 1E2@3,4@dimethyl@3@heptene + H2, Pd/C d. 2,3-dimethyl-3-hexene + H 2 , Pd/C i. 1Z2@3,4@dimethyl@3@heptene + H2, Pd/C e. 1,2-dimethylcyclohexene + HCl j. 1@chloro@2@ethylcyclohexene + H2, Pd/C

ANSWER:

Step 1 of 10

The electrophilic addition of HCl to cis-2-pentene gives 2-chloropentane and 3-chloropentane, in which 2-chloropentane is optically active. The products and their stereoisomers formed in the reaction of cis-2-pentene with HCl is given below:

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