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Chapter 10: Q.20. (page 404)

Question: Draw鈥俛ll鈥俿tereoisomers鈥俧ormed鈥倃hen鈥�1,2-dimethylcyclohexene鈥俰s鈥倀reated鈥倃ith鈥侶Cl.鈥侺abel鈥俻airs鈥俹f鈥俥nantiomers.

Short Answer

Expert verified

Answer

All the stereoisomers are shown hereunder.

Step by step solution

01

Electrophilic addition of H+

The pi-electron density attacks the acidic hydrogen from the HX molecule, leading to the cleavage of pi-bond and the formation of a carbocation.

02

Enantiomers and diastereomers

Enantiomers are mirror images of a compound that are not superimposable on each other.

Diastereomers are not mirror images of any compound.

03

Products of the given reactions

The reactions of all the stereoisomers of 1,2-dimethylcyclohexene with HCl are shown hereunder.

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Most popular questions from this chapter

Question: When buta-1,3-diene (CH2=CH-CH=CH2) is treated with HBr, two constitutional isomers are formed CH3CHBr-CH=CH2and Br-CH2CH=CHCH2. Draw a stepwise mechanism that accounts for the formation of both products.

Question: Draw the products formed when (CH3)2C=CH2 is treated with each reagent.

a. HBr

b.H2O, H2SO4

c. CH3CH2HO,H2SO4

d. Cl2

e.Br2 ,H2O

f. NBS (aqueous DMSO)

g. [1] BH3; [2] H2O2 ,HO-

Question: Draw all stereoisomers formed in each reaction.

a.

b.

c.

Question: (a) Draw the structure of (1E,4R)-1,4-dimethylcyclodecene. (b) Draw the enantiomer and name it, including its E,Z and R,S prefixes. (c) Draw two diastereomers and name them, including the E,Z and R,S prefixes.

Question: Draw the isomers for the following compounds and then name each one:

a. 2-methyl-2,4-hexadiene

b. 2,4-heptadiene

c. 1,3-pentadiene
See all solutions

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