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Chapter 6: Q54P (page 280)

Explain why 3-methylcyclohexene should notbe used as the starting material in Problem 52b.

Short Answer

Expert verified

Two products will form and we get less desired product.

Step by step solution

01

How the reaction proceed

In this markoniv addition takes place.

Markoniv addition= Positive ion will go to that double bonded carbon which has more no of hydrogens attached and negative ion will go towards that carbon which has less number of hydrogens attached.

Here hydroboration oxidation takes place.

If the reactant is 3-methylcyclohexene then the double bonded carbons have same number of hydrogens so OH can be attached with any carbon and mixture of products will form. We get less yield of the desired product.

02

Final answer

If the reactant is 3-methylcyclohexene then the double bonded carbons have same number of hydrogens so OH can be attached with any carbon and mixture of products will form. We get less yield of the desired product.

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Most popular questions from this chapter

What reagents are needed to carry out the following syntheses?

Which electrophilic addition reactions

a. form a carbocation intermediate? c. form a three-membered ring intermediate?

b. form no intermediate? d. form a five-membered ring intermediate?

When Br2adds to a cis alkene that has different substituents attached to each of the two sp2carbons, such as cis-2-heptene, identical amounts of the two threo enantiomers are obtained even though Br-is more likely to attack the less sterically hindered carbon of the bromonium ion. Explain why identical amounts of the two enantiomers are obtained.

Which compound has the greater dipole moment?

What will be the product of the preceding reaction if HBr is used in place of Br2?
See all solutions

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