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Chapter 8: Q8-2P. (page 222)

Question: How many alkene products, including E, Z isomers, might be obtained by dehydration of 3-methyl-3-hexanol with aqueous sulfuric acid?

Short Answer

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Answer

The five alkene products formed are,

Step by step solution

01

Dehydration with aqueous sulfuric acid

The dehydration of alcohol in acid catalyst H2SO4removes water from the alcohol and forms an alkene product. H2SO4 Is a good dehydrating agent and is very good at removing water from the compounds.

02

The formation of alkene products

When 3-methyl-3-hexanol is dehydrated with aqueous H2SO4, it removes water (OH and H group). The five alkene products obtained are E/Z-3-Methyl-3-hexene, E/Z-3-Methyl-2-hexene and 2-Ethyl-1-pentene.

Formation of alkene products

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Most popular questions from this chapter

Compound A has the formula C10H16. On catalytic hydrogenation over palladium, it reacts with only 1 molar equivalent of H2. Compound A also reacts with ozone, followed by zinc treatment, to yield a symmetrical diketone, B(C10H16O2).

Write the reactions.

Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis- and trans-1-bromo-3-methylcyclohexane and cis- and trans-1-bromo-2-methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1,2-dibromocyclohexane as the sole product. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.

Draw the structure of a hydrocarbon that absorbs 2 molar equivalents of H2 on catalytic hydrogenation and gives only butanedial on ozonolysis.

Butanedial

What products would you expect from oxymercuration-demercuration of the following alkenes?

a)

b)

Question: Which of the following alcohols could notbe made selectively by hydroboration–oxidation of an alkene? Explain.
See all solutions

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