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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

Expert verified

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

Question:The cis and trans isomers of 2-butene give different cyclopropane productsin the Simmons–Smith reaction. Show the structures of both, and

explain the difference.

Question:The addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as a sole product. Use resonance structures of the carbocation intermediate to explain why none of the alternate regioisomers isformed.

How would you distinguish between the following pairs of compounds using simple chemical tests? Tell what you would do and what you would see.

(b) 2-Hexene and benzene

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

Which of the reactions below would result in a product mixture thatwould rotate plane-polarized light?

a)
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