Single Choice

In the following dehydration of diol with $$\displaystyle { H }_{ 3 }{ PO }_{ 4 }$$, following product is:

A
Correct Answer
B
C
D

Solution

Tertiary alcohol at $$\displaystyle { C }_{ 2 }$$ is more basic than secondary alcohol at $$\displaystyle { C }_{ 5 }$$. Hence, intramolecular dehydration takes place such that H of secondary alcoholic group at $$\displaystyle { C }_{ 5 }$$ eliminates $$\displaystyle OH$$ of tertiary alcoholic group at $$\displaystyle { C }_{ 2 }$$ (with isotopic $$\displaystyle \overset { 18 }{ O } $$) to form a cyclic ether.


SIMILAR QUESTIONS

Alcohols, Phenols and Ethers

Dehydration of alcohols can be done by using:

Alcohols, Phenols and Ethers

State how the following conversions can be carried out. Ethyl alcohol to Ethene.

Alcohols, Phenols and Ethers

In the following sequence of reactions, $$CH_3Br\overset{KCN}{\rightarrow}A\overset{H_3O^+}{\rightarrow}B\overset{LiAlH_4}{\rightarrow}C$$ The end product C is:

Alcohols, Phenols and Ethers

Which of the following alcohols will give the most stable carbocation during dehydration?

Alcohols, Phenols and Ethers

Explain mechanism of acid catalyses dehydration of ethyl alcohol?

Alcohols, Phenols and Ethers

The major product of the above reaction is :

Alcohols, Phenols and Ethers

Acid catalysed dehydration of t-butanol is faster than that of n-butanol because:

Alcohols, Phenols and Ethers

Choose the correct answer among the alternatives given: In the following reactions, (i)$$CH_3-\overset{CH_3}{\overset{|}C}H-\underset{OH}{\underset{|}C}H-CH_3\xrightarrow{H^+/heat}\underset{[Major\ product]}A +\underset{[Minor\ product]} B$$ (ii)$$A\xrightarrow[in\,absence\,of \,peroxide]{HBr,dark}\underset{Major\ product}C+\underset{Minor\ product}D$$ The major products $$A$$ and $$C$$ are respectively?

Alcohols, Phenols and Ethers

Name the reagents used in the following reaction: Dehydration of propan-2-ol to propene.

Alcohols, Phenols and Ethers

Which is the best reagent to convert cyclohexanol into cyclohexene?

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