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Primary alcohol can easily be prepared f...

Primary alcohol can easily be prepared from primary alky `1` halide `via S_(N)2`reaction with aqueous `NaOH`. However, similar method does not work for the perparation tertiary acholo (tertiary butanol) from tertiary buty`1` bromide except?

A

`(CH_(3))_(3)CBr+CH_(3)COOAg(aq)rarroverset(H_(3)O^(+))to`

B

`(CH_(3))_(3)CBr+KOHoverset(C_(2)H_(5)OH)rarrunderset(Heat)overset(H_(2)SO_(4))rarr`

C

`(CH_(3))_(3)CBr underset((C_(2)H_(5))_(2)O)overset(Mg)rarr underset((iii)H_(3)O^(+))overset((i)O^(2))rarr`

D

`(CH_(3))_(3)CBr overset(KOH//Ethanol)rarr underset((ii)H_(2)O_(2)//NaOH)overset((i)B_(2)H_(6))rarr`

Text Solution

Verified by Experts

The correct Answer is:
A
`3^(@)R^(X)`undergoes elimination with base.
`(CH_(3))_(3)CBr+CH_(3)COOAg(aq)rarr`
`CH_(3)-overset(O)overset(||)C-underset((Ester))O-C(CH_(3))_(3)overset(H_(3)O^(+))rarr`
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OH-CH_(3)COOH`
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Alcohols undergo acid catalysed elimination reactions to produce alkenes. Because water is lost in the elimination , this reaction is called dehydration reaction. Secondary and tertiary alcohols always give E1 reaction in dehydration. Primary alcohols whose beta -carbon is branched also give E1 reaction. The reactivity of alcohol for elimination reaction is tertiary alcohol gt secondary school gt Primary alcohol. Which of the following dehydration product (major ) is incorrect ?

Alexander Williamson prepared diethyl by a simple method, now called as Williamson's ether synthesis . In this method, an alkyl halide is treated with sodium alkoxide prepared from sodium and alcohol. This reaction is used in the synthesis of symmetrical and unsymmetrical ethers. It may be noted taht for preparing unsymmetrical ethers, the halide used should preferably be primary because secondary and tertiary alkyl halides may form alkenes as major product due to elimination process. CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-Br+underset("Sodium ethoxide")(Na^(+)O^(-)-C_(2)H_(5))rarrunderset("2-methylpropene")(CH_(3)-overset(CH_(3))overset(|)(C)=CH_(2))+C_(2)H_(5)OH+NaBr Aryl ethers or phenolic ethers can be prepared by using sodium phenoxide and alkyl halides. However, aryl halides and sodium alkoxide cannot be used for preparing phenolic ethers because aryl halides are less reactive towards nucleophilic substitution reaction Select the correct reaction (s) among the following reactions :

Knowledge Check

  • Alcohols undergo acid catalysed elimination reactions to produce alkenes. Because water is lost in the elimination , this reaction is called dehydration reaction. Secondary and tertiary alcohols always give E1 reaction in dehydration. Primary alcohols whose beta -carbon is branched also give E1 reaction. The reactivity of alcohol for elimination reaction is tertiary alcohol gt secondary school gt Primary alcohol. Identify the product in the given reaction :

    A
    B
    C
    D

  • Which of the following chemical tests can be used to distinguish primary . Secondary and tertiary alcohol from each other ?

    A
    Hinsburg test
    B
    Haloform Test
    C
    Lucas Test
    D
    Victor- Meyer's Test

  • Assertion: The order of reactivity of alkyl halides towards S_(N^1) reaction in tertiary halidegtsecondary halidegtprimary halide. Reason: The reaction follows carbocation mechanism.

    A
    If both assertion and reason are true and reason Is the correct explanation of assertion.
    B
    If both assertion and reason are true but reason is not the correct explanation of assertion.
    C
    If assetion is true but reason is false.
    D
    If both assertion and reason are false.

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    Alexander Williamson prepared diethyl by a simple method, now called as Williamson's ether synthesis . In this method, an alkyl halide is treated with sodium alkoxide prepared from sodium and alcohol. This reaction is used in the synthesis of symmetrical and unsymmetrical ethers. It may be noted taht for preparing unsymmetrical ethers, the halide used should preferably be primary because secondary and tertiary alkyl halides may form alkenes as major product due to elimination process. CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-Br+underset("Sodium ethoxide")(Na^(+)O^(-)-C_(2)H_(5))rarrunderset("2-methylpropene")(CH_(3)-overset(CH_(3))overset(|)(C)=CH_(2))+C_(2)H_(5)OH+NaBr Aryl ethers or phenolic ethers can be prepared by using sodium phenoxide and alkyl halides. However, aryl halides and sodium alkoxide cannot be used for preparing phenolic ethers because aryl halides are less reactive towards nucleophilic substitution reaction To which of the following mechanisms does the reaction ( Williamson's ether synthesis ) belong ?

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