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प्रश्न
An organic compound A with the molecular formula (+) C4H9Br undergoes hydrolysis to form (+) C4H9OH. Give the structure of A and write the mechanism of the reaction.
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उत्तर
\[\begin{array}{cc}\ce{C2H5 - CH - CH3}\\
|\phantom{.}\\\ce{Br}\end{array}\]
Mechanism:
\[\begin{array}{cc}
\ce{H}\phantom{.................}\ce{H}\\
|\phantom{..................}|\\
\ce{H3C - C - C2H5 ->[Slow step] C^⊕ + B\overset{⊖}{r}}\\
\phantom{...}|\phantom{................}/\phantom{...}\backslash\\
\phantom{.......}\ce{Br}\phantom{...........}\ce{H3C}\phantom{....}\ce{C2H5}
\end{array}\]
\[\begin{array}{cc}
\ce{H}\phantom{....................}\ce{H}\phantom{...............}\ce{H}\phantom{.......}\\
|\phantom{.....................}|\phantom{................}|\phantom{.......}\\
\ce{C^⊕ + O\overset{⊖}{H} ->[Fast] H3C - C - OH + HO - C - CH3}\\
/\phantom{..}\backslash\phantom{....................}|\phantom{.................}|\phantom{.........}\\
\ce{H3C}\phantom{...}\ce{C2H5}\phantom{...............}\ce{C2H5}\phantom{.............}\ce{C2H5}\phantom{........}
\end{array}\]
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संबंधित प्रश्न
Write the isomers of the compound having the formula C4H9Br.
Which compound in the following pair reacts faster in SN2 reaction with OH–?
- CH3Br or CH3
- CH3Cl, (CH3)3CCl
Among the following, the dissociation constant is highest for:
Identify X and Y in the following sequence:
\[\ce{C2H5Br ->[X] Product ->[Y] C3H7NH2}\]
Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism?
Which of the following compound will undergo racemisation when reacts with aq. KOH?
(i)
(ii)
CH3CH2CH2Cl
(iii)
\[\begin{array}{cc}
\ce{CH3}\phantom{..}\\
|\phantom{....}\\
\ce{CH3-CH-CH2Cl}
\end{array}\]
(iv)
\[\begin{array}{cc}
\phantom{..}\ce{H}\\
\phantom{..}|\\
\ce{CH3-C-Cl}\\
\phantom{..}|\\
\phantom{.....}\ce{C2H5}
\end{array}\]
The reaction of C6H5–CH=CH–CH3 with HBr produces:
Ethylene chloride and ethylidene chloride are isomers. Identify the correct statements.
(i) Both the compounds form same product on treatment with alcoholic KOH.
(ii) Both the compounds form same product on treatment with aq.NaOH.
(iii) Both the compounds form same product on reduction.
(iv) Both the compounds are optically active.
Aryl halides are extremely less reactive towards nucleophilic substitution. Predict and explain the order of reactivity of the following compounds towards nucleophilic substitution:
| (I) |  |
| (II) |  |
| (III) |  |
Discuss the mechanism of alkaline hydrolysis of methyl bromide.
