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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 major products(s) in the following:
In the following pair of halogen compounds, which compound undergoes a faster SN1 reaction?
The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products. Explain.
Which of the following reactions is an example of nucleophilic substitution reaction?
Which one is most reactive towards SN1 reaction?
The process of separation of a racemic modification into d and l-enantiomers is called ____________.
Which of the following compounds is optically active?
Cyanide ion acts as an ambident nucleophile. From which end it acts as a stronger nucleophile in aqueous medium? Give reason for your answer.
Match the reactions given in Column I with the types of reactions given in Column II.
| Column I | Column II | |
| (i) |  |
(a) Nucleophilic aromatic substitution |
| (ii) | \[\begin{array}{cc} \ce{CH3 - CH = CH2 + HBr -> CH3 - CH - CH3}\\ \phantom{............................}|\phantom{}\\ \phantom{.............................}\ce{Br}\phantom{} \end{array}\] |
(b) Electrophilic aromatic substitution |
| (iii) |  |
(c) Saytzeff elimination |
| (iv) |  |
(d) Electrophilic addition |
| (v) | \[\begin{array}{cc} \ce{CH3 CH2 CH CH3 ->[alc.KOH] CH3 CH = CH CH3}\\ \phantom{}|\phantom{..........................}\\ \phantom{}\ce{Br}\phantom{........................} \end{array}\] |
(e) Nucleophilic substitution (SN1) |
Which one of the following chlorohydrocarbons readily undergoes solvolysis?
