Advertisements
Advertisements
Question
Which of the compounds will react faster in SN1 reaction with the –OH ion?
\[\ce{CH3-CH2-Cl}\] or \[\ce{C6H5-CH2-Cl}\]
Advertisements
Solution
\[\ce{C6H5-CH2-Cl}\]
SN1 reaction proceeds through the formation of carbonation intermediate.
\[\ce{C6H5CH2Cl}\] readily undergoes ionization to give \[\ce{C6H5CH^{+}2}\] carbocation, which is stabilized by resonance.
On the other hand, \[\ce{CH3CH2Cl}\] does not undergo ionization to give \[\ce{CH3CH^{+}2}\] carbonation. Therefore, \[\ce{C6H5CH2Cl}\] reacts faster than \[\ce{CH3CH2Cl}\] with \[\ce{OH-}\] ion.
APPEARS IN
RELATED QUESTIONS
In the following pair of halogen compounds, which compound undergoes a faster SN1 reaction?
Which compound in the following pair will react faster in SN2 reaction with OH−?
CH3Br or CH3I
Which compound in the following pair will react faster in SN2 reaction with OH−?
(CH3)3CCl or CH3Cl
Arrange the compounds of the following set in order of reactivity towards SN2 displacement:
1-Bromobutane, 1-Bromo-2, 2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane
How the following conversion can be carried out?
Ethyl chloride to propanoic acid.
The stability order for carbocation is _______.
(A) 2° > 3° > 1°
(B) 3° > 2° > 1°
(C) 3° > 1° > 2°
(D) 1° > 3° > 2°
Which compound in the following pair reacts faster in SN2 reaction with OH–?
- CH3Br or CH3
- CH3Cl, (CH3)3CCl
Halogenation of alkanes is ____________.
Which one of the following halogen compounds is difficult to be hydrolysed by SN1 mechanism?
In the SN1 reaction, racemization takes place. It is due to:
Optically active isomers but not mirror images are called ____________.
Identify X and Y in the following sequence:
\[\ce{C2H5Br ->[X] Product ->[Y] C3H7NH2}\]
A primary alkyl halide would prefer to undergo ______.
Which of the following statements are correct about the kinetics of this reaction?
(i) The rate of reaction depends on the concentration of only (b).
(ii) The rate of reaction depends on concentration of both (a) and (b).
(iii) Molecularity of reaction is one.
(iv) Molecularity of reaction is two.
Cyanide ion acts as an ambident nucleophile. From which end it acts as a stronger nucleophile in aqueous medium? Give reason for your answer.
Chlorination of alkanes is an example of
Which of the following compounds will show retention in configuration on nucleophile substitution by OH− ion?
Retention of configuration is observed in ______.
Acetic anhydride from acetic acid
Which alkyl halide from the following pair would you expect to react more rapidly by an SN2 mechanism? Explain your answer.
\[\begin{array}{cc}
\ce{CH3CHCH2CH2Br}\\
|\phantom{.............}\\
\ce{CH3}\phantom{..........}\\
\end{array}\] or \[\begin{array}{cc}
\ce{CH3CH2CHCH2Br}\\
|\\
\phantom{...}\ce{CH3}\\
\end{array}\]
