Give the conversion of phenol to salicylaldehyde.
(N/A) The conversion of phenol to salicylaldehyde is achieved through the $Reimer-Tiemann$ reaction.
When phenol is treated with chloroform $(CHCl_3)$ in the presence of aqueous sodium hydroxide $(NaOH)$ at $340 \ K$,an aldehyde group $(-CHO)$ is introduced at the ortho position of the phenol.
This reaction proceeds via the formation of a dichlorocarbene intermediate,which attacks the phenoxide ion.
The resulting intermediate is a substituted benzal chloride,which undergoes hydrolysis in the presence of alkali to yield salicylaldehyde $(2-hydroxybenzaldehyde)$.
When phenol is treated with chloroform $(CHCl_3)$ in the presence of aqueous sodium hydroxide $(NaOH)$ at $340 \ K$,an aldehyde group $(-CHO)$ is introduced at the ortho position of the phenol.
This reaction proceeds via the formation of a dichlorocarbene intermediate,which attacks the phenoxide ion.
The resulting intermediate is a substituted benzal chloride,which undergoes hydrolysis in the presence of alkali to yield salicylaldehyde $(2-hydroxybenzaldehyde)$.
Explore More
Similar Questions
What is the increasing order of boiling points for the following alcohols?
$I.$ $1, 2-$dihydroxybenzene
$II.$ $1, 3-$dihydroxybenzene
$III.$ $1, 4-$dihydroxybenzene
$IV.$ hydroxybenzene
$I.$ $1, 2-$dihydroxybenzene
$II.$ $1, 3-$dihydroxybenzene
$III.$ $1, 4-$dihydroxybenzene
$IV.$ hydroxybenzene
Medium
View SolutionConsider the following reaction:
$Phenol$ $\xrightarrow{Zn\,dust} X$ $\xrightarrow[{Anhyd.\,AlCl_3}]{CH_3Cl} Y$ $\xrightarrow{Alkaline\,KMnO_4} Z$
The product $Z$ is:
$Phenol$ $\xrightarrow{Zn\,dust} X$ $\xrightarrow[{Anhyd.\,AlCl_3}]{CH_3Cl} Y$ $\xrightarrow{Alkaline\,KMnO_4} Z$
The product $Z$ is:
DifficultAIPMT 2009
View SolutionIdentify $X$ and $Y$ in the following reactions:
Identify the product formed in the reaction.
Phenol $+$ conc. $H_2SO_4$ $\xrightarrow{373 \ K}$ product
Phenol $+$ conc. $H_2SO_4$ $\xrightarrow{373 \ K}$ product
The given reaction can occur in the presence of:
$(1)$ Bromine water
$(2)$ $Br_2$ in $CS_2, 273 \ K$
$(3)$ $Br_2 / FeBr_3$
$(4)$ $Br_2$ in $CHCl_3, 273 \ K$
Choose the correct answer from the options given below:
[Image: Phenol reacting to form p-bromophenol as the major product]
$(1)$ Bromine water
$(2)$ $Br_2$ in $CS_2, 273 \ K$
$(3)$ $Br_2 / FeBr_3$
$(4)$ $Br_2$ in $CHCl_3, 273 \ K$
Choose the correct answer from the options given below:
[Image: Phenol reacting to form p-bromophenol as the major product]
DifficultJEE MAIN 2021
View SolutionVedclass Products
For Students
Vedclass Test Series
Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.
Start Free TrialFor Teachers
Exam Paper Generator
Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.
Try FreeFor Institutes
Online Exam Module
Live online exams with unlimited students, 360° analytics & white-label branding.
See Demo