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Published on: 31/10/2019
Hydroxy Compounds and Ethers
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1.
On reacting with neutral ferric chloride, phenol gives ______.
red colour
violet colour
dark green colour
no colouration.
2.
HO CH2 CH2 – OH on heating with periodic acid gives ______.
methanoic acid
Glyoxal
methanol
CO2
3.
Carbolic acid is _____.
Phenol
Picri cacid
benzoic acid
phenylacetic acid
4.
In the reaction sequence, Ethane \(\overset { HOCl }{ \longrightarrow } A\overset { x }{ \longrightarrow } \) ethan -1, 2 - diol. A and X respectively are ________.
Chloroethane and NaOH
ethanol and H2SO4
2 – chloroethan -1-ol and NaHCO3
ethanol and H2O
5.
Which of the following compounds on reaction with methyl magnesium bromide will give tertiary alcohol.
benzaldehyde
propanoic acid
methyl propanoate
acetaldehyde
6.
Write Kolbe’s reaction.
7.
Write the mechanism of acid catalysed dehydration of ethanol to give ethene.
8.
Can we use nucelophiles such as NH3,CH3O - for the Nucleophilic substitution of alcohols
9.
What is the major product obtained when two moles of ethyl magnesium bromide is treated with methyl benzoate followed by acid hydrolysis.
10.
Draw the major product formed when 1-ethoxyprop-1-ene is heated with one equivalent of HI.
11.
Identify the product (s) is / are formed when 1 – methoxy propane is heated with excess HI. Name the mechanism involved in the reaction.
12.
Complete the following reactions
i) CH3- CH2 - OH \(\overset { { P}{ Br_3 }{ } }{ \underset { {} }{ \longrightarrow } }\) A \(\overset { { aq.NaOH}{ }{ } }{ \underset { {} }{ \longrightarrow } }\) B \(\overset { { Na}{ } }{ \underset { {} }{ \longrightarrow } }\) C
ii) C6H5- OH \(\overset { { Zn \ dust}{ } }{ \underset { {} }{ \longrightarrow } }\) A \(\overset { { CH_3}{Cl}{ } }{ \underset { {Anhydrs}{AlCl_3} }{ \longrightarrow } }\) B \(\overset { { acid}{K MnO_4}{ } }{ \underset { {} }{ \longrightarrow } }\) C


13.
What is metamerism? Give the structure and IUPAC name of metamers of 2-methoxy propane
14.
What will be the product (X and A) for the following reaction acetylchloride \(\frac{\text { i) } \mathrm{CH}_{3} \mathrm{MgBr}}{\text { ii) } \mathrm{H}_{3} \mathrm{O}^{+}}{\longrightarrow} \mathrm{X} \stackrel{\text { acid } \mathrm{K}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7}}{\longrightarrow}\) A
15.
Write the structure of the aldehyde, carboxylic acid and ester that yield 4- methylpent -2-en-1-ol.
16.

Identify A,B,C,D and write the complete equation
1.
(b)
violet colour
2.
(c)
methanol
3.
(a)
Phenol
4.
5.
6.
In this reaction, phenol is first converted into sodium phenoxide which is more reactive than phenol towards electrophilic substitution reaction with CO2, Treatment of sodium phenoxide with CO2 at 400 K, 4-7 bar pressure followed by acid hydrolysis gives salicylic acid.
7.
\({ CH }_{ 3 }-{ CH }_{ 2 }-OH\overset { { H }_{ 2 }{ SO }_{ 4 } }{ \underset { 443k }{ \longrightarrow } } { CH }_{ 2 }={ CH }_{ 2 }+{ H }_{ 2 }O\)
Mechanism
Primary alcohols undergo dehydration by E2 mechanism
8.
Yes, we can use nucleophiles such as NH3, CH3O- for the nucleophilic substitution of alcohol.
Example
\(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OH}+\mathrm{NH}_{3} \rightarrow \mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NH}_{2}+\mathrm{H}_{2} \mathrm{O} \)
\(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OH}+\mathrm{CH}_{2} \mathrm{~N}_{2} \rightarrow \mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OCH}_{3}+\mathrm{N}_{2}\)
9.
10.
11.
Since 1 - methoxy propane has primary alkyl group, it under goes SN2 reaction.
12.
13.
Ethers having same molecular formula, but alkyl groups attached to the oxygen atom are different. This phenomenon is known as metamerism.
Metamers of 2- methoxy propane
\(\mathrm{C}_{2} \mathrm{H}_{5}-\mathrm{O}-\mathrm{C}_{2} \mathrm{H}_{5}-\) diethyl ether
\(\mathrm{CH}_{3}-\mathrm{O}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) methyl n-propyl ether
14.
15.
16.
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