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Question
What is the action of nitrous acid on the following compounds?
Isopropyl amine
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Solution
Isopropyl amine on reaction with nitrous acid form aliphatic diazonium salts as very unstable intermediates which decompose immediately by reaction with solvent water. Isopropyl alcohol is formed as the product of the reaction and nitrogen gas is liberated.
\[\begin{array}{cc}
\ce{CH3 - CH - CH3 + HNO2 ->[273 - 278K][(NaNO2 + HCl)] \underset{\text{Isopropyl diazonium chloride}}{[(CH3)2CH - N^+_2 Cl-]} ->[H2O] CH3 - CH - CH3 + N2 ^ + HCl}\\
\phantom{..............}|\phantom{..................................................................}|\phantom{.............................}\\
\phantom{..}\ce{\underset{\text{Isopropyl amine}}{NH2}}\phantom{......................................................}\ce{\underset{\text{Isopropyl alcohol}}{OH}}\phantom{...............}
\end{array}\]
RELATED QUESTIONS
Classify the following amine as primary, secondary or tertiary:
(C2H5)2NH
In the following

The compound ‘B’ is _______.
(A) Propan–1–amine
(B) Propan–2–amine
(C) Isopropylamine
(D) Dimethylamine
Choose the most correct option.
The hybridisation of nitrogen in primary amine is ____________.
Isobutylamine is an example of ______.
How are amines classified?
Which of the following amines is most basic in nature in aqueous phase?
Assertion: Acetamide on reaction with KOH and bromine gives acetic acid.
Reason: Bromine catalyses hydrolysis of acetamide.
\[\ce{Aniline + benzoylchloride ->[NaOH] C6H5 - NH - COC6H5}\] this reaction is known as ____________.
When aniline reacts with acetic anhydride the product formed is ____________.
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2/HCl][273 K] B ->[H2O][283 K] C}\] ‘C’ is:
Which of the following amines does not undergo acetylation?
Which one of the following is most basic?
IUPAC name for the amine is:
\[\begin{array}{cc}
\phantom{.}\ce{CH3}\\
|\phantom{..}\\
\ce{CH3 - N - C - CH2 - CH3}\\
\phantom{.}|\phantom{.....}|\phantom{........}\\
\phantom{}\ce{CH3}\phantom{..}\ce{C2H5}\phantom{....}
\end{array}\]
How will you convert nitrobenzene into m-nitro aniline?
Write a short note on the following.
Ammonolysis
Write a short note on the following:
Gabriel phthalimide synthesis
Write a short note on the following.
Schotten-Baumann reaction
Write a short note on the following.
Mustard oil reaction
How will you distinguish between primary secondary and tertiary aliphatic amines?
Account for the following.
Gabriel phthalimide synthesis is preferred for synthesising primary amines.
Account for the following.
Ethylamine is soluble in water whereas aniline is not.
Arrange the following.
In decreasing order of the pKb values C2H5NH2, C6H5NHCH3, (C2H)2NH and CH3NH2.
Arrange the following.
Increasing order of basic strength C6H5NH2, C6H5N(CH3)2, (C2H5)2NH and CH3NH2.
How will you prepare propan-1-amine from butane nitrile?
How will you convert diethylamine into N, N-diethyl acetamide?
How will you convert diethylamine into N-nitrosodiethylamine?
(C2H5)2CHNH2. The following amine can be classified as:
The following amine can be classified as (C2H5)2NH:
The following amine can be classified as:

Arrange the following in the increasing order of their basic strength:
C2H5NH2, C6H5NH2, (C2H5)2NH
Complete the following reaction.

\[\begin{array}{cc}
\ce{O}\phantom{.........}\\
||\phantom{.........}\\
\ce{H - \underset{(A)}{C} - NH - CH3}
\end{array}\]
and
\[\begin{array}{cc}
\ce{O}\\
||\\
\ce{CH3 - \underset{(B)}{C} - NH2}
\end{array}\]
are which type of isomers?
Classify the following amine as primary, secondary or tertiary:

Classify the following amine as primary, secondary or tertiary:
(C2H5)2CHNH2
Write short note on the following:
Ammonolysis
Name the distinguishing test for differentiating 1° amine from 2° and 3° amine.
Write a short note on the following
Ammonolysis
Write a short note on the following.
Ammonolysis
Account for the following:
Aniline does not undergo Friedel-Crafts reaction.
Write short note on Ammonolysis.
Write short note on the following:
Ammonolysis
Write a short note on the following.
Ammonolysis
Write a short note on the following.
Ammonolysis
