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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
Give reasons for the following:
CH3NH2 is more basis than C6H5NH2.
Choose the most correct option.
The hybridisation of nitrogen in primary amine is ____________.
Choose the most correct option.
Which type of amine does produce N2 when treated with HNO2?
Choose the most correct option.
Identify ‘B’ in the following reactions
\[\ce{CH3 - C ≡ N ->[Na/C2H5OH] A ->[NaNO2/dilHCl]B}\]
What are amines?
How are amines classified?
Write the number of moles of ethanoyl chloride required for complete acylation of N, N-dimethylaniline.
How are amines classified depending on the functional group? Give one example of each class of amines.
Assertion: Acetamide on reaction with KOH and bromine gives acetic acid.
Reason: Bromine catalyses hydrolysis of acetamide.
\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2/HCl][273 K] B ->[H2O][283 K] C}\] ‘C’ is:
Which one of the following is most basic?
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.
Carbylamine reaction
How will you distinguish between primary secondary and tertiary aliphatic amines?
Account for the following.
pKb of aniline is more than that of methylamine.
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.
Account for the following.
Although amino group is o- and p-directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
Arrange the following:
In increasing order of solubility in water:
C6H5NH2, (C2H5)2NH, C2H5NH2
Arrange the following.
In decreasing order of basic strength in gas phase (C2H5)NH2, (C2H5)NH, (C2H5)3N and NH3.
Arrange the following.
In increasing order of boiling point C6H5OH, (CH3)2NH, C2H5NH2.
Arrange the following.
In decreasing order of the pKb values C2H5NH2, C6H5NHCH3, (C2H)2NH and CH3NH2.
How will you prepare propan-1-amine from propanamide?
Identify A, B and C.
\[\ce{CH3 - NO2 ->[LiAlH4] A ->[2CH3CH2Br] B ->[H2SO4] C}\]
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:

The main product is formed by treating an alkyl or benzyl halide with excess ammonia ____________.
Complete the following reaction.

The amine formed from an amide by mean of bromine and alkali has how many number of carbon atoms?
The reaction of NHO2 with 'A' gives quartering ammonium salt. A is which of the following?
\[\begin{array}{cc}
\ce{O}\phantom{.........}\\
||\phantom{.........}\\
\ce{H - \underset{(A)}{C} - NH - CH3}
\end{array}\]
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:

Which among the following is the strongest Bronsted base?
Write short notes on the following
Ammonolysis
Write a short note on the following.
Ammonolysis
Write short note on the following.
Ammonolysis
Define Amines.
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 a short note on the following.
Ammonolysis
Write a short note on the following.
Ammonolysis
