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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
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.
Isobutylamine is an example of ______.
Choose the most correct option.
Carbylamine test is given by ____________.
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Write the number of moles of ethanoyl chloride required for complete acylation of N, N-dimethylaniline.
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Reason: Bromine catalyses hydrolysis of acetamide.
\[\ce{Aniline + benzoylchloride ->[NaOH] C6H5 - NH - COC6H5}\] this reaction is known as ____________.
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\[\ce{C6H5NO2 ->[Fe/HCl] A ->[NaNO2/HCl][273 K] B ->[H2O][283 K] C}\] ‘C’ is:
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IUPAC name for the amine is:
\[\begin{array}{cc}
\phantom{.}\ce{CH3}\\
|\phantom{..}\\
\ce{CH3 - N - C - CH2 - CH3}\\
\phantom{.}|\phantom{.....}|\phantom{........}\\
\phantom{}\ce{CH3}\phantom{..}\ce{C2H5}\phantom{....}
\end{array}\]
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Write a short note on the following.
Ammonolysis
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Gabriel phthalimide synthesis
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Schotten-Baumann reaction
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Carbylamine reaction
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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 basic strength in gas phase (C2H5)NH2, (C2H5)NH, (C2H5)3N and NH3.
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.
Identify A, B and C.
\[\ce{CH3 - NO2 ->[LiAlH4] A ->[2CH3CH2Br] B ->[H2SO4] C}\]
How will you convert diethylamine into N-nitrosodiethylamine?
The following amine can be classified as (C2H5)2NH:
Arrange the following in the increasing order of their basic strength:
C2H5NH2, C6H5NH2, (C2H5)2NH
Complete the following reaction.

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:
(C2H5)2CHNH2
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Reason R: Nitrating mixture is a storng acidic mixture.
In the light of the above statements, choose the correct answer from the options given below:
Among the following, which is the strongest base?
Arrange the increasing order of solubility in water.
\[\ce{C2H5Cl, C2H5NH2, C2H5OH}\]
Write a short note on the following.
Ammonolysis
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Ammonolysis
Define Amines.
Account for the following:
Aniline does not undergo Friedel-Crafts reaction.
Write a short note on the following.
Ammonolysis
Write a short note on the following.
Ammonolysis
