Because of the – R impact of the benzene ring, aromatic amines have lower availability of N atoms. As a result, the electrons on the N – atom in aromatic amines are difficult to transfer. As a...
Give a plausible explanation for each of the following:
(i) Why are alcohols more acidic than amines of comparable molecular masses?
(ii) Why do tertiary amines have lower boiling points than primary amines?
(i) protonation of amines gives amide ion. Similarly, alcohol gives away a proton which results in alkoxide ions. In an amide ion, the negative charge is on the N-atom, whereas in an alkoxide ion,...
Write the reactions of
(i) Aromatic with nitrous acid.
(ii) Aliphatic primary amines with nitrous acid.
(i) When aromatic amine reacts with nitrous acid (which is generated in situ from NaNO2) and a mineral acid like phosphoric acid, it produces nitrous oxide. (ii) When aliphatic primary amines react...
Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?
The Gabriel phthalimide synthesis is most commonly employed to make aliphatic primary amines. Nucleophilic substitution (SN2) of alkyl halides by the anion generated by the phthalimide is an example...
Complete the following reactions:
(i) (ii) (iii) Answer: (i) (ii) (iii)
Complete the following reactions:
(i) (ii) Answer: (i) (ii)
Complete the following reactions:
An aromatic compound ‘A’ on treatment with aqueous ammonia and heating forms compound ‘B’ which on heating with Bromine and KOH forms a compound ‘C’ of molecular formula C6H7N. Write the structures and IUPAC names of compounds A, B, and C.
Compound ‘C,' with the molecular formula C6H7N, is created by heating compound ‘B' with Br2 and KOH, according to the formula. This is a decomposition of Hoffmann bromamide. As a result, compound B...
Give the structures of A, B, and C in the following reactions:
(i) (ii) Answer: (i) (ii)
Give the structures of A, B, and C in the following reactions:
(i) (ii) Answer: (i) (ii)
Give the structures of A, B, and C in the following reactions:
Accomplish the following conversions:
(i) Benzyl chloride to 2 – phenylethanamine
(ii) Chlorobenzene to p – chloroaniline
(i) (ii)
Accomplish the following conversions:
(i) Benzoic acid to aniline
(ii) Aniline to 2, 4 ,6 – tribromofluorobenzene
(i) Benzoic acid to aniline <br>(ii) Aniline to 2, 4 ,6 – tribromofluorobenzene (i) (ii)
Accomplish the following conversions:
(i) Nitrobenzene to benzoic acid
(ii) Benzene to m – bromophenol
Write short notes on the following:
(i) Ammonolysis
(ii) Acetylation
(iii) Gabriel phthalimide synthesis.
(i) When an alkyl or benzyl halide reacts with an ethanolic solution of ammonia, the halogen atom is replaced by an amino ( – NH2) group in a nucleophilic substitution process. Ammonolysis is the...
Write short notes on the following:
(i) Hofmann’s bromamide reaction
(ii) Coupling reaction
(i) A primary amine with one carbon atom less than the original amide is formed when an amide is treated with bromine in an aqueous or ethanolic solution of sodium hydroxide. The Hoffmann bromamide...
Write short notes on the following:
(i) Carbylamine reaction(ii) Diazotisation
(i) The carbylamine reaction is a test for determining the presence of primary amines. Carbylamines (or isocyanides) are produced d when aliphatic and aromatic primary amines are heated with...
Describe a method for the identification of primary, secondary, and tertiary amines. Also, write chemical equations of the reactions involved.
Hinsberg's test can be used to identify and discriminate primary, secondary, and tertiary amines. The amines are allowed to react with Hinsberg's reagent, benzene sulphonyl chloride(C6H5SO2 Cl)....
How will you convert:
(i) Nitromethane into dimethylamine (ii) Propanoic acid into ethanoic acid
(i) (ii)
How will you convert:
(i) Ethanoic acid into propanoic acid (ii) Methanamine into ethanamine
(i) (ii)
How will you convert:
(i) Methanol to ethanoic acid (ii) Ethanamine into methanamine
(i) (ii)
How will you convert:
(i) Ethanoic acid into methanamine (ii) Hexanenitrile into 1–aminopentane
Arrange the following:
(i) In decreasing order of basic strength in the gas phase:\[{{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{N}{{\mathbf{H}}_{\mathbf{2}}},\text{ }{{\left( {{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}} \right)}_{\mathbf{2}}}\mathbf{NH},\text{ }{{\left( {{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}} \right)}_{\mathbf{3}}}\mathbf{N}\text{ }\mathbf{and}\text{ }\mathbf{N}{{\mathbf{H}}_{\mathbf{3}}}\] (ii) In increasing order of boiling point:\[{{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{OH},\text{ }{{\left( \mathbf{C}{{\mathbf{H}}_{\mathbf{3}}} \right)}_{\mathbf{2}}}\mathbf{NH},\text{ }{{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{N}{{\mathbf{H}}_{\mathbf{2}}}\] (iii) In increasing order of solubility in water:\[{{\mathbf{C}}_{\mathbf{6}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{N}{{\mathbf{H}}_{\mathbf{2}}},\text{ }{{\left( {{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}} \right)}_{\mathbf{2}}}\mathbf{NH},\text{ }{{\mathbf{C}}_{\mathbf{2}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{N}{{\mathbf{H}}_{\mathbf{2}}}\]
(i) There is no solvation effect in the gas phase. As a result, the + I impact is primarily responsible for the fundamental strength. The firmer the base, the larger the +I impact. In addition, the...
Arrange the following in increasing order of basic strength:
(a) Aniline, p-nitroaniline and p-toluidine
\[\left( \mathbf{b} \right)\text{ }{{\mathbf{C}}_{\mathbf{6}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{N}{{\mathbf{H}}_{\mathbf{2}}},\text{ }{{\mathbf{C}}_{\mathbf{6}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{NHC}{{\mathbf{H}}_{\mathbf{3}}},\text{ }{{\mathbf{C}}_{\mathbf{6}}}{{\mathbf{H}}_{\mathbf{5}}}\mathbf{C}{{\mathbf{H}}_{\mathbf{2}}}\mathbf{N}{{\mathbf{H}}_{\mathbf{2}}}.\]
(a) The presence of the electron-donating – CH3 group in p – toluidine boosts the electron density on the N-atom. As a result, p – toluidine has higher basicity than aniline. In the case of p...
Arrange the following:
(i) In decreasing order of the pKb values:C2H5NH2,C6H5NHCH3,(C2H5)2NH,C6H5NH2
(ii) In increasing order of basic strength: C6H5NH2,C6H5N(CH3)2,(C2H5)2NH,CH3NH2
(i) C2 H5 NH2 consists of one –C2 H5 group. (C2 H5 )2NH consists of two –C2 H5 groups. As a result, the +I effect in ( C2H5)2NH is greater than that in...
Account for the following:
(i) Aniline does not undergo Friedel-Crafts reaction.
(ii) Diazonium salts of aromatic amines are more stable than those of aliphatic amines.
(iii) Gabriel phthalimide synthesis is preferred for synthesizing primary amines
(i) Aniline does not undergo Friedel – Crafts reaction. In the presence of AlCl 3, the Friedel–Crafts reaction is carried out. However, we already know that AlCl 3 is acidic, whereas aniline is not....
Account for the following:
(i) Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.
(ii) Although the amino group is o– and p– directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
(i) Methylamine in the water when made to react with ferric chloride, precipitates hydrated ferric oxide. Water is less basic than methylamine due to the presence of the – CH3 group and the + I...
Account for the following:
(i) p Kb of aniline is more than that of methylamine.(ii) Ethylamine is soluble in water whereas aniline is not. (i) p Kb of methylamine is lesser than that of aniline : The electrons accessible on...
Give one chemical test to distinguish between the following pairs of 2:
(i) Ethylamine and aniline (ii) Aniline and benzylamine(iii) Aniline and N-methylaniline. (i) azo–dye test can distinguish aniline & Ethylamine. When aromatic amines react...
Give one chemical test to distinguish between the following pairs of compounds:
(i) Methylamine and dimethylamine (ii) Secondary and tertiary amines\ (i) dimethylamine & Methylaminecan be made notable by the carbylamine test. When aliphatic and aromatic primary amines...
Write IUPAC names of the following compounds and classify them into primary, secondary, and tertiary amines: (i) C6H5NHCH3 (ii) (CH3CH2)2NCH3 (iii) m–BrC6H4NH2
(i) N – Methyl benzamine or N – methylaniline ( 20 amine ) (ii) N – Ethyl – N – methyl ethanamine ( 30 amine ) (iii) 3 – Bromobenzenamine or 3 – bromoaniline ( 10 amine...
Write IUPAC names of the following compounds and classify them into primary, secondary, and tertiary amines.
(i) CH3 NH CH ( CH3 )2 (i) ( CH3 )3 CNH 2 (i) N – Methyl – 2 – methyl ethanamine ( 20 amine ) (ii) 2 – Methylpropan – 2 – amine ( 10 amine...
Write IUPAC names of the following compounds and classify them into primary, secondary, and tertiary amines.
(i) ( CH3 )2 CH NH 2 (ii) CH3 ( CH2 )2 NH 2