Reaction of aliphatic and aromatic 10 amine with HNO2 (NaNo2+ HCl)- Identify the same in NCERT with page

no-------------------------------------------------

page no----------------------- page no-----------------------------

Stable why? -----------------------------------------------------------
unstable
Name of reaction given above is ------------------------------------------------------

1.Differentiating reactions of Aniline and Phenol

colour based orange & yellow
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Coupling reaction.

2. conversion based questions from nitro benzene to

phenol, iodobenzene fluorobenzene,etc
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3. Gatterman & Sandmayer reaction-

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Important notes

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Example 9.5-How will you convert 4-nitrotoluene to 2-bromobenzoic acid ?

 Intext QuestionConvert (i) 3-Methylaniline into 3-nitrotoluene. (ii) Aniline into 1,3,5 – tribromobenzene

Account for the following: Please note down key point in front of reasoning based questions-
(i) PKb of aniline is more than that of methylamine. ---------------------------------------------------------------------------------------------------------------------------------------------
(ii) Ethylamine is soluble in water whereas aniline is not.----------------------------------------------------------------------------------------------------------------------------------------
(iii) Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.---------------------------------------------------------------------------------------------
(iv) Although amino group is o– and p– directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-
nitroaniline. --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
(v) Aniline does not undergo Friedel-Crafts reaction.----------------------------------------------------------------------------------------------------------------------------------------------
(vi) Diazonium salts of aromatic amines are more stable than those of aliphatic amines.-----------------------------------------------------------------------------------------------
(vii) Gabriel phthalimide synthesis is preferred for synthesising primary amines.----------------------------------------------------------------------------------------------------------
(viii) Why are amines less acidic than alcohols of comparable molecular masses? --------------------------------------------------------------------------------------------------------
(ix) Why do primary amines have higher boiling point than tertiary amines?----------------------------------------------------------------------------------------------------------------
(x) Why are aliphatic amines stronger bases than aromatic amines? ---------------------------------------------------------------------------------------------------------------------------
(xi)Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?--------------------------------------------------------------------------------------------
Gabriel phthalimide synthesis (i) 10 halo-alkane undergoes nucleophilic sub. Reaction ---Reason for primary amines formation For any
(ii) Aryl halide do not under nucleophilic sub. Reaction -------------------------------------------- Reason for not formation aromatic amine amines ques. Of
0
(iii) 2 halo-alkane under goes elimination reaction instead nucleophilic substitution ----- Reason for not formation secondary amine amines G. Phth.

Give one chemical test to distinguish between the following pairs of compounds. Aniline will give- coupling reaction / Methylamine will give – carbylamines rexn
(i) Methylamine and dimethylamine

(ii) Secondary and tertiary amines

(iii) Ethylamine and aniline

(iv) Aniline and benzylamine

(v) Aniline and N-methylanilin

Arrange the following: (i) In decreasing order of the pKb values: C2H5NH2 , C6H5NHCH3 , (C2H5 )2NH and C6H5NH2

(ii) In increasing order of basic strength: C6H5NH2 , C6H5N(CH3)2 , (C2H5 )2NH and CH3NH2

(iii) In increasing order of basic strength: (a) Aniline, p-nitroaniline and p-toluidine (b) C 6H5NH2 , C6H5NHCH3 , C6H5CH2NH2 .

(iv) In decreasing order of basic strength in gas phase: C2H5NH2 , (C2H5 )2NH, (C2H5 )3N and NH3

(v) In increasing order of boiling point: C2H5OH, (CH3 )2NH, C2H5NH2

(vi) In increasing order of solubility in water: C6H5NH2 , (C2H5 )2NH, C2H5NH2 .

Arrange the following in increasing order of their basic strength: (i) C2H5NH2 , C6H5NH2 , NH3 , C6H5CH2NH2 and (C2H5 ) 2NH

(ii) C2H5NH2 , (C2H5 ) 2NH, (C2H5 ) 3N, C6H5NH2

(iii) CH3NH2 , (CH3 ) 2NH, (CH3 ) 3N, C6H5NH2 , C6H5CH2NH2

Write short notes on the following: (i) Carbylamine reaction -------------------------------------------------------------------------------------------------------------------------------

(ii) Diazotisation-------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
(iii) Hofmann’s bromamide reaction ----------------------------------------------------------------------------------------------------------------------------------------------------------------
(iv) Coupling reaction-----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------

complete the reaction here -