Amines Flashcards

1
Q

Drawback of ammonolysis of alkyl halides

A

A mixture of compds are obtained

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2
Q

What will be formed when OH is used instead of H for hydrolysis in gabriel phthalimide synthesis?

A

The compound’s salt will be formed

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3
Q

Why can’t aromatic amines be formed by Gabriel reaction?

A

Due to difficulty of aryl group to react due to partial double bond, instability of phenyl cation, sp³ attached to sp² and presence of e’ rich benzene

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4
Q

Why is Fe/HCl preferred over Sn/HCl for reduction of nitro group?

A

Since HCl is produced as 1 of the products which can later be used by Fe again to give H+ used for reduction

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5
Q

Why can’t LiAlH4 be used with aliphatic compds?

A

It will not give amines

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6
Q

Why are aliphatic amines more basic than aromatic?

A

Since lone pair in aromatic is used for resonance

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7
Q

For acylation of amines, which doesn’t react?

A

3° amine since it doesn’t have H on it.

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8
Q

Hinsberg reagent

A

Benzene sulphonyl chloride

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9
Q

Hisnberg reagent will not react with?

A

3° amine since it doesn’t have H

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10
Q

Test to distinguish amines

A

Hinsberg reagent test which is not given by 3° amine

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11
Q

3methyl aniline to 3 nitrotoluene

A

Diazotization + NaNO2(Cu, heat)

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12
Q

aniline + benzoyl chloride

A

N phenyl benzamide

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13
Q

aniline to 1,3,5-tribromobenzene

A

Br2/H2O + Diazotization + Cu(H3PO3 + H2O)

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14
Q

distinguish ethylamine & aniline

A

azo dye test(HNO2 + HCl) + dil.NaOH

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15
Q

Distinguish Aniline & benzylamine

A

HNO2 + H2O

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16
Q

Why is pKb of aniline more than that of methyl amine?

A

E` pair is involved in conjugation so it is less available for protonation than methylamine

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17
Q

Why Ethylamine is soluble in water but aniline is not?

A

H bonding but in aniline, due to bulky part, bonding is less

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18
Q

Methyl amine in water reacts with FeCl3 to ppt rust

A

Methylamine is more basic than water so it accepts a proton from water

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19
Q

Why although amino group is o- & p- directing in aromatic electrophilic substitution, aniline on nitration also gives m-nitroaniline?

A

aniline gets protonated in the presence of conc. HNO3 & conc H2SO4 to form anilium ion which is m- directing

20
Q

Aniline doesn’t undergo Friedel Crafts reaction. Why?

A

Aniline begin a lewis base forms a complex with AlCl3, a lewis acid. So N of aniline becomes +ve & acts a strong deactivating group

21
Q

Diazonium salts of aromatic amines are more stable than those of aliphatic amines. Why?

A

Aromatic amines are resonance stabilised unlike in aliphatic amines.

22
Q

Gabriel phthalimide synthesis is preferred for synthesising primary amines. Why?

A

It produces primary amines only without traces of secondary or tertiary amines.

23
Q

ethanoic acid to methanamime

A

SOCl2 + NH3 + Hoffmann

24
Q

hexanenitrile to aminopentane

A

H3O(partial) + Hoffmann

25
Q

Methanol to ethanoic acid

A

PCl5 + KCN + H3O

26
Q

Ethanamine to methanamine

A

HNO2+ K2Cr2O7 + NH3 + hoffmann

27
Q

Ethanoic acid to propanoic acid

A

LiAlH4 + P/I2 + KCN + H2O

28
Q

Methanamine to ethanamine

A

HNO2 + P/I2 + KCN + Reduction

29
Q

Nitromethane to dimethyl amine

A

Sn/HCl + carbylamine + [H]

30
Q

Propanoic acid to ethanoic acid

A

NH3 heat + Hoffmann + HNO2 + K2Cr2O7

31
Q

Nitrobenzene to benzoic acid

A

Sn/HCl + diazodization + CuCN + H2O

32
Q

Benzene to m-bromophenol

A

Nitration + Bromination + Sn/HCl + Diazotisation + H2O

33
Q

Aniline to 2,4,6-trobromoflurobenzene

A

3br2 + diazotisation + HBF4

33
Q

Benzoic acid to aniline

A

NH3 + Hoffmann

34
Q

Benzyl chloride to 2 phenyl ethanamide

A

KCN + 4[H]

35
Q

Chlorobenzene to p-chloroaniline

A

nitration + Sn/HCl

36
Q

Aniline to p-bromoaniline

A

(CH3CO)2O + Br2/CH3COOH + H3O

37
Q

Benzamide to toluene

A

Hoffmann + diazotisation + H3PO2/H2O + acylation

38
Q

Aniline to benzyl alcohol

A

Diazotisation + CuCN + 4[H] + HNO2

39
Q

Hydrolysis of CN gives

A

acid

40
Q

Partial hydrolysis of CN gives

A

amide group

41
Q

reduction of CN gives

A

amine

42
Q

Hydrolysis of diazonium salt gives

A

Phenol

43
Q

Acyl group with NH3 gives

A

Amide

44
Q

Heating of diazonium salt with water gives

A

Phenol

45
Q

Phenol + PCl5 gives

A

Chlorobenzene

46
Q

Acid + NH3 gives

A

Amide