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AMINES

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0% found this document useful (0 votes)
14 views

AMINES

Uploaded by

sm2524363
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Download as PDF, TXT or read online on Scribd
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AMINES – Frequently asked question

1. How will you synthesize propanamine by Gabriel phthalimide synthesis? Write


relevant chemical reactions.

2. Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.

3. Write IUPAC names of the following compound:


(i) CH3NHCH(CH3)2 (ii) (CH3)2N−CH2CH3 (iii) (CH3CH2)2NCH3

4. How will you convert the following:


(A) Nitrobenzene into aniline (B) Ethanoic acid into methanamine

5. Arrange the following compounds in the increasing order of their basic strength in
aqueous solution: CH3NH2, (CH3)3 N, (CH3)2NH

6. What is Hinsberg reagent?

7. Account for the following:


(A) Aniline cannot be prepared by the ammonolysis of chlorobenzene under
normal conditions.
(B) N-ethylethanamine boils at 329.3 K and butanamine boils at 350.8 K,
although both are isomeric in nature.
(C) Acylation of aniline is carried out in the presence of pyridine.

8. Convert the following:


(A) Phenol to N-phenylethanamide.
(B) Chloroethane to methanamine.
(C) Propanenitrile to ethanol.

9. What happens when:


(A) N-ethylethanamine reacts with benzenesulphonyl chloride.
(B) benzylchloride is treated with ammonia followed by the reaction with
Chloromethane.
(C) aniline reacts with chloroform in the presence of alcoholic potassium
hydroxide.

10. (A) Write the IUPAC name for the following organic compound:
(B) Complete the following:

11. Give reasons:


(A) Ammonolysis of alkyl halides is not a good method to prepare pure primary
amines.
(B) Aniline does not give Friedel-Crafts reaction.
(C) Although −NH2 group is o/p directing, yet aniline on nitration gives a good
yield of mnitroaniline.

12. Write equations involved in the following reactions:


(A) Ethanamine reacts with acetyl chloride.
(B) Aniline reacts with bromine water at room temperature
(C) Aniline reacts with chloroform and ethanolic potassium hydroxide.

13. (A) Write the IUPAC name for the following organic compound:
(CH3CH2)2NCH3
(B) Write the equations for the following:
(i) Gabriel pthalimide synthesis
(ii) Hoffmann bromamide degradation

14. Arrange the following compounds in decreasing order of their boiling points:
Butanol, Butanamine, Butane

15. How will you distinguish between the following pairs of compounds?
(A) Aniline and ethanamine
(B) Aniline and N-methylaniline
16. Arrange the following in increasing order of base strength in gas phase.
(C2H5)3 N, C2H5NH2, (C2H5)2NH

17. Carry out the following conversion: Bromomethane to ethanol.

18. Carry out the following conversions: Benzoic acid to aniline

19. Give a simple chemical test to distinguish between the following pair of
compounds: (CH3)2NH and (CH3)3 N

20. Write the chemical equations involved in the following reactions:


Hoffmann-bromamide degradation reaction.
21. Describe the following by giving the relevant chemical equation:
Carbylamine reaction

22. Give reason: (CH3)2NH is more basic than (CH3)3 N in an aqueous solution.

23. (A) Give a simple chemical test to distinguish between aniline and N,N-
dimethylaniline.
(B) Arrange the following in the increasing order of their pKb values:
C6H5NH2, C2H5NH2, C6H5NHCH3

24. Give reasons for the following:


Primary amines have higher boiling point that tertiary amines?

25. Illustrate the following reactions giving suitable example in each case:
(A) Ammonolysis (B) Acetylation of amines

26. How do you convert the following:


ethanenitrile to ethanamine

27. An aromatic compound 'A' on treatment with aqueous ammonia and heating forms
compound ' B ' which on heating with Br2 and KOH forms a compound ' C ' of
molecular formula C6H7N. Write the structures and IUPAC names of compounds A,
B, and C.

28. Account for the following:


Ethylamine is soluble in water whereas aniline is not.

29. Give the structures of products 𝑋, 𝑌 and 𝑍 in the following reactions:

30. How will you convert the following: Aniline to N-phenylethanamide.

31. An organic compound with molecular formula C7H7NO2 exists in three isomeric
forms, the isomer '𝐴 ' has the highest melting point of the three. 'A' on reduction gives
compound 'B' with molecular formula C7H9N. 'B' on treatment with NaNO2/HCl at 0 –
50C to form compound ' C '. On treating C with H3PO2, it gets converted to 𝐷 with
formula C7H8, which on further reaction with CrO2Cl2 followed by hydrolysis forms
'E' C7H6O. Write the structure of compounds 𝐴 to E. Write the chemical equations
involved.

32. Give reasons for the following observations:


(A) Aniline is acetylated before nitration reaction.
(B) pKb of aniline is lower than the m-nitroaniline.
(C) Primary amine on treatment with benzenesulphonyl chloride forms a
product which is soluble in NaOH however secondary amine gives product which is
insoluble in NaOH.
(D) Aniline does not react with methyl chloride in the presence of anhydrous
AlCl3 catalyst.

33. Write the structures of 𝐴 and 𝐵 in the following reactions:


C6H6N2+Cl- ⟶ CuCN A ⟶H2O/H+ B

34. Carry out the following conversion: p-nitrotoluene to 2-bromobenzoic acid.

35. Write the structure of the main product of the following reaction:

36. Complete the following reaction equation:


C6H5N2+Cl− + H3PO2 + H2O ⟶
37. The conversion of primary aromatic amines into diazonium salts is known as:

38. (A) Write the reaction involved in the following: Diazotisation


(B) Give reason: Aromatic diazonium salts are more stable than aliphatic diazonium
salts.

39. (A) How will you convert aniline into p-bromoaniline? Write relevant chemical
equation.
(B) Arrange following in increasing order basic strength:
(i) Aniline, 𝑝-nitroaniline, 𝑝-toluidine
(ii) Aniline, ammonia, ethanamine

40. Explain following:


(A) Aniline does not undergoes Friedel-Crafts reaction.
(B) Aniline is less basic than cyclohexylamine.
(C) Aromatic amines cannot be synthesized by Gabriel phthalimide synthesis.
]
41. An aromatic compound ' 𝐴 ' of molecular formula C7H7ON undergoes a series of
reaction as shown below. Write the structures of 𝐴, 𝐵, 𝐶, 𝐷 and 𝐸 in the following
reactions:

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