Ch-8

Answer all the questions in short 30 X 1 = 30

1. Primary alcohol on oxidation gives

a) aldehyde b) ketones

c) both (a) and (b) d) neither (a) nor (b)

Match the following :

Reaction Type

Reaction of aldehydes with

a i decarboxylation
NaHSO3
2. b Halogenation of benzoic acid ii reduction

electrophilic
c Wolff kishner reaction iii
addition

nucleophilic
d Kolbe's electrolytic method iv
addition

a) a - ii , b - iii , c - iv , d - i b) a - iii , b - i , c - ii , d - iv

c) a - iv , b - iii , c - ii , d - i d) a - ii , b - i , c - iv , d - iii

3. Toluene is oxidised by acidified KMnO4 to

a) salicylic acid b) benzyl alcohol c) benzaldehyde d) benzoic acid

Ester Flavour

A Amyl acetate I Orange

4. B Octyl acetate II Pineapple

C Amyl butyrate III Banana

D Ethyl butyrate IV Apricot

a) a - iv , b - i , c - ii , d - iii b) a - iii , b - i , c - iv , d - ii
c) a - iv , b - iii , c - ii , d - i d) a - iii , b - ii , c - i , d - iv

5. Hydrogenation of benzoyl chloride in the presence of Pd on BaSO4 gives

a) benzyl alcohol b) benzaldehyde c) benzoic acid d) phenol

Pick out the correct statements.

(i) Ketones restore the red colour of Schiff's reagent.
6. (ii) In Fehlings solution test aldehydes convert Cu2O into Cu2+ ions.
(iii) Aldehydes reduce Tollens reagent to metallic silver.
(iv) Benedicts solution is a mixture of CuSO4 + sodium citrate + NaOH

a) (i) & (ii) b) (ii) & (iii)

c) (iii) & (iv) d) (i) & (iv)

Pick out the incorrect statements.

(i) By Rosenmund reduction formaldehyde and ketones cannot be prepared.
(ii) If BaSO4 is not used in Rosenmund reduction the product will be an alcohol.
7.
(iii) In Stephen's reaction alkyl cyanides are reduced to amines which on hydrolysis give
corresponding aldehydes.
(iv) In Etard's reaction chromyl chloride is used as a reducing agent.

a) (i) & (ii) b) (ii) & (iii)

c) (iii) & (iv) d) (i) & (iv)

Pick out the incorrect statements.

(i) Benzoic acid undergoes Friedel crafts reaction at meta position.
(ii) Carboxyl group is deactivating and aromatic carboxylic acids undergo electrophilic
8.
substitution at meta position.
(iii) Formic acid contains both aldehyde as well as an acid group.
(iv) A stronger acid will have lower Ka value but higher pKa value.

a) (i) & (ii) b) (ii) & (iii)

c) (iii) & (iv) d) (i) & (iv)

Assertion: Formaldehyde is a gas at room temperature.

9.
Reason: Acetaldehyde is a volatile liquid.
a) Both assertion and reason are true b) Both assertion and reason are true
and the reason is the correct but the reason is not the correct
explanation of the assertion explanation of the assertion

d) Both assertion and reason are false

c) Assertion is true but reason is false
statements

Assertion: Nucleophilic addition reactions reaction is the most common reactions of

10. aldehydes and ketones.
Reason: The carbonyl carbon carries a small degree of positive charge.

a) Both assertion and reason are true b) Both assertion and reason are true
and the reason is the correct but the reason is not the correct
explanation of the assertion explanation of the assertion

d) Both assertion and reason are false

c) Assertion is true but reason is false
statements

Assertion: Aldehydes and ketones can be easily reduced to primary and secondary
alcohols respectively.
11.
Reason: The most commonly used reducing agents are Lithium Aluminium hydride
(LiAlH4), and Sodium borohydride (NaBH4).

a) Both assertion and reason are true b) Both assertion and reason are true
and the reason is the correct but the reason is not the correct
explanation of the assertion explanation of the assertion

d) Both assertion and reason are false

c) Assertion is true but reason is false
statements

Assertion (A) : The boiling point of aldehydes and ketones are much lower than those
of corresponding alcohols and carboxylic acids.
12.
Reason (R) : The dipole - dipole interactions of carbonyl group is stronger than
intermolecular hydrogen bonding.

b) Both A and R are correct, R does not

a) Both A and R are correct, R explains A
explain A

c) A is correct, but R is wrong d) A is wrong, but R is correct

 Assertion (A) : Aldol condensation between two different aldehydes or ketones is not
very useful.
13.
Reason (R) : In crossed aldol condensation the product is usually a mixture of all
possible condensation products and cannot be separated easily.

b) Both A and R are correct, R does not

a) Both A and R are correct, R explains A
explain A

c) A is correct, but R is wrong d) A is wrong, but R is correct

Assertion : Fehling solution does not oxidise benzaldehyde to benzoic acid.

14. Reason : Fehling solution is a alkaline solution of copper sulphate containing Rochelle
salt.

a) (A) and (R) are true and (R) is the b) Both (A) and (R) are true but (R) does
correct explanation of (A) not explain (A)

c) (A) is true but (R) is false d) Both (A) and (R) are false

Assertion : 100% pure acetic acid is called glacial acetic acid.

15.
Reason : Its called so as it forms ice like crystals when cooled.

a) (A) and (R) are true and (R) is the b) Both (A) and (R) are true but (R) does
correct explanation of (A) not explain (A)

c) (A) is true but (R) is false d) Both (A) and (R) are false

Assertion : pKa value of acetic acid is lower than that of phenol

16.
Reason : Phenoxide ion is more resonance stabilised than acetate ion

a) (A) and (R) are true and (R) is the b) Both (A) and (R) are true but (R) does
correct explanation of (A) not explain (A)

c) (A) is true but (R) is false d) Both (A) and (R) are false

17. Formic acid contains _______ groups.

a) aldehyde b) carboxylic acid

c) alcohol d) both (a) and (c)

18. Acetaldehyde does not answer _____ .

a) Iodoform test b) Lucas test

c) Benedict test d) Tollen's reagent test

19. Which of the aldehyde is most reactive?

a) C6H5CHO b) CH3CHO

c) HCHO d) CH3 - CH2 - CHO

20. Benzoin is _______ .

a) an α - hydroxy aldehyde b) β - hydroxy aldehyde

c) β - hydroxy ketone d) α - hydroxy ketone

21. Acetone on oxidation with conc.HNO3 gives

a) formic acid b) acetic acid

c) both formic acid & acetic acid d) none of the above

22. 2 - methyl but - 2 - ene on ozonlysis gives

a) ethanal b) propanone

c) both ethanal & propanone d) none of the above

23. Methyl magnesium bromide is converted into acetic acid by reacting with

a) CH3CHO b) HCHO

c) CO2 d) CH3COCH3

24. Weakest acid among the following is

a) acetic acid b) phenol c) water d) acetylene

25. The compound used in the preparation of malachite green is

a) Acetaldehyde b) benzaldehyde c) Acetone d) acetophenone

26. Acetone and Propionaldehyde are isomers

a) Chain b) Position c) Functional d) optical

27. Dry distillation of calcium acetate gives

a) acetaldehyde b) acetone c) benzaldehyde d) benzophenone

The reagents which can be used to distinguish acetophenone from benzophenone is

28.
(are)

a) 2 , 4 di nitro phenyl hydrazine b) aqueous solution of NaHSO3

c) Benedict reagent d) I2 and Na2CO3

29. Perspex obtained from

a) formaldehyde b) Acetone c) Acetaldehyde d) Benzaldehyde

30. Carboxylic acids are more acidic than phenol and alcohol because of

a) inter molecular hydrogen bonding b) formation of dimers

d) greater resonance stabilisation of

c) highly acidic hydrogen
their conjugate base

Answer all the questions in short 20 X 2 = 40

31. How will you prepare benzoic acid using Grignard reagent?

32. What happens when n - propyl benzene is oxidised using H+ / KMnO4?

33. What is the action of HCN on 2,4 - dichloro benzaldehyde?

How are the following conversion effected?

34.
propanal into butanone

35. Write about Stephen's reaction

36. Illustrate Popoff's rule

37. Write briefly about haloform reaction

38. Write Perkin's reaction.

39. Write Claisen Schmidt reaction.

40. Write Hoffmann's reaction.

41. What happens when acetamide undergoes dehydration?

42. What happens when acetyl chloride undergoes reduction?

43. Give the reduction of acetic acid using phosphorous.

44. What happens when benzoic acid reacts with Br2 / FeBr3

45. What happens when benzoic acid reacts with con. HNO3 / con.H2SO4

Predict the formula of the product in the following reaction.

46.
C6H5COCH + NH2OH → ?

47. Why lower member of carbonyl compounds are miscible with water?

48. Why aldehyde and ketone have high dipole moment?

Though benzophenone gives all reactions of carbonyl compounds, it does not form
49.
addition product with NaHSO3. Give reason.

50. Butanol has higher boiling point than Butanal. Justify