Organic Chemistry : Mock Test

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1. Explain why
p-fluorobenzoic acid is a weaker acid than p-chlorobenzoic acid ?

2. Does the absence of chiral C atom  always make a molecule  optically
active?

3.Out of C6H5CH2Cl
& C6H5CHClC6H5, Which is more
easily hydrolysed by aq. KOH ?

4. Why AgCl is  not soluble in water but soluble in
amines?

5. Predict : CCl2
is a nucleophile or electrophile ?

6.
Why it is
essential to control pH during the reaction of NH3 derivative on
aldehydes & ketones .

7. Give one test
to distinguish b/n ethylamine from aniline.

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8. p-Dichlorobenzene has higher m.p & solubility than those of o- & m- isomers.Discuss

9. Complete the following reaction:

a. CH3OH  +  CO      Rh      =                           b. (CH3)3COH    Cu  at 573 K    =    

10.(i) Write structures of
different isomeric amines corresponding to the molecular  formula, C4H11N.

(ii) What type of isomerism is exhibited by different pairs of amines?

11. Explain
why R – Cl is hydrolysed to R – OH slowly but the reaction is rapid if
catalytic amounts of KI are added to the   reaction mixture.

12. Suggest  a test
for  distinguishing b/n  the following pairs:

a. Aqueous  solutions
of phenol and benzoic  acid . b.
Aqueous  solutions of formaldehyde  and acetaldehyde

13. Explain nitration on
aniline.

14. Arrange the following in the order of nucleophilic addition reaction – Benzaldehyde , p-tolualdehyde , p-nitrobenzaldehyde, acetophenone

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15.Predict the order of
reactivity of following compds. in SN1 & SN2
reactions: (i)The four isomeric bromo butanes

(ii) C6H5CH2Br,C6H5CH(C6H5)Br,C6H5CH(CH3)Br,C6H5C(CH3)(C6H5)Br

16. Why protonation of phenol
is not possible , but that of alcohols is possible ?

17. (i) Why cyclohexanone
form cynohydrin in good yield but
2,2,6-trimethylcyclohexanone doe s not
explain ?

(ii) Although phenoxide ion has more number
of resonating structures than carboxylate ion,Carboxylic acid is a stronger acid than phenol. Why?

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18. Compare M.pt. & B.pt.
of o-dichloro benzene & p-dichlorobenzene.

19. Give the order of basic
strength of 10 , 20 & 30 amine in  (a) in aq. Medium  (b) in non aq. Medium    (c) for aromatic amines

20. Give mechanisms  of following reactions:    a. Alcohol to ether         b. Alcohol to alkene.

21. Name  the reagents  used in the following  reaction:

a. Oxidation  of a primary  alcohol to carboxylic  acid

b.   Oxidation of primary alcohol to an aldehyde .

c.  Bromination  of phenol  to 2,4,6-tribromophenol

d.  Benzyl alcohol to benzoic acid .

e.  Dehydration  of propan-2-ol to propene

f.  Butan-2-one to butan-2-ol .

22. How  will your bring about the following  conversions in not more than two steps?

a. Benzaldehyde to Benzophenone b.
Bromobenzene to  1- Phenylethanol

c. Benzoyl chloride  to Benzonitrile

23. (i) There are two –NH2 groups in semicarbazide. However, only one is involved in the formation of semicarbazones.

(ii) During the preparation of esters
from a carboxylic acid and an alcohol in the presence of an acid  catalyst, the water

or the ester should be removed  as soon as it is formed.

24. Describe the following:

a. Trans – esterification      b. Cross aldol condensation  c. Hofmann bromamide reaction

25. (i) Why are amines less acidic than alcohols of comparable molecular masses?

(ii) Why do primary amines have higher
boiling point than tertiary amines?

(iii) Why are aliphatic amines stronger bases than aromatic amines?

26. (a) Describe a method for the identification of primary, secondary and tertiary amines.Also write chemical equations of

the reactions involved.

(b) How will you prepare (i)
Cinnamaldehyde (ii) Cinnamic acid

27. An organic compound (A) having molecular formula C9H10O forms an orange red precipitate (B) with 2, 4 - DNP reagent.

Compound (A) gives a  yellow precipitate (C) when heated in the
presence of iodine and NaOH along with a colourless

compound (D). (A) does not reduce
Tollen’s reagent or Fehling’s solution nor does it decolorise bromine water. On
drastic

oxidation of (A) with chromic acid, a
corboxylic acid (E) of molecular formula C7H6O2
is formed. Deduce the structures

of the organic compounds (A) to (E).

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