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#### Organic Nitrogen Compounds Model Question Paper 1

12th Standard EM

Reg.No. :
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Chemistry

Time : 01:00:00 Hrs
Total Marks : 50
5 x 1 = 5
1. CH3CH2 Br $\overset { aqNaOH }{ \underset { \Delta }{ \longrightarrow } } A\overset { { KMnO }_{ 4 }{ /H }^{ + } }{ \underset { \Delta }{ \longrightarrow } } B\overset { { NH }_{ 3 } }{ \underset { \Delta }{ \longrightarrow } } C\overset { { Br }_{ 2 }/NaOH }{ \longrightarrow } D'D'is$

(a)

bromomethane

(b)

$\alpha$-bromo sodium acetate

(c)

methanamine

(d)

acetamide

2. Which of the following reaction is not correct.

(a)

CH3 CH2 NH2 $\overset { { HNO }_{ 2 } }{ \longrightarrow }$CH2 CH2 OH + N2

(b)

(c)

CH2 CONH2 $\overset { { Br }_{ 2 }/NaOH }{ \longrightarrow }$CH NH2

(d)

none of these

3. C5HN13 reacts with HNO2 to give an optically active compound – The compound is

(a)

pentan – 1- amine

(b)

pentan – 2- amine

(c)

N,N – dimethylpropan -2-amine

(d)

N – methylbutan – 2-amine

4. Which among the following reactions will give a secondary amine?

(a)

${ CH }_{ 3 }CO{ NH }_{ 2 }\underrightarrow { { Br }_{ 2 }/KOH }$

(b)

${ CH }_{ 3 }{ CONH }_{ 3 }\underrightarrow { { LIAlH }_{ 4 } }$

(c)

${ CH }_{ 3 }CN\xrightarrow [ Na/{ C }_{ 2 }{ H }_{ 5 }OH ]{ }$

(d)

${ CH }_{ 3 }NC\underrightarrow { { LiAlH }_{ 4 } }$

5. Identify the product of the following reaction.
CH3Mg Br + CI - CN ⟶ ?

(a)

ethanenitrile

(b)

acetamide

(c)

propanenitrile

(d)

acetaldoxime

6. 5 x 2 = 10
7. Write down the possible isomers of the C4H9NO2 give their IUPAC names

8. There are two isomers with the formula  CH3NO2. How will you distinguish between them?

9. Define tautomerism.

10. Two isomers having the molecular formula C2H5NO2 on hydrolysis in acidic medium gives (A) and (B). Identify (A) and (B) and explain the reactions involved.

11. What is chloropicrin?

12. 5 x 3 = 15
13. How will you distinguish between primary secondary and tertiary alphatic amines.

14. Account for the following
i. Aniline does not undergo Friedel – Crafts reaction
ii. Diazonium salts of aromatic amines are more stable than those of aliphatic amines
iii. pKb of aniline is more than that of methylamine
iv. Gabriel phthalimide synthesis is preferred for synthesising primary amines.
v. Ethylamine is soluble in water whereas aniline is not
vi. Amines are more basic than amides
vii. Although amino group is o – and p – directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m – nitroaniline.

15. Explain Levine and hauser acetylation.

16. Outline the preparation of (a) para nitroaniline from aniline, (b) tri bromo benzene from tribromo aniline

17. An organic compound 'A' on reduction gives compound 'B' which on reaction with trichloromethane and caustic potash forms 'C'. Compound 'C' on catalytic reduction given N-methyl benzenamine. Identify A, B and C and write the reactions involved.

18. 4 x 5 = 20
19. Complete the following reaction

20. Predict A,B,C and D for the following reaction

21. Accuount for
i) Reduction of CH3CH gives CH3CH2NHwhile CH3NC gives (CH3)2NH.
ii) (CH3)2NH requires two molar proportion of CH3I to give the same crystalline product formed by (CH3)2N with one mole of CH3l.
iii) Nitration of aniline with conc.HNO3 may end up with same meta nitro product.
iv) p-toluidine is a stronger base than p-nitroaniline.

22. Account for the following:
(i) Nitroethane is soluble NaOH
(ii) Nitroethane reacts with nitrous acid
(iii) 2-methyl-2-nitro propane has neither of the properties.