Code No: R050210802 Set No.

1
II B.Tech I Semester Supplementary Examinations, February 2007
ORGANIC CHEMISTRY
(Chemical Engineering)
Time: 3 hours Max Marks: 80
Answer any FIVE Questions
All Questions carry equal marks
⋆⋆⋆⋆⋆

1. (a) Explain the acidic properties of dicarboxylic acids using inductive effect.
(b) Explain the following applications of inductive effect.
i. basic character of amines.
ii. reactivity of alkyl benzenes. [8+4+4]

2. Write the sequence of reactions for the following conversions. As show in figures 1
&2

Figure 1:

Figure 2:

3. Discuss the importance and mechanism of Perkin and Benzoin condensation reac-
tions with examples. [8]

4. (a) How do you prepare NBS in the lab?

(b) Describe the reaction between NBS and propylene. [8+8]

5. (a) Discus the methods of resolution of racemic mixtures.

(b) What is the criterion of enantiomerism? [10+6]

6. (a) What is Vulcanization? Why is this done?

(b) Describe properties and uses of cellulose. [8+8]

7. (a) How is pyrrole is obtained from natural sources?

1 of 2
Code No: R050210802 Set No. 1
(b) How is it made synthetically?
(c) Describe its reactions with
i. HI/P
ii. NH2 OH /C2 H5 OH . [4+6+3+3]

8. Explain, with examples, what are?

(a) Direct dyes

(b) Mordant dyes
(c) Vat dyes.
(d) Ingrain dyes. [4+4+4+4]

⋆⋆⋆⋆⋆

2 of 2
Code No: R050210802 Set No. 2
II B.Tech I Semester Supplementary Examinations, February 2007
ORGANIC CHEMISTRY
(Chemical Engineering)
Time: 3 hours Max Marks: 80
Answer any FIVE Questions
All Questions carry equal marks
⋆⋆⋆⋆⋆

1. (a) Discuss the applications of the inductive effect towards reactivity of organic
molecules with examples.
(b) Write the hyperconjugated structures for
i) Pent-2-ene ii) 2-methyl-1-butene [8+4+4]

2. (a) Write the various steps involved in the conversion of pyrrole to pyrrole-2-
carboxaldehyde in the presence of chloroform and KOH.
(b) Describe the mechanism of alkylation of benzene in the presence of AlCl3 .
[8+8]

3. (a) Discuss the steps involved in the formation of cinnamic acid from benzaldehyde
and acetic anhydride in the presence of anhydrous sodium acetate.
(b) Explain the mechanism in the formation of acetaldol from acetaldehyde.[8+8]

4. (a) What are free-radicals ? How are they formed?

(b) Describe the free-radical type halogenation of alkanes. [10+6]

5. Write a note on conformational analysis of cyclohexane. [16]

6. (a) What are high polymers? How are they classified - explain with examples.
(b) With the help of a block diagram, discuss the manufacture of polyethylene
terephthalate. [8+8]

7. (a) How are pyridines synthesized? Explain its reaction with electrophilic reagents.
(b) With suitable chemical reactions, indicate the products for the following re-
actions.
i. Quinoline treated with LiAlH4
ii. Quinoline treated alkaline Kmno4
iii. Isoquinoline is treated with fumng H2 SO4
iv. Isoquinoline is treated sodamide. [8+2+2+2+2]

8. Give a brief account of the chemistry of Diphenylamine and Triphenylamine dyes?

[16]

⋆⋆⋆⋆⋆

1 of 1
Code No: R050210802 Set No. 3
II B.Tech I Semester Supplementary Examinations, February 2007
ORGANIC CHEMISTRY
(Chemical Engineering)
Time: 3 hours Max Marks: 80
Answer any FIVE Questions
All Questions carry equal marks
⋆⋆⋆⋆⋆

1. (a) Define and explain about electromeric effect?

(b) Distinguish between inductive and electromeric effects? [8+8]

2. Write the mechanism for the following figure 1 & figure 2

Figure 1:

Figure 2:

3. Formulate the following reactions with the mechanism involved in the product
formation:-
⊖
(a) C6 H5 CHO + CH3 CHOOH
−−−→ Pr oduct
(b) C6 H5 CHO Acetic anhydride
Sodiumacetate
Pr oduct [8+8]

4. (a) Give the reaction and mechanism for the diborane addition to styrene followed
by treatment with H2 O2 .
(b) Explain the addition of HBr to styrene in the absence of any peroxides. [8+8]

5. (a) Write the structural formulae of the stereo isomers of 2-bromo-3-chlorobutane.

Which of them are enantiomers and diastereomers?

1 of 2
Code No: R050210802 Set No. 3
(b) Which one of the following compounds is not optically active?
i. Isoamyl alcohol
ii. Lactic acid
iii. Cyclohexanol
iv. Tartaric acid. [8+2+2+2+2]

6. (a) Describe the preparation properties and uses of nylon (6, 6).
(b) Describe the preparation, properties and uses of PVC. [8+8]

7. (a) Describe any two methods for the preparation of thiophene.

(b) What happens when quinoline and isoquinoline are treated with alkaline KmnO4
solution? [8+8]

8. Explain, with examples, what are?

(a) Direct dyes

(b) Mordant dyes
(c) Vat dyes.
(d) Ingrain dyes. [4+4+4+4]

⋆⋆⋆⋆⋆

2 of 2
Code No: R050210802 Set No. 4
II B.Tech I Semester Supplementary Examinations, February 2007
ORGANIC CHEMISTRY
(Chemical Engineering)
Time: 3 hours Max Marks: 80
Answer any FIVE Questions
All Questions carry equal marks
⋆⋆⋆⋆⋆

1. (a) Mention the role of resonance on increasing or decreasing the strength of acids
and bases.
(b) Explain how inductive effect influences the basic strength of amines. [8+8]
2. Discuss the mechanism of alkylation and acylation on benzene with examples. [8]
3. Complete the following sequence of reactions and explain the mechanism for the
product formation:-
(a) Acetone (2moles) OH − /∆ Pr oduct
−−−−−→
EtOH/KCN/
(b) Benzaldehyde (2moles) −−−−−−−−→ Pr oduct [8+8]
Heat

4. (a) What is a free-radical ?

(b) Compare the stabilities of simple carbon free-radicals and explain them.
(c) Explain the thermal halogenation of methane. [4+8+4]
5. Write short note on optical isomerism and explain it with reference to tartaric acid.
How does it give two optically active forms? [16]
6. Describe the structure, preparation, properties and uses of
(a) PVC and
(b) Nylon. [8 + 8]
7. (a) What are heterocyclic compounds? How are they classified?
(b) What happens when?
i. Furan is treated with SO3 in pyridine.
ii. Pyridine is treated with sodamide.
iii. Quinoline is treated with alkaline. KmnO4
[4+4+4+4]
8. (a) What are ”chromophores” and ”auxochromes” Give two examples for each
type.
(b) Explain in detail how the presence of chromophore give rise to the development
of colours? [8+8]

⋆⋆⋆⋆⋆

1 of 1