1.
Write the resonating structures of azulene and explain why it exhibits dipole moment D).

(b)Identify the major product and discuss its stereochemistry


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Explain why hydrolysis of 3-chloro-N-phenylpiperidine is 10 power 4 times faster than cyclohexylchloride



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For the reaction given below, write the structures of major and minor products, and discuss the mechanism of their formation:
OH-


Give the structures of and



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2.
In the sulfonation of naphthalene, discuss the formation of kinetically and thermodynamically controlled products under different conditions with energy
level diagram.

Identify the intermediate and the products and in the given reaction:


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Discuss the stereospecificity of addition of singlet and triplet carbenes to
cis2-pentene:.

Identify in the reactions given below:

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3.
How will you carry out the following conversion?


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Discuss the stereoselectivity of products in the reaction of MCPBA with cis and trans-butene

Predict the major products In the following reactions and write the mechanism


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Stobbe condensation of acetophenone with succinic acid gives two products. Write their structure and stereochemistry.
Phenyl acetate reacts with AlCl3 in an inert solvent to give two isomers. Write their structures and indicate how you will separate them.

Classify the following as aromatic, non-aromatic and anti-aromatic. Give
reasons:

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Glucose on periodic acid oxidation gives 5 molecules of formic acid, whereas fructose gives only 3 molecules of formic acid. Explain with reactions.

Write various steps for the following conversions



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5.
Give the Woodward-Hoffmann rule for sigmatropic rearrangement for 1,5-shift involving hydrogen in pentadiene. Il1ustrate with FMO approach.

Write the major product in the reaction given below and explain its formation:


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How will you carry out the following conversion? Write the steps involved in it


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Discuss the stereospecificity of reduction of CH3(CH2)2-C=C-(CH2)2CH3 to alkene with sodium and liquid NH3.

Write various products formed from the reaction of 3-bromo-2,3-dimethyl pentane with alcoholic KOH indicate the relative yield of the products

Among the following, identify the compound which can undergo Norrish type reaction. Write the mechanism

CH3COCH2CH3

CH3COCH2CH2CH(CH3)2

CH3COCH2CH2C(CH3)3

C6H5COCH2CH3

Write the intermediate and possible products for the following reaction:


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Write the structures of repeating units of Nylon-6,6 and Terylene. How are they prepared?

Discuss the forces responsible for the stability of double helical structure of DNA.

How can cis and trans-l,3-cyclohexane diol distinguished using IR spectra?

7.
Identify the major products in the following reactions and discuss their formation:

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Write the product for the electrocyclic reaction of the following
CH2 =CH-CH=CH-CH=CH2

CH3-CH2-CH=C=CH2

2 CH2=CH2


Give any two types of synthetic rubber and write the preparation of monomeric units.

Assign the observed chemical shift values of 1.22, 1.88,4.13,5.81 and 6·95 for the following compound

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8.
Which of the following structures has Lambda max 229 nm? Give the calculations of each


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Identify the compound, which can give peak among the following. Discuss its fragmentation pattern with e values:
CH3CH2CH2CH2CHO
CH3CHOHCH2CH2CH3
CH3CH2COCH2CH3
CH3COOCH2CH2CH3

Draw structures, label equivalent protons and indicate the number of signals in each of the following
Mesitylene
p-ethylbenzene
lsopropylbenzene

Identify the major product formed in the following reactions



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