Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, E+.
(i) Chlorobenzene, 2, 4-dinitrochlorobenzene, p-nitrochlorobenzene
(ii) Toluene,  \(p-{ H }_{ 3 }C-{ C }_{ 6 }{ H }_{ 4 }-{ NO }_{ 2 },\)
\(p-{ O }_{ 2 }N-{ C }_{ 6 }{ H }_{ 4 }-{ NO }_{ 2 }\)
Also explain ur answer.

5

(a)

Write IUPAC names of the products obtained by the ozonolysis of the following compounds :
(i) Pent-2-ene
(ii) 3,4-Dimethylhept-3-ene
(iii) 2-Ethylbut-1-ene
(iv) 1-Phenylbut-1-ene

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(a)

How will you convert benzene into
(i) p-nitrobromobenzene
(ii) m- nitrochlorobenzene
(iii) p - nitrotoluene
(iv) acetophenone?

5

(a)

Addition of HBr to propene yields 2-bromopropane, while in the presence of benzoyl peroxide, the same reaction yields 1-bromopropane. Explain and give mechanism.

5

(a)

How would you convert the following compounds into benzene?
(i) Ethyne
(ii) Ethene
(iii) Hexane

5

(a)

Explain the term aromaticity. What are the necessary conditions for any compound to show aromaticity?

5

(a)

(a) Define substitution reactions. Why do benzene undergo substitution reactions even though they contain double bonds?
(b) What happens when benzene is treated with
(i) Br₂ in presence of anhydrous AICl₃
(ii) Conc. H₂SO₄ at 330K
(iii) Mixture of conc. H₂SO₄ and cone. HNO₃ at 330 K
(iv) Ethanoyl Chloride in presence of anhydrous AICI₃.

5

(a)

(a) What type of isomerism is shown by methoxymethane and ethanol?
(b) How will you bring out the following conversions.
(i) Acetylene to ethane
(ii) Benzene to Toluene
(iii) Ethanol to ethene?

5

(a)

Discuss the preparation of alkanes by Wurtz reaction. What is the limitation of the reaction?

5

(a)

(a) Why are alkenes called unsaturated hydrocarbons?
(b) How will you test the presence of double bond in an alkene?
(c) Name the products formed when propene is subjected to ozonolysis.

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(a)