Match the items of Column I and Column II.

(i —> c), (ii — » e), (iii - » a), (iv —> b), (v — »d)
(i) A mixture containing two enantiomers in equal proportions will have zero optical rotation, such a mixture is known as racemic mixture. The process of conversion of enantiomer into a racemic mixture is known as racemisation. If an alkyl halide follows SN1 mechanism then racemisation takes place while if it follows SN2 mechanism than inversion takes places.
(ii) Chlorobromocarbons are used in fire extinguishers.
(iii) In vicinal dihalides, halogen atoms are present on the adjacent carbon atom. Bromination of alkanes will give vicinal dihalides.
(iv) Alkylidene halides are named gem-dihalides. In gem-dihalides halogen atoms are present on same carbon atom.
(v) Elimination of HX from alkylhalide follows Saytzeff rule. This rule states that “in dehydrohalogenation reactions, the preferred product is that alkene which has the greater number of alkyl groups attached to the doubly bonded carbon atoms".
Match the structures of compounds given in Column I with the classes of compounds given in Column II.

Chlorobenzene is formed by reaction of chlorine with benzene in the presence of AlCl3. Which of the following species attacks the benzene ring in this reaction?
(a) CP (b) Cl+ (c) AlCl3 (d) [AlCl4]–
Which of the following compounds will give racemic mixture on nucleophilic substitution by OH ion?

Diphenyls are potential threat to the environment. How are these produced from arylhalides?
Alkyl halides are prepared from alcohol by treating with
(a) HCl + ZnCl2 (b) RedP + Br2
(c) H2SO4 + KI (d) all the above
Molecules whose mirror image is non superimposable over them are known as chiral. Which of the following molecule is chiral in nature?
(a) 2-Bromobutane (b) 1-Bromobutane
(c) 2-Bromopropane (d) 2-Bromopropan-2-ol
Questions on the basis of the following reaction:

Which of the following statements are correct about the mechanism of this reaction?
(a) Acarbocation will be formed as an intermediate in the reaction.
(b) OH– will attach the substrate (iii) from one side and Cl– will leave it simultaneously from other side.
(c) An unstable intermediate will be formed in which OH– and Cl– will be attached by weak bonds.
(d) Reaction proceeds through SN1 mechanism.
Compound (A) with molecular formula C4H9Br is treated with aq. KOH solution. The rate of this reaction depends upon the concentration of the compound A' only. When another optically active isomer B' of this compound was treated with aq. KOH solution, the rate of reaction was found to be dependent on concentration of compound and KOH both.
(i) Write down the structural formula of both compounds A' and B'.
(ii) Out of these two compounds, which one will be converted to the product with inverted configuration.
Assertion (A): Presence of a nitro group at ortho or para position increases Reason (R): Nitro gjoup, being an electron withdrawing group decreases the electron density over the benzene ring.
How will you bring about the following conversions?
(i)Ethanol to but-l-yne . (ii)Ethane to bromoethene
(iii)Propene to 1-nitropropane (iv)Toluene to benzyl alcohol
(v)Propene to propyne (vi)Ethanol to ethyl fluoride
(vii)Bromomethane to propanone (viii)But-l-ene to but-2-ene
(ix)1-Chlorobutane to n-octane (x)Benzene to biphenyl
Aryl chlorides and bromides can be easily prepared by electrophilic substitution of arenas with chlorine and bromine respectively in the presence of Lewis acid catalysts. But why does preparation of aryl iodides require presence of an oxidizing agent?
Draw other resonance structures related to the following structure and find out whether the functional group present in the molecule is ortho, para directing or meta directing.

Elimination reactions (especially Beta-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. Specify the reagents used in both cases.
How can you obtain iodoethane from ethanol when no other iodine containing reagent except Nal is available in the laboratory?
Some alkylhalides undergo substitution whereas some undergo elimination reaction on treatment with bases. Discuss the structural features of alkyl halides with the help of examples which are responsible for this difference.
Alkyl fluorides are synthesized by heating an alkyl chloride/bromide in presence of or
(a) CaF2 (b) CoF2 (c) Hg,F2 (d) NaF
Identify the products A and B formed in the following reaction:
CH3-CH2-CH=CH-CH3 + HCl–>A+B
Predict the major product formed when HCl is added to isobutylene. Explain the mechanism involved.
Assertion (A): Nitration of chlorobenzene leads to the formation of m-nitrochlorobenzene.
Reason (R): N02 group is a w-directing group.
Which compound in each of the following-pairs . will react faster in SN2 reaction with -OH? (i)CH3Br or CH3I
(ii)(CH3)3CCl or CH3Cl
Benzene < Chlorobenzene < Dichlorobenzene < Bromochlorobenzene Arrange the following compounds in increasing order of their boiling points


Ethylene chloride and ethylidene chloride are isomers. Identify the correct statements.
(a) Both the compounds form same product on treatment with alcoholic KOH
(b) Both the compounds from same product on treatment with aqueous NaOH
(c) Both the compounds form same product on reduction
(d) Both the compounds are optically active
A hydrocarbon of molecular mass 72 g mol-1 gives a single monochloro derivative and two dichloro derivatives on photo chlorination. Give the structure of the hydrocarbon.
Why can aryl halides not be prepared by reaction of phenol with HCl in the presence of ZnCl2?
Assertion (A): Aryl iodides can be prepared by reaction of arenas with iodine in the presence of an oxidizing agent.
Reason (R): Oxidising agent oxidises I2 into HI.
Some halogen containing compounds are useful in daily life. Some compounds of this class are responsible for exposure of flora and fauna to more and more of UV light which causes destruction to a great extent. Name the class of these halo compounds. In your opinion, what should be done to minimize harmful effects of these compounds.
Write structures of the following compounds:
(i) 2-Chloro-3-methylpentane
(ii) 1-Chloro-4-ethylcydohexane
(iii) 4-tert. Butyl-3-iodoheptane
(iv) 1,4-Dibromobut-2-ene
(v) 1-Bromo-4-sec. butyl-2-methylbenzene.
Arrange each set of compounds in order of increasing boiling points.
(i)Bromomethane, Bromoform, Chloromethane, Dibromomethane.
(ii)1-Chloropropane, Isopropyl chloride, 1-Chlorobutane.
Which one of the following has the highest dipole moment?
(i)CH3CI2 (ii) CHCl3 (iii) CCI4
Which compound in each of the following-pairs . will react faster in SN2 reaction with -OH? (i)CH3Br or CH3I
(ii)(CH3)3CCl or CH3Cl