Which one of the following has the highest dipole moment?
(i)CH2Cl2
(ii)CHCl3
(iii)CCl4
CH2Cl2
CHCl3
CCl4
(i)
Dichlormethane(CH2Cl2) µ=1.60D
(ii) 
Chloroform(CHCl3) µ=1.08D
(iii) 
Carbon tetrachloride(CCl4)
µ=0D CCl4 is a symmetrical molecule. Therefore, the dipole moments of all four C−Cl bonds cancel each other. Hence, its resultant dipole moment is zero. As shown in the above figure, in CHCl3, the resultant dipole moments of two C−Cl bonds are opposed by the resultant dipole moments of one C−H bond and one C−Cl bond. Since the resultant of one C−H bond and one C−Cl bond dipole moment is smaller than two C−Cl bonds, the opposition is to a small extent. As a result,CHCl3 has a small dipole moment of 1.08 D. the other hand, in the case of CH2Cl2, the resultant of the dipole moments of two C−Cl bonds is strengthened by the resultant of the dipole moments of two C−H bonds. As a result, CH2Cl2 has a higher dipole moment of 1.60 D than CHCl3 i.e.,CH2Cl2 has the highest dipole moment. Hence, the given compounds can be arranged in the increasing order of their dipole moments as CCl4<CHCl3<CH2Cl2.
Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.
(i) (CH3 )2CHNH2 (ii) CH3 (CH2 )2NH2 (iii) CH3NHCH(CH3 )2
(iv) (CH3 )3CNH2 (v) C6H5NHCH3 (vi) (CH3CH2 )2NCH3 (vii) m–BrC6H4NH2
Give one chemical test to distinguish between the following pairs of compounds.
(i) Methylamine and dimethylamine
(ii) Secondary and tertiary amines
(iii) Ethylamine and aniline
(iv) Aniline and benzylamine
(v) Aniline and N-methylaniline
Account for the following:
(i) pKb of aniline is more than that of methylamine.
(ii) Ethylamine is soluble in water whereas aniline is not.
(iii) Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.
(iv) Although amino group is o– and p– directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
(v) Aniline does not undergo Friedel-Crafts reaction.
(vi) Diazonium salts of aromatic amines are more stable than those of aliphatic amines. (vii) Gabriel phthalimide synthesis is preferred for synthesising primary amines.
Give the IUPAC names of the following compounds:
(i)CH3CH(Cl)CH(Br)CH3
(ii)CHF2CBrClF
(iii)ClCH2C≡CCH2Br
(iv)(CCl3)3CCl
(v)CH3C(p-ClC6H4)2CH(Br)CH3
(vi)(CH3)3CCH=CClC6H4I-p
Write the structures of the following organic halogen compounds.
(i) 2-Chloro-3-methylpentane
(ii)p-Bromochlorobenzene
(iii)1-Chloro-4-ethylcyclohexane
(iv)2-(2-Chlorophenyl)-1-iodooctane
(v)2-Bromobutane
(vi)4-tert-Butyl-3-iodoheptane
(vii)1-Bromo-4-sec-butyl-2-methylbenzene
(viii)1,4-Dibromobut-2-ene
A hydrocarbon C5H10 does not react with chlorine in the dark but gives a single monochloro compound C5H9Cl in bright sunlight. Identify the hydrocarbon.
Write the isomers of the compound having formula C4H9Br.