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Alkyl Halide-Aryl Halide
Alkyl Halide-Aryl Halide
Alkyl Halide-Aryl Halide
CH=CH2 CH2 OH
(iii) ? (iv) ?
(ix) CH2 COOAg ? (x) O+PCl5 →
→?
CH2 OH
(xi) CH2 OH+SOCl2→? (xii) CH2 OH ?
(xiii) CHO ? (xiv) + Br2 ?
(xv) + Br2 ? (xvi) + Br2 ?
(xvii) CH3 –CH CH+HOCl ? (xviii) C6H5 CH= CH CH3 ?
i. Alkyl halides are in soluble in water while soluble in non polar solvents.
ii. The order of boiling point is RI>RBr > RCl > RF.
iii. The order of dipole moment R-Cl>R-F>R-Br>R-I.
R
iv. The density of water and alkyl halides follow the order R-I>R-Br>H
R 2O>R-Cl>R-F.
O>R
v. The order of bond strengthth isR-F>R-Cl>R-Br>R-I.
isR
vi. The order of reactivity towards SN1 is 3º > 2º > 1º.
vii. The order of reactivity towards SN2 is 1º > 2º > 3º.
viii. Secondary alkyl halide can give elimination or substitution when treated with NaNH2.
ix. The order for SN1 among alkyl halide is R-I>R-Br>R-Cl>R-F.
R
x. The order for SN2 among alkyl halide is R-I>R-Br>R-Cl>R-F.
R
xi. SNi and NGP Reactivityss retain the configuration of stereoisomers.
xii. E1cb gives anti Saytzeff procluet as major product.
xiii. The order of reactivity towards E1cb is R-F>R-Cl>R-Br>R-I.
xiv. The order of reactivity for E1 and E2 both is 3º > 2º >1º.
xv. OH- iss better nucleophile than SH- in protic polar solvent.
CH3
O
(xii) CH2=CH−CH2−F, CH3−C−CH2−CH2−F, CH3−CH2−CH2−CH2−F (E1cb)
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CH3 Me
(xvii) CH3 C Cl + OH ' , Me C Cl + NH*∙∙ (E2 Reactivity)
CH3 Me
CH3
(xviii) CH3−CH2−Br, CH−CH2−Br, CH3−C−Br, CH2 = CH−Br (E2 Reactivity)
CH3 CH3
Cl Cl Cl Cl
Br Br
(xxii) , , (Benzyne mechanism)
CH3 CH3
+,-. / 0
(i) CH3−Br + Mg ? (ii) C6H5−Cl + Mg ?
12.4 1 5.4
(iii) C2H5−Br ? (iv) C2H5−Br ?
12. 16- 12. 1
(v) C6H5−Cl ? (vi) CH2=CH−Br ?
12.4 12.78
(vii) CH2=CH−CH2−Cl ? (viii) C6H5−CH2−Cl ?
∙∙ ∙∙
(ix) C2H5−Br ? (x) C2H4Br2 ?
12.4 1
(xi) CH3−CH−Br (xii) C6H5−CH2−Br ?
CH3
CH3 9
Br
12.4
(xiii) CH3 C−Cl ? (xiv)
CH3
(78 ; ) 1 5.4
(xv) CH2=CH−CH2−Cl ? (xvi) CH3−CH2−Br ?
Me
1 H Br 1 5.4
(xvii) C6H5−Cl ? (xviii) H Br ?
Me Me
H Br 1 Br
12.4
(xix) Br H ? (xx) ?
(leq.)(SN1)
Me I
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F
1 /∆
12. 1 (xxii) ?
(xxi) ? (leq.)
Br Cl
Cl Br
NO2
1
12.4 (xxiv) ?
(xxiii) ?
Br
F
Cl
CH2-CH2-Br
12. 1
12.4 (xxvi) ?
(xxv) ?
Cl Cl Br
1 5.4 / ? 1
(i) C2H5OH = > @ A
12.4 B /∆ / ?
(ii) CH3−CH2OH = > @ A
Br
(CD E;F E) FB /∆ GHI JKL.MEF
(iii) = > @ A
CH3
NK /OP JQ.MEF RNK HF∙ ∙
(iv) (leq.)
= > @ A
CH3
CH
CH3 NK /OP JKL.MEF FS EB /∆ FB /∆
(v) = > @ A
CH2−Br
JQ.MEF HENK GJZ ([UZ)
(viii) (leq.)
= > @
Br
CH3 EN F FI] GF ∙∙ FI]
(ix) CH3 C − Br A H2O2
B C D
CH3
F E FNK JKL.MEF (Y)IFS
(x) CH3−CH−CH2−Br A B C (ii)H2O2/OH-
D
CH3
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ANSWER
Br Br Cl Cl Cl
1- (i) CH2 CH2 CH2 (ii) CH2 CH2 CH2 CH2 (iii) Ph CH CH3
Br
2- (i) (T) (ii) (T) (iii) (T) (iv) (T) (v) (T) (vi) (T) (vii) (T)
(viii) (F) (ix) (T) (x) (T) (xi) (T) (xii) (T) (xiii) (T) (xiv) (T)
(xv) (F) (xvi) (T) (xvii) (T) (xviii) (F) (xix) (T) (xx) (T)
3- (i) Ans. (i > iii > ii > iv) (ii) Ans. (ii > i > iii > iv) (iii) Ans. (ii > iv > i > iii)
(iv) Ans. (i > ii > iv > iii) (v) Ans. (iv > i > iii > ii) (vi) Ans. (i > ii > iv > iii)
(vii) Ans. ( i >iii > ii) (viii) Ans. (ii > iv > iii > i) (ix) Ans. (iv > i > iii > ii)
(x) Ans. (iii > i > iv > ii) (xi) Ans. (ii > iii > i > iv) (xii) Ans. (ii > iii > i)
(xiii) Ans. (ii > i > iii > iv) (xiv) Ans. (ii > i > iv > iii) (xv) Ans. (ii > i)
(xvi) Ans. (ii > i) (xvii) Ans. (ii > i) (xviii) Ans. (iii > ii > i > iv)
(xix) Ans. (iv > ii > i > ii) (xx) Ans. (i > ii > iv > iii) (xxi) Ans. (i > ii > iii > iv)
(xxii) Ans. (iv > ii > i > iii)
4- (i) CH3MgBr (ii) C6H5MgCl (iii) C2H5OH (iv) C2H4 (v) No reaction
(vi) No reaction (vii) CH2=CH CH2 OH (viii) C6H5 CH2 OH (ix) CH2=CH2
CH3
(x) CH≡CH (xi) CH3 CH=CH2 (xii) C6H5 CH2 OC2H5 (xiii) C=CH2
CH3
(xiv) (xv) CH2=CH CH2 OH (xvi) CH3 CH2 OC2H5
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Br
(xvii) No reaction (xviii) Trans alkene (xix) Cis Alkene (xx)
O- O-
Type equation here NO2
Type equation here
(xxi) No reaction (xxii) (xxiii) (xxiv)
Cl F
CH=CH2
(xxv) (xxvi)
Me Me
Me Me Me Me
OH
Cl OH
(vi) A = , B= , C= , D=
Cl CHO
(vii) A = , B= , C= , D=
Cl CHO
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