10 Halogen Derivatives of Alkanes and Arenes
10 Halogen Derivatives of Alkanes and Arenes
10 Halogen Derivatives of Alkanes and Arenes
and Arenes
aq.KOH
CH3 – CH – CH3
OH
Propan-2-ol
Br2
2. CH3 – CH2 – CH2 – I
Alc.KOH
CH3 – CH = CH2 CH3 – CH – CH2
Propene
1-Iodopropane
(A) Br Br
1,2-Dibromopropane
(B)
NaNH2/NH3
CH3 – C CH
Propyne
(C)
CH3
1 2 3 4 5
3. CH3 – C C Na+ + (CH3)2CHCl
Alcohol
CH 3 C C CH CH 3 + NaCl
Sodium methyl 2-Chloropropane
4-Methylpent-2-yne
acetylide
5. CH3 2
CH – Cl
CH3
Isopropyl chloride
Secondary alkyl halide can undergo hydrolysis either by SN1 or SN2 mechanism.
6. H It undergoes SN1 mechanism and due to asymmetric carbon atom, it is optically active.
C
Br CH3
C6H5
1-Bromo-1-phenylethane
7. Due to resonance stabilisation in aryl halides, C – X bond acquires some double bond character.
8. Presence of electron withdrawing group (NO2) facilitates the benzene ring towards nucleophilic substitution
reaction.
1
Std. XII : Triumph Chemistry
9. CH3 CH3
COOH COOH
+ Br2 Fe
o-Toluic acid
Br
3-Bromo-6-methylbenzoic acid
C2 H5 OH
+ NaCN
Br Br
4-Bromo benzyl 4-Bromo benzyl
chloride cyanide
NH2 N2Cl Br
11.
NaNO2 HCl
280 K
CuBr / HBr
Sandmeyers
+ N2
reaction
Benzene Bromobenzene
Aniline
diazonium
chloride
12. Due to o- and p-directing Cl group, all the products given in the option (A), (B) and (C) will be formed.
Cl Cl
Cl Cl
13. + 10Cl2 hv
Cl Cl + 10HCl
Cyclopentane
Cl Cl
Cl Cl
1,1,2,2,3,3,4,4,5,5-Decachlorocyclopentane
2
14. CH3 – CH – CH2 – CH3 (2-Chlorobutane) optically active compound undergoes SN mechanism with
|
Cl
100% inversion.
15.
3 + CHCl3
anhydrous AlCl3
C–H + 3HCl
Benzene Chloroform
Triphenylmethane
(Friedel Craft’s Reaction)
H I I
16. CH3 – CH = CH2
peroxide
CH 3 CH CH 3
peroxide
CH3 – CH – CH3
Propene |
I
2-Iodopropane
17. Primary alkyl halides undergo SN2 reaction which involves the complete stereochemical inversion.
2
Chapter 10: Halogen Derivatives of Alkanes
and Arenes
18. CH3 CH3 CH3
H3O Br
19. C6H5CH2Br
Mg, ether
C6H5CH2MgBr C6H5CH3 + Mg
Benzyl Benzyl Toluene OH
bromide magnesium
bromide
C2H5 C2H5
20. 2CH3(CH2)2 CH – CH2CH3 + 2Na
Wurtz reaction
CH3(CH2)2 – CH CH (CH2)2CH3 + 2NaI
I 4,5-Diethyloctane
3-Iodohexane
21. Freon (CCl2F2), teflon [ (CF2 CF2 )n] and iodoform (CHI3) are halogen derivatives of alkane.
Vinyl chloride (CH2 = CH Cl) is not a haloalkane.