1) Hand Out 1 - Introduction

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G.D.

GOENKA PUBLIC SCHOOL, SARITA VIHAR


CLASS XII – CHEMISTRY
Ch 10. HALOALKANES AND HALOARENES - 1

Important points:
1. Replacement of hydrogen atom(s) in a hydrocarbon, aliphatic or aromatic, by halogen atom(s)
results in the formation of alkyl halide (haloalkane) and aryl halide (haloarene), respectively.
2. Haloalkanes contain halogen atom(s) attached to the sp3 hybridised carbon atom of an alkyl group
whereas haloarenes contain halogen atom(s) attached to sp2 hybridised carbon atom(s) of an aryl
group.
3. These are clinically useful.
i) Wide applications in industry as well as in day-to-day life.
ii) Used as solvents for relatively non-polar compounds and as starting materials for the synthesis of
wide range of organic compounds.
iii) Chlorine containing antibiotic, chloramphenicol, produced by soil microorganisms is very
effective for the treatment of typhoid fever.
iv) iodine containing hormone, thyroxine, the deficiency of which causes a disease called goiter.
Synthetic halogen compounds, viz. chloroquine is used for the treatment of malaria;
v) halothane is used as an anaesthetic during surgery.
vi) Certain fully fluorinated compounds are being considered as potential blood substitutes in
surgery

Classification of haloalkanes:

tetra
monohaloalkanes tri
di

Alkyl halide: (R-X) :

sp3 hyb carbon Allylic halides:

Monohaloalkanes
Benzylic halides: attached to C next to ring

Vinylic halides: attached to double bond carbon


sp2 hyb carbon

Aryl halides: attached to benzene ring:


On the same carbon atom: GEMINAL DIHALIDES

Dihaloalkanes

(for compounds with same


halogens attached)
On adjacent carbon atoms: VICINAL DIHALIDES

Nature of bond : C-X


➢ Halogen atoms are more electronegative than carbon
➢ The carbon halogen bond of alkyl halide is polarized.
➢ Since the size of halogen atom increases as we go down the group in the periodic table, fluorine atom
is the smallest and iodine atom, the largest.
➢ Consequently the carbon-halogen bond length also increases from C—F to C—I.

Nomenclature:

1. Select the longest continuous


carbon chainin the molecule and
use the hydrocarbon name of
this chain as the parent chain
2. Consider every branch of the
main chain to be substituent
derived from another
hydrocarbon. For each of these
substituents change the name to
yl
3. Number the C atoms of the
continuous base chain so that
the substituents appear at the lowest possible number.
4. Name each substituent acc. to its chemical identity and the numbers of the C atoms to which it is attached.
For identical substituents use di-, tri-, tetra-. And write the appropriate carbon number for each
substituent.
5. Separate the numbers by commas, and from alphabets / letters by –
6. List the substituents alphabetically by name.