Haloalkanes and Haloarenes — Class 12 CBSE Chemistry revision notes
A 5-page visual revision sheet for Haloalkanes and Haloarenes, written for Class 12 CBSE Chemistry. Formulas, diagrams and the traps that cost marks, laid out to be read the night before rather than the term before. Free, and it opens inside CapCompass.
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Haloalkanes and Haloarenes in one look
a halogen on carbon sets up a leaving group, and everything else follows from how well it leaves
Haloalkane vs haloarene
Haloalkane (alkyl halide)
halogen on an sp^3 carbon, e.g. CH_3CH_2Cl
C-X bond is a normal sigma bond, halogen lone pairs not delocalised
undergoes nucleophilic substitution readily
Haloarene (aryl halide)
halogen on an sp^2 aromatic carbon, e.g. chlorobenzene
halogen lone pair conjugates into the ring, C-X gets partial double-bond character
resists nucleophilic substitution under ordinary conditions, needs forcing conditions
Classification and nomenclature
primary (1°): halogen carbon attached to one other carbon; secondary (2°): two; tertiary (3°): three
allylic halide: halogen on the carbon next to a C=C double bond; benzylic halide: halogen on the carbon next to an aromatic ring
IUPAC name treats halogen as a substituent prefix: chloro, bromo, iodo, fluoro, cited alphabetically with other substituents
vinylic halide: halogen directly ON a double-bond carbon (C=C-X); like aryl halides, this C-X also resists substitution
Common preparation routes
from an alcohol, SOCl_2 (best: only gases as byproducts)R-OH+SOCl_2→ R-Cl+SO_2+HCl
from an alkene, HX addition (Markovnikov)R-CH=CH_2+HX→ R-CHX-CH_3
from an alkane, free-radical halogenation under UV lightR-H+X_2to R-X+HX
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What this Haloalkanes and Haloarenes sheet covers
Haloalkane vs haloarene
Haloalkane (alkyl halide)
Haloarene (aryl halide)
Classification and nomenclature
Common preparation routes
from an alcohol, SOCl_2 (best: only gases as byproducts)
from an alkene, HX addition (Markovnikov)
from an alkane, free-radical halogenation under UV light
SN1 vs SN2 mechanism
SN1
SN2
Predicting SN1 vs SN2
Why haloarenes resist nucleophilic substitution
Elimination vs substitution with a bulky base
Other named reactions
Wurtz reaction: two alkyl halides + sodium in dry ether
Fittig reaction: two aryl halides + sodium in dry ether
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