Compounds of Carbon Containing Halogens (Haloalkanes and Haloarenes)
Telangana Open School (TOSS) · Class 12 · Chemistry
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Topics in Compounds of Carbon Containing Halogens (Haloalkanes and Haloarenes)
Nomenclature of Haloalkanes and Haloarenes
- Haloalkanes are halogen derivatives of aliphatic hydrocarbons; haloarenes are derivatives of aromatic hydrocarbons where halogen is directly attached to the benzene ring.
- IUPAC naming: Select the longest carbon chain containing the halogen. Number it to give the halogen the lowest possible number.
- Prefixes like chloro-, bromo-, iodo- are used before the parent hydrocarbon name.
Preparation Methods
- Haloalkanes can be prepared from alkanes (free radical halogenation), alcohols (using HX, PX₃, PX₅, SOCl₂), and other methods.
- Haloarenes are prepared by direct halogenation of aromatic compounds using Lewis acids like FeCl₃ or FeBr₃.
- Sandmeyer and Gattermann reactions are used to prepare chloro- or bromoarenes from diazonium salts.
Physical and Chemical Properties
- Haloalkanes are polar but immiscible in water due to inability to form H-bonds.
- Boiling points: RI > RBr > RCl > RF due to increasing molecular mass and van der Waals forces.
- Melting points of p-dihalobenzenes are higher than ortho and meta due to symmetrical packing.
Important Polyhalogen Compounds
- Chloroform (CHCl₃): IUPAC name trichloromethane; used as solvent and in carbylamine test.
- Stored in dark bottles with ethanol to prevent oxidation to phosgene (COCl₂).
- Iodoform (CHI₃): yellow solid, antiseptic; formed via iodoform test for methyl ketones or secondary alcohols with CH₃CH(OH)– group.
Key Concepts
Central concept: Haloalkanes and Haloarenes
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