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In chemistry, the haloform reaction (also referred to as the Lieben haloform reaction) is a chemical reaction in which a haloform (CHX 3, where X is a halogen) is produced by the exhaustive halogenation of an acetyl group (R−C(=O)CH 3, where R can be either a hydrogen atom, an alkyl or an aryl group), in the presence of a base.
Most of the haloforms — specifically, chloroform (CHCl 3), bromoform (CHBr 3), and iodoform (CHI 3) — are easy to prepare through the haloform reaction, although this method does not lend itself to bulk syntheses. (Fluoroform (CHF 3) cannot be prepared in this manner.)
Hypochlorite (ClO −). A hypohalite is an oxyanion containing a halogen in oxidation state +1. [citation needed] This includes hypoiodite, hypobromite and hypochlorite.In hypofluorite (oxyfluoride) the fluorine atom is in a −1 oxidation state.
The haloform reaction can also occur inadvertently in domestic settings. Sodium hypochlorite solution (chlorine bleach) mixed with common household liquids such as acetone, methyl ethyl ketone, ethanol, or isopropyl alcohol can produce some chloroform, in addition to other compounds, such as chloroacetone or dichloroacetone. [citation needed]
Bromoform was discovered in 1832 by Löwig who distilled a mixture of bromal and potassium hydroxide, as analogous to preparation of chloroform from chloral. [5]Bromoform can be prepared by the haloform reaction using acetone and sodium hypobromite, by the electrolysis of potassium bromide in ethanol, or by treating chloroform with aluminium bromide.
Iodoform stored in an ampoule. Iodoform (also known as triiodomethane) is the organoiodine compound with the chemical formula C H I 3.It is a pale yellow, crystalline, volatile substance, with a penetrating and distinctive odor (in older chemistry texts, the smell is sometimes referred to as that of hospitals, where the compound is still commonly used) and, analogous to chloroform, sweetish taste.