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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.
In chemistry, trihalomethanes ... (CHI 3) — are easy to prepare through the haloform reaction, although this method does not lend itself to bulk syntheses. ...
Hypohalites are also encountered in organic chemistry, often as acyl hypohalites (see the Hunsdiecker reaction). Sodium hypohalite is used in the haloform reaction as a test for methyl ketones . [ 1 ]
Well-known reactions and reagents in organic chemistry include ... Hajos–Parrish–Eder–Sauer–Wiechert reaction; Haller–Bauer reaction; Haloform reaction;
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.
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The photo-Favorskii reaction has been used in the photochemical unlocking of certain phosphates (for instance those of ATP) protected by p-hydroxyphenacyl groups. [13] The deprotection proceeds through a triplet diradical ( 3 ) and a dione spiro intermediate ( 4 ) although the latter has thus far eluded detection.