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Chloral hydrate is a geminal diol with the formula Cl 3 C−CH(OH) 2. It was first used as a sedative and hypnotic in Germany in the 1870s. Over time it was replaced by safer and more effective alternatives but it remained in usage in the United States until at least the 1970s. [ 4 ]
Chloral tends to form adducts with water (to give chloral hydrate) and alcohols. Aside from its tendency to hydrate, chloral is notable as a building block in the synthesis of DDT. For this purpose, chloral is treated with chlorobenzene in the presence of a catalytic amount of sulfuric acid: Cl 3 CCHO + 2 C 6 H 5 Cl → Cl 3 CCH(C 6 H 4 Cl) 2 ...
18-Crown-6 can be synthesized by the Williamson ether synthesis using potassium ion as the template cation. Structure of nickel-aquo nitrate complex of the ligand derived from the templated trimerization of 2-aminobenzaldehyde. [5] The phosphorus analogue of an aza crown can be prepared by a template reaction. [6]
Similarly, the conversion of chloral (Cl 3 C)HC =O to chloral hydrate is strongly favored by influence of the trichloromethyl group . In some cases, such as decahydroxycyclopentane and dodecahydroxycyclohexane , the geminal diol is stable while the corresponding ketone is not.
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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]
The pharmacological effects of this compound in humans are similar to those of its prodrug chloral hydrate, and of chlorobutanol. Historically, it has been used as a sedative hypnotic. [3] The hypnotic drug triclofos (2,2,2-trichloroethyl phosphate) is metabolized in vivo to 2,2,2-trichloroethanol. Chronic exposure may result in kidney and ...