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Thionyl chloride is an inorganic compound with the chemical formula SOCl 2.It is a moderately volatile, colourless liquid with an unpleasant acrid odour.Thionyl chloride is primarily used as a chlorinating reagent, with approximately 45,000 tonnes (50,000 short tons) per year being produced during the early 1990s, [5] but is occasionally also used as a solvent.
Alkenes react with hydrogen chloride (HCl) to give alkyl chlorides. For example, the industrial production of chloroethane proceeds by the reaction of ethylene with HCl: H 2 C=CH 2 + HCl → CH 3 CH 2 Cl. In oxychlorination, hydrogen chloride instead of the more expensive chlorine is used for the same purpose: CH 2 =CH 2 + 2 HCl + 1 ⁄ 2 O 2 ...
Upon treatment with PCl 5, carboxylic acids convert to the corresponding acyl chloride. [12] The following mechanism has been proposed: [13] It also converts alcohols to alkyl chlorides. Thionyl chloride is more commonly used in the laboratory because the resultant sulfur dioxide is more easily separated from the organic products than is POCl 3.
It occurs in compounds such as thionyl fluoride, SOF 2. Thionyl chloride , SOCl 2 , is a common reagent used in organic synthesis to convert carboxylic acids to acyl chlorides . In organic chemistry , the thionyl group is known as a sulfoxide group or sulfinyl group, and has the general structure RS(=O)R'.
Dimethyl methylphosphonate is a schedule 2 chemical as it may be used in the production of chemical weapons. It will react with thionyl chloride to produce methylphosphonic acid dichloride, which is used in the production of sarin and soman nerve agents. Various amines can be used to catalyse this process. [3]
Key applications of thionyl chloride also include the pharmaceutical, pesticide, dye, and organic synthesis industries, among others. Thionyl chloride's versatile nature allows it to serve as an acylation agent and a dehydrating agent in various chemical reactions, making it indispensable in the synthesis of specialty chemicals, dyes, and reagents.
Aside from the widely used reactions described above, phosgene is also used to produce acyl chlorides from carboxylic acids: R−C(=O)−OH + COCl 2 → R−C(=O)−Cl + HCl + CO 2. For this application, thionyl chloride is commonly used instead of phosgene.
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