Thionyl Chloride

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thionyl chloride

[′thī·ən·əl ′klȯr‚īd]
(inorganic chemistry)
SOCl2 A toxic, yellowish to red liquid with a pungent aroma, soluble in benzene, decomposes in water and at 140°C; boils at 79°C; used as a chemical intermediate and catalyst. Also known as sulfur oxychloride; sulfurous oxychloride.
McGraw-Hill Dictionary of Scientific & Technical Terms, 6E, Copyright © 2003 by The McGraw-Hill Companies, Inc.
The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

Thionyl Chloride

 

(SOCl2), a colorless liquid that fumes upon exposure to air. Thionyl chloride is prepared commercially by the direct reaction of S, O2 and Cl2 at 180°–200°C (using activated carbon as a catalyst) or by the action of excess SO2 on CCl 4in the presence of AlCl3 at 150°C and pressure of about 4 meganewtons per sq m, or 40 kilograms-force per sq cm. It is used for the preparation of sulfochlorinated polymer derivatives, and also as a chlorinating agent—for example, in the manufacture of dyes and pharmaceuticals.

Thionyl chloride is toxic; it irritates the mucous membranes, causing severe burns.

The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.
References in periodicals archive ?
Of all the available ]ithium batteries chemistries, bobbin-type Li/ SOCL2 cells offer the highest energy density and voltage, excellent temperature characteristics, low self-discharge rates and excellent safety characteristics.
The synthesis of compounds 4a-g was modified with using Cl2 as chloride agent instead of using SOCl2 according to the literature method [23].
When preparing compound 4a-g from 3a-g, the literature method was modified with using Cl2 as chloride agent instead of using SOCl2 [20].
Then, the obtained trisacetyl gallic acid (2) was refluxed for 3 hours in thionyl chloride (SOCl2) with the aid of dimethyl formamide (DMF) to prepare the trisacetyl galloyl chloride (3) that can efficiently react with 2-substituted phenoxymethyl benzimidazoles (6)[49,50] in the presence of triethylamine as the acid binding agent.
Then compounds 6a and 6b were obtained in the similar way in good yields from 3 via chlorination by SOCl2 to provide acid chloride, subsequent reaction with m- and p-hydroxybenzyl bromide respectively in anhydrous CH2Cl2 at room temperature.
To a solution of compound 3d (0.50 g, 1 mmol) in xylene was added triethylamine (0.14 mL, 1 mmol) and SOCl2 (0.073 mL, 1 mmol) and the reaction mixture was stirred at reflux for 8 h.
Compound 3d was heated in xylene at reflux temperature with equimolar amounts of Et3N and SOCl2 until the Ethyl N-[(4-benzoyl-1-(4-methoxyphenyl)-5-phenyl-1H- pyrazol-3-yl)carbonyl]alaninate (3d) was fully consumed.
Freshly distilled SOCl2 (thionyl chloride) (2 mL, 0.27mol) was added drop wise, the resultant solution was then stirred for 2 h till the appearance of orange- brown coloration.
Piperin (1) was subjected to basic hydrolysis to give piperic acid (2) which was then reacted with thionyl chloride (SOCl2) and condensed with amine resulting in the formation of corresponding amide (3a-3o).
The oxidized multi-walled carbon nanotube (MWNT- COOH) and thyonylchloride (SOCl2) was used in preparing of carbonyl chloride-functionalized carbon nanotube (MWNT-COCl).
Cyclopropanecarbonyl chloride was prepared from the cyclopropane dicarboxylic acid and SOCl2, without isolation further reacted with 5-o- tolyl-2-amino-1, 3, 4-thiadizole at room temperature [8] as shown in scheme-1.