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Thionyl chloride

Base Information Edit
  • Chemical Name:Thionyl chloride
  • CAS No.:7719-09-7
  • Deprecated CAS:2505209-14-1
  • Molecular Formula:Cl2OS
  • Molecular Weight:118.971
  • Hs Code.:2812.10
  • European Community (EC) Number:231-748-8,682-671-5
  • ICSC Number:1409
  • UN Number:1836
  • UNII:4A8YJA13N4
  • DSSTox Substance ID:DTXSID3064778
  • Nikkaji Number:J3.752D
  • Wikipedia:Thionyl chloride,Thionyl_chloride
  • Wikidata:Q409171
  • Mol file:7719-09-7.mol
Thionyl chloride

Synonyms:thionyl chloride

Suppliers and Price of Thionyl chloride
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • SynQuest Laboratories
  • Thionyl chloride 98%
  • 500 g
  • $ 370.00
  • SynQuest Laboratories
  • Thionyl chloride 98%
  • 100 g
  • $ 340.00
  • Sigma-Aldrich
  • Thionyl chloride ReagentPlus?, ≥99%
  • 100 mL
  • $ 59.10
  • Sigma-Aldrich
  • Thionyl chloride for synthesis
  • 500 mL
  • $ 74.55
  • Sigma-Aldrich
  • Thionyl chloride ReagentPlus?, ≥99%
  • 5 mL
  • $ 33.90
  • Sigma-Aldrich
  • Thionyl chloride ReagentPlus?, ≥99%
  • 4 x 100 mL
  • $ 182.00
  • Sigma-Aldrich
  • Thionyl chloride ReagentPlus?, ≥99%
  • 1 L
  • $ 171.00
  • Sigma-Aldrich
  • Thionyl chloride for synthesis
  • 1 L
  • $ 126.72
  • Sigma-Aldrich
  • Thionyl chloride ReagentPlus?, ≥99%
  • 500 mL
  • $ 95.70
  • Sigma-Aldrich
  • Thionyl chloride for synthesis
  • 40 kg
  • $ 912.97
Total 4 raw suppliers
Chemical Property of Thionyl chloride Edit
Chemical Property:
  • Appearance/Colour:Colorless to slightly yellow liquid 
  • Vapor Pressure:97 mm Hg ( 20 °C) 
  • Melting Point:-105 °C 
  • Refractive Index:n20/D 1.518(lit.)  
  • Boiling Point:79 °C at 760 mmHg 
  • Flash Point:105°C 
  • PSA:36.28000 
  • Density:1.956 g/cm3 
  • LogP:1.90840 
  • Storage Temp.:Store at RT. 
  • Sensitive.:Moisture Sensitive 
  • Solubility.:Miscible with toluene, chloroform, benzene, carbon tetrachloride 
  • Water Solubility.:REACTS 
  • XLogP3:1.5
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:117.9046912
  • Heavy Atom Count:4
  • Complexity:29
  • Transport DOT Label:Corrosive
Purity/Quality:

99%min *data from raw suppliers

Thionyl chloride 98% *data from reagent suppliers

Safty Information:
  • Pictogram(s): Corrosive
  • Hazard Codes:
  • Statements: 14-20/22-29-35-40-34-20/21/22 
  • Safety Statements: 26-36/37/39-45-28-27 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Toxic Gases & Vapors -> Acid Halides
  • Canonical SMILES:O=S(Cl)Cl
  • Inhalation Risk:A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
  • Effects of Short Term Exposure:The substance is very corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause lung oedema. The substance may cause effects on the lungs. This may result in inflammation and blockage of the airways. Exposure far above the OEL could cause death. The effects may be delayed. Medical observation is indicated.
  • Uses Thionyl chloride is an important intermediate of organic chemistry and is mainly used in medicine, pesticides, dyes and industrial organic synthesis industry as chlorinating agent. Consumption structure: the pharmaceutical industry accounted for 25%, pesticide industry accounted for 50%, dyestuff industry accounted for 5% and other industries accounted for 20%. The pesticide industry contributes the major part for consumption of thionyl chloride and is mainly used for the production of inabenfide, valerate, fenvalerate, mosquito-killing dimerthrin, flucythrinate, diflubenzuron, isocarbophos, fenpropathrin, endosulfan, deltamethrin, a (b) group chlorpyrifos, oxazolidinone, quizalofop and warfarin. Because thionyl chloride can have fierce reaction with water, it is able to have reaction with metal chloride hydrated salt for production with anhydrous metal chlorides. MCln ? xH2O + x SOCl2 → MCln + x SO2 + 2x HCl Thionyl chloride was subjected heating reflux with a transition metal oxide and can further generate the corresponding oxychloride of the metal: WO3 + 2SOCl2 → WOCl4 + 2SO2 Thionyl chloride has been widely used for converting alcohol and the carboxylic acid into the corresponding acid chloride and chlorinated hydrocarbons. Compared with other agents (such as phosphorus penta-chloride), thionyl chloride is often the preferred reagents, because both the reaction product of sulfur dioxide and hydrogen chloride are gaseous and is easily to be separated. The excess amount of thionyl chloride can be removed by distillation. RC (= O)-OH + O = SCl2 → RC (= O)-Cl + SO2 + HCl R-OH + O = SCl2 → R-Cl + SO2 + HCl. Sulfoacid can react with thionyl chloride to generate sulfonyl chloride. Sulfinic acid can have reaction with thionyl chloride to generate sulfinyl chloride. Phosphonic acid can have reaction with thionyl chloride to generate phosphine chloride. Thionyl chloride can react with mono-substituted formamide to generate the corresponding isonitriles. Amide can react with thionyl chloride to generate imine acyl chloride. Primary amide, upon co-heating with thionyl chloride, will be further dehydrated to become nitrile. The above information is edited by the lookchem of Dai Xiongfeng. It can be applied to medicine, pesticide and dye industries and mainly used for the production of isocarbophos, sumicidin, propargite tetramisole hydrochloride, indomethacin, and vitamin A, etc. It can be used as the chlorinating agents for organic synthesis such as chlorination of alcoholic hydroxyl group, chlorination of carboxylic acid, chlorination of acid anhydride and the chlorine displacement of organic sulfonic acid or carboxylic acid. It can also be used for making acyl chloride as well as being used for the manufacture of pharmaceutical intermediates such as tetramisole hydrochloride and synthomycin palmitate. It can also be used as a dehydrating agent or solvent. In the manufacture of lithium batteries; in the synthesis of herbicides, surfactants, drugs, vitamins, and dyestuffs. For making acyl chlorides, to replace OH or SH groups with chlorine atoms; reacts with Grignard reagents to form the corresponding sulfoxides. Review of use in organic synthesis: J. S. Pizey, Synthetic Reagents vol. 1 (John Wiley, New York, 1974) pp 321-357. Thionyl chloride (SOCl2) is used as a chlorinating agent in manufacturing organic compounds. It is also used as a solvent in high-energy lithium batteries.
  • Production method It can be produced with the reaction between sulfur trioxide and sulfur dichloride. Chlorosulfonic acid method: first add sulfur powder to the reactor, put through the chlorine gas for reaction to generate sulfur monochloride. Then add a certain amount of chlorine acid and sulfur monochloride to the reactor; put through chlorine gas at below 50 ℃ for reaction; the resulted mixture was further subject to the crude distillation and condensation; further collect the material liquid below 130 ℃ and feed to the distillation pot; in order to make the low-boiling sulfur dichloride be convert to sulfur chloride for further being left in the pot, then you have to add 15% to 20% the amount of the crude product of sulfur and then send for distillation; reflux for 4h until giving normal color; collect the fraction between 75-80 ℃ to obtain the finished product. The reaction equation is: 2ClSO3H + S2C12 + C12 → 2SOC12 + 2SO2 + 2HCl Sulfur dioxide method: take sulfur, liquid chlorine and liquid sulfur dioxide as raw material; apply whole-cycle and liquid circulation method for production of high-purity alumina thionyl chloride with a purity of 99%; this method has advanced technology, high product quality and releases less "three wastes".
  • Physical properties Pale yellow to red fuming liquid; suffocating odor; refractive index 1.517 at 20°C; density 1.631 g/mL at 20°C; freezes at -101°C; boils at 75.6°C; decomposes at 140°C; decomposes in water; soluble in benzene, chloroform, and carbon tetrachloride.
Technology Process of Thionyl chloride

There total 112 articles about Thionyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
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