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447285 Sigma-Aldrich

Thionyl chloride

ReagentPlus®, 99.5%, low iron

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Properties

Related Categories C-X Bond Formation (Halogen), Chemical Synthesis, Chlorination, Synthetic Reagents
grade   ReagentPlus®
vapor pressure   97 mmHg ( 20 °C)
assay   99.5%
contains   <5 ppm iron
refractive index   n20/D 1.518(lit.)
bp   79 °C(lit.)
mp   −105 °C(lit.)
density   1.631 g/mL at 25 °C(lit.)

Description

Packaging

100, 500 mL in glass bottle

5 mL in ampule

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
Contact with water liberates toxic gas., Reacts violently with water.
Hazard Codes (Europe) 
C
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36/37/39-45
RIDADR 
UN 1836 8 / PGI
WGK Germany 
1
RTECS 
XM5150000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Determination of Water Content in Thionylchloride (sulfurous oxychloride) Using Karl Fischer Titration

It is not possible to determine the water content in this substance for several reasons. Thionyl chloride cannot contain water, because it is hydrolysed in the presence of water to form sulfur dioxid...
Keywords: Exothermic, Titrations

Peer-Reviewed Papers

References

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[Gas-chromatographic analysis of thionyl chloride in the air of the work area]. Burina AI Gig. Tr. Prof. Zabol. (3), 39-41, (1989)

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[Rapid determination of thionyl chloride in the air of industrial premises]. Bilenko NS, Lisetskaia GS, Sinkevich SM, et al. Gig. Sanit. (4), 76, (1991)

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[Study of methods of determining amount of airborne thionyl chloride in the workplace]. Lue Y, Li JG, Liu DL, et al. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi 21(3), 240, (2003)

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Correlation of contraceptive activity of norethisterone and levonorgestrel esters with VR(w) values and hydrolysis rates. Karunanithy R, Yeo SH, and Leung SL J. Pharmacobiodyn. 12(8), 468-75, (1989)

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Fabrication of graphene thin films based on layer-by-layer self-assembly of functionalized graphene nanosheets. Park JS, Cho SM, Kim WJ, et al. ACS Appl. Mater. Interfaces 3(2), 360-8, (2011)

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Thionyl-chloride-induced lung injury and bronchiolitis obliterans. Konichezky S, Schattner A, Ezri T, et al. Chest 104(3), 971-3, (1993)

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N-9-fluorenylmethoxycarbonylpyroglutamate. Preparation of the acid, chloride and succinimidyl ester. Benoiton NL and Chen FM Int. J. Pept. Protein Res. 43(4), 321-4, (1994)

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Chlorination/cyclodehydration of amino alcohols with SOCl2: an old reaction revisited. Xu F, Simmons B, Reamer RA, et al. J. Org. Chem. 73(1), 312-5, (2008)

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Stability of alpha-amylase immobilized on poly(methyl methacrylate-acrylic acid) microspheres. Aksoy S, Tumturk H, and Hasirci N J. Biotechnol. 60(1-2), 37-46, (1998)

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Reaction of some 1,2-trans-aldose peracetates with thionyl chloride-acetic acid--a convenient synthesis of some 1,2-trans-per-O-acetyl-D-glycosyl chlorides. Chittenden GJ Carbohydr. Res. 242, 297-301, (1993)

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Synthesis and antitumor activity of substituted triazolo[4,3-a]pyrimidin-6-sulfonamide with an incorporated thiazolidinone moiety. Hafez HN and El-Gazzar AR Bioorg. Med. Chem. Lett. 19(15), 4143-7, (2009)

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Photodissociation dynamics of SOCl2. Chichinin A, Einfeld TS, Gericke KH, et al. Phys. Chem. Chem. Phys. 7(2), 301-9, (2005)

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Analysis of flurbiprofen, ketoprofen and etodolac enantiomers by pre-column derivatization RP-HPLC and application to drug-protein binding in human plasma. Jin YX, Tang YH, and Zeng S J. Pharm. Biomed. Anal. 46(5), 953-8, (2008)

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Chemical modification of the surface of a sulfonated membrane by formation of a sulfonamide bond. Chamoulaud G and Bélanger D Langmuir 20(12), 4989-95, (2004)

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Synthesis and characterization of novel organosoluble and optically active aromatic polyesters containing L-methionine and phthalimide pendent groups. Mallakpour S and Seyedjamali H Amino Acids 34(4), 531-8, (2008)

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Cu(I) catalysed cyclopropanation with enantiopure scorpionate type ligands derived from (+)-camphor or (-)-menthone. Godau T, Bleifuss SM, Müller AL, et al. Dalton Trans. 40(24), 6547-54, (2011)

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Synthesis, characterization, and anti-inflammatory activity of diclofenac-bound cotton fibers. Cassano R, Trombino S, Ferrarelli T, et al. Biomacromolecules 11(7), 1716-20, (2010)

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A Facile method to transform trans-4-carboxy-3,4-dihydro-3-phenyl- 1(2H)-isoquinolones to indeno[1,2-c]isoquinolines. Xiao X and Cushman M J. Org. Chem. 70(16), 6496-8, (2005)

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A facile preparation of peracylated alpha-aldopyranosyl chlorides with thionyl chloride and tin tetrachloride. Wang Q, Fu J, and Zhang J Carbohydr. Res. 343(17), 2989-91, (2008)

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The functional properties of hemoglobin modified with mellitic dianhydride: possible applications as a blood substitute. Currell DL, Chow R, and Yimenu T Biomater. Artif. Cells Immobilization Biotechnol. 21(2), 153-62, (1993)

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Theoretical mechanism of the formation of cholesteryl chloride from cholesterol and thionyl chloride. Sharma K and Kubli-Garfias C J. Mol. Model. 11(2), 135-40, (2005)

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Steroids 49. Investigations on the dehydration of 17 alpha-ethynyl-17 beta-hydroxysteroids. Vincze I, Lökös M, Bakos T, et al. Steroids 58(5), 220-4, (1993)

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Anti-IgG immobilized controlled-pore glass. Thionyl chloride-activated succinamidopropyl-glass as a covalent immobilization matrix. Stabel TJ, Casale ES, Swaisgood HE, et al. Appl. Biochem. Biotechnol. 36(2), 87-96, (1992)

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Facile one-pot synthesis of N-acyl-1H-1,2,3-benzotriazoles from internal and terminal olefinic fatty acids and their antimicrobial screening. Rauf A and Gangal S J. Oleo Sci. 57(8), 453-7, (2008)

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Pyrimidinethione nucleosides and their deaza analogues. Elgemeie GH and Kamal EA Nucleosides Nucleotides Nucleic Acids 21(4-5), 287-325, (2002)

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Merck 14,9348

Fieser 1,1158 / Fieser 2,412 / Fieser 3,290 / Fieser 4,503 / Fieser 5,663 / Fieser 6,585 / Fieser 7,366 / Fieser 8,481 / Fieser 9,465 / Fieser 10,399 / Fieser 13,297

Aldrich MSDS 1, 1702:A / Corp MSDS 1 (2), 3332:A / Corp MSDS 1 (2), 3331:D / FT-IR 1 (2), 1227:B / FT-IR 2 (3), 4710:A / IR-Spectra (3), 541:G / RegBook 1 (2), 3197:F / Sax 6, 2572 / Structure Index 1, 509:A:1 / Vapor Phase 3, 1692:A

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