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Sigma-Aldrich

Sulfuryl chloride solution

1.0 M in methylene chloride

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About This Item

Linear Formula:
SO2Cl2
CAS Number:
7791-25-5
Molecular Weight:
134.97
MDL number:
MFCD00011451
UNSPSC Code:
12352300
PubChem Substance ID:
24856819
NACRES:
NA.23

form

liquid

concentration

1.0 M in methylene chloride

density

1.352 g/mL at 25 °C

SMILES string

ClS(Cl)(=O)=O

InChI

1S/Cl2O2S/c1-5(2,3)4

InChI key

YBBRCQOCSYXUOC-UHFFFAOYSA-N

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Application


  • Palladium-Catalyzed Synthesis of Ammonium Sulfinates from Aryl Halides and a Sulfur Dioxide Surrogate: A Gas-and Reductant-Free Process: This study elaborates on using sulfuryl chloride for oxidative chlorination leading to sulfonyl chloride formation, which is important for synthetic organic chemistry (Emmett et al., 2014).

  • Combining Organometallic Reagents, the Sulfur Dioxide Surrogate DABSO, and Amines: A One‐Pot Preparation of Sulfonamides, Amenable to Array Synthesis: This research discusses an innovative one-pot method for preparing sulfonamides using sulfuryl chloride, highlighting its utility in streamlining complex syntheses (Deeming et al., 2015).

  • Interfacial polymerization: from chemistry to functional materials: The article illustrates the use of sulfuryl chloride in interfacial polymerization, a key technique for developing advanced materials with tailored properties (Zhang et al., 2020).

Signal Word

Danger

Hazard Statements

H314,H331,H336,H351

Hazard Classifications

Acute Tox. 3 Inhalation - Carc. 2 - Eye Dam. 1 - Skin Corr. 1C - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH014

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Zhiyong Wu et al.
Organic letters, 15(6), 1270-1273 (2013-03-07)
An efficient and concise one-pot protocol to synthesize sulfonylated quinoline N-oxides via copper-catalyzed C-H bond activation has been developed. Commercially available and less expensive aryl sulfonyl chlorides were used as the sulfonylation reagents. Various 2-aryl sulfonyl quinolines were obtained in
Christopher Blackburn
ACS combinatorial science, 14(3), 150-154 (2012-02-11)
Reductive aminations and further transformations of an azo dye and fluorous tagged aldehyde are described. The intensely colored 2,4-dialkoxybenzyl protected amines undergo Fmoc-based peptide coupling, Suzuki reactions, and sulfonamide formation with product isolation facilitated by visual monitoring of fluorous solid
Polystyrene sulfonyl chloride: a highly orthogonal linker resin for the synthesis of nitrogen-containing heterocycles.
Matthias Mentel et al.
Angewandte Chemie (International ed. in English), 48(32), 5841-5844 (2009-07-08)
Iron-catalyzed desulfinylative C-C cross-coupling reactions of sulfonyl chlorides with grignard reagents.
Chandra M Rao Volla et al.
Angewandte Chemie (International ed. in English), 47(7), 1305-1307 (2008-01-05)
Michael Harmata et al.
The Journal of organic chemistry, 72(2), 683-685 (2007-01-16)
Sulfinamides were synthesized from sulfonyl chlorides using a procedure involving in situ reduction of sulfonyl chlorides. The reaction is broad in scope and easy to perform.
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