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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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Related Categories

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

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Philippe Hermange et al.
Organic letters, 11(18), 4044-4047 (2009-08-15)
Reaction of an isoquinoline, a silyloxyfuran, and an acyl or sulfonyl chloride provides easy access to a wide variety of isoquinolinobutyrolactones with excellent yields and diastereoselectivites (R*,R* isomer), even in the case of formation of quaternary centers (i.e., R(3) or
Qian Wu et al.
Chemical communications (Cambridge, England), 47(32), 9188-9190 (2011-07-14)
A new, efficient protocol for the synthesis of di(hetero)aryl sulfides is described. Cheap and easily available arylsulfonyl chlorides as a sulfur source reductively couple with electron-rich (hetero)arenes (e.g., indolizines, indoles, electron-rich benzenes, etc.) in the presence of triphenylphosphine to afford
Ourida Saidi et al.
Journal of the American Chemical Society, 133(48), 19298-19301 (2011-11-04)
A selective catalytic meta sulfonation of 2-phenylpyridines was found to occur in the presence of (arene)ruthenium(II) complexes upon reaction with sulfonyl chlorides. The 2-pyridyl group facilitates the formation of a stable Ru-C(aryl) σ bond that induces a strong para-directing effect.
Tandem cyclizations of 1,6-enynes with arylsulfonyl chlorides by using visible-light photoredox catalysis.
Guo-Bo Deng et al.
Angewandte Chemie (International ed. in English), 52(5), 1535-1538 (2013-01-05)
Xiaoming Zeng et al.
Journal of the American Chemical Society, 133(44), 17638-17640 (2011-10-13)
A variety of polysubstituted 1H-indenes can be prepared through the copper-catalyzed arylative cyclization of simple arylalkynes with commercially available aromatic sulfonyl chlorides that function as an aryl group donor. The reaction tolerates a broad range of functional groups, including bromide
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