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278505

Sigma-Aldrich

Sulfuryl chloride solution

1.0 M in methylene chloride

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About This Item

Linear Formula:
SO2Cl2
CAS Number:
Molecular Weight:
134.97
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.23

form

liquid

Quality Level

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

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

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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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
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
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)
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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