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532711

Sigma-Aldrich

2-Fluorobenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
FC6H4SO2Cl
CAS Number:
2905-21-7
Molecular Weight:
194.61
MDL number:
MFCD00042285
UNSPSC Code:
12352100
PubChem Substance ID:
24877907
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.537 (lit.)

bp

246-247 °C (lit.)

mp

27-30 °C (lit.)

density

1.47 g/mL at 25 °C (lit.)

functional group

fluoro

SMILES string

Fc1ccccc1S(Cl)(=O)=O

InChI

1S/C6H4ClFO2S/c7-11(9,10)6-4-2-1-3-5(6)8/h1-4H

InChI key

ZSZKAQCISWFDCQ-UHFFFAOYSA-N

Related Categories

General description

2-Fluorobenzenesulfonyl chloride, also known as o-fluorobenzenesulfonyl chloride, is a flurinated arylsulfonyl chloride. It can be prepared from o-benzenedisulfonyl fluoride.

Application

2-Fluorobenzenesulfonyl chloride may be used in the preparation of the following furan derivatives:
  • 2-(2-fluorophenyl)benzofuran
  • 2-butyl-5-(2-fluorophenyl)furan
  • 2-(2-fluorophenyl)-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran

It may also be used to prepare:
  • 2-fluorobenzenesulfonamide
  • methyl 2-{[(2-fluorophenyl)sulfonyl]amino}-5,6,7,8-tetrahydro-1-naphthalenecarboxylate
  • potassium fluorobenzene-2-sulfonate
  • 1-(2-bromobenzyl)-2-(2-fluorophenyl)pyrrole

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

532711-5G:
532711-1G:
532711-BULK:
532711-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ4785
MKCG8662
MKCB2042V
MKBK8767V
MKBG5092V

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Discovery and optimization of anthranilic acid sulfonamides as inhibitors of methionine aminopeptidase-2: a structural basis for the reduction of albumin binding.
Sheppard GS, et al.
Journal of Medicinal Chemistry, 49(13), 3832-3849 (2006)
Water-Soluble Phosphines. 6.1 Tailor-Made Syntheses of Chiral Secondary and Tertiary Phosphines with Sulfonated Aromatic Substituents: Structural and Quantum Chemical Studies.
Bitterer F, et al.
Inorganic Chemistry, 35(14), 4103-4113 (1996)
Regiocontroled Palladium?Catalysed Direct Arylation at Carbon C2 of Benzofurans using Benzenesulfonyl Chlorides as the Coupling Partners.
Loukotova L, et al.
ChemCatChem, 6(5), 1303-1309 (2014)
Potassium fluoride catalyzed fluorodesulfonylations of aryl sulfonyl fluorides.
Van der Puy M.
The Journal of Organic Chemistry, 53(18), 4398-4401 (1988)
Benzenesulfonyl Chlorides: Alternative Coupling Partners for Regiocontrolled Palladium-Catalyzed Direct Desulfitative 5-Arylation of Furans.
Beladhria A, et al.
Synthesis, 46(18), 2515-2523 (2014)
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