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571024

Sigma-Aldrich

Chlorosulfonic acid

99%

Synonym(s):
Sulfuric chlorohydrin
Linear Formula:
ClSO3H
CAS Number:
Molecular Weight:
116.52
EC Number:
MDL number:
PubChem Substance ID:

vapor density

4 (vs air)

Quality Level

vapor pressure

1 mmHg ( 25 °C)
3.3 mmHg ( 37.7 °C)

Assay

99%

expl. lim.

37.7 %

refractive index

n20/D 1.433 (lit.)

bp

151-152 °C/755 mmHg (lit.)

solubility

acetic acid: soluble(lit.)
chloroform: soluble(lit.)
dichloromethane: soluble(lit.)

density

1.753 g/mL at 25 °C (lit.)

SMILES string

OS(Cl)(=O)=O

InChI

1S/ClHO3S/c1-5(2,3)4/h(H,2,3,4)

InChI key

XTHPWXDJESJLNJ-UHFFFAOYSA-N

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This Item
16351143559781910
Chlorosulfonic acid 99%

Sigma-Aldrich

571024

Chlorosulfonic acid

Sulfuric acid, fuming reagent grade, 20%, as free SO3

Sigma-Aldrich

435597

Sulfuric acid, fuming

Propionic acid puriss. p.a., ≥99.5% (GC)

Sigma-Aldrich

81910

Propionic acid

vapor pressure

1 mmHg ( 25 °C), 3.3 mmHg ( 37.7 °C)

vapor pressure

-

vapor pressure

2 mmHg ( 25 °C)

vapor pressure

2.4 mmHg ( 20 °C)

assay

99%

assay

-

assay

-

assay

≥99.5% (GC)

refractive index

n20/D 1.433 (lit.)

refractive index

-

refractive index

-

refractive index

n20/D 1.386 (lit.)

bp

151-152 °C/755 mmHg (lit.)

bp

-

bp

-

bp

141 °C (lit.)

solubility

acetic acid: soluble(lit.), chloroform: soluble(lit.), dichloromethane: soluble(lit.)

solubility

alcohol: slightly soluble(lit.), benzene: slightly soluble(lit.), chloroform: slightly soluble(lit.), diethyl ether: slightly soluble(lit.), water: freely soluble(lit.)

solubility

-

solubility

organic solvents: soluble(lit.), water: soluble(lit.)

General description

Chlorosulfonic acid is a strong acid that is synthesized on an industrial scale by reacting sulfur trioxide and dry hydrogen chloride gas in an equimolar ratio. It can act as a sulfonating, dehydrating, oxidizing and chlorinating agent. It is reported to be a better electrophilic olefin cyclization agent in comparison to other sulfonic acids. Its infrared spectra in the solid, liquid and gaseous state have been recorded in the region 4000-400cm-1.

Application

Chlorosulfonic acid may be used in the following processes:
  • Synthesis of di-n-butyl ammonium chlorosulfonate, a secondary amine ionic liquid.
  • To prepare sulfonated polyethersulfone (SPES) with enhanced hydrophilic property.
  • To attach sulfate group to silk fibroin for improving its anticoagulant ability.
  • As a catalyst to prepare substituted coumarin, via von Pechmann condensation between phenol and β-ketoester.
  • As a substitute to acid catalyst in Biginelli reaction to prepare 3,4dihydropyrimidines.

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 1 Inhalation - Eye Dam. 1 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Polyethersulfone sulfonated by chlorosulfonic acid and its membrane characteristics.
Guan R, et al.
European Polymer Journal, 41(7), 1554-1560 (2005)
Di-n-butyl ammonium chlorosulfonate as a highly efficient and recyclable ionic liquid for the synthesis of N-containing bisphosphonates.
Reddy MV, et al.
Catalysis Communications, 61, 102-106 (2015)
Chlorosulfonic acid catalyzed highly efficient solvent-free synthesis of 3,4-Dihydropyrimidin-2(1H)-one and thiones.
Kotharkar SA, et al.
Ukrainica Bioorganica Acta, 2, 17-21 (2006)
Chlorosulfonic acid-catalysed one-pot synthesis of coumarin.
Kotharkar SA, et al.
Mendeleev Communications, 16(4), 241-242 (2006)
Chlorosulfonic acid as a convenient electrophilic olefin cyclization agent.
Linares-Palomino PJ, et al.
Tetrahedron Letters, 44(35), 6651-6655 (2003)

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