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Merck

571024

Sigma-Aldrich

Chlorosulfonic acid

99%

Sinónimos:

Sulfuric chlorohydrin

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About This Item

Fórmula lineal:
ClSO3H
Número de CAS:
Peso molecular:
116.52
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.21
En este momento no podemos mostrarle ni los precios ni la disponibilidad

densidad de vapor

4 (vs air)

Nivel de calidad

presión de vapor

1 mmHg ( 25 °C)
3.3 mmHg ( 37.7 °C)

Ensayo

99%

lim. expl.

37.7 %

índice de refracción

n20/D 1.433 (lit.)

pH

< 1 (at 20 °C)

bp

151-152 °C/755 mmHg (lit.)

solubilidad

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

densidad

1.753 g/mL at 25 °C (lit.)

cadena SMILES

OS(Cl)(=O)=O

InChI

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

Clave InChI

XTHPWXDJESJLNJ-UHFFFAOYSA-N

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Descripción general

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,[1] dehydrating, oxidizing and chlorinating agent. It is reported to be a better electrophilic olefin cyclization agent in comparison to other sulfonic acids.[2] Its infrared spectra in the solid, liquid and gaseous state have been recorded in the region 4000-400cm-1.[3]

Aplicación

Chlorosulfonic acid may be used in the following processes:
  • Synthesis of di-n-butyl ammonium chlorosulfonate, a secondary amine ionic liquid.[4]
  • To prepare sulfonated polyethersulfone (SPES) with enhanced hydrophilic property.[1]
  • To attach sulfate group to silk fibroin for improving its anticoagulant ability.[5]
  • As a catalyst to prepare substituted coumarin, via von Pechmann condensation between phenol and β-ketoester.[6]
  • As a substitute to acid catalyst in Biginelli reaction to prepare 3,4dihydropyrimidines.[7]

Pictogramas

Skull and crossbonesCorrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Riesgos supl.

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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)
Polyethersulfone sulfonated by chlorosulfonic acid and its membrane characteristics.
Guan R, et al.
European Polymer Journal, 41(7), 1554-1560 (2005)
Chlorosulfonic acid as a convenient electrophilic olefin cyclization agent.
Linares-Palomino PJ, et al.
Tetrahedron Letters, 44(35), 6651-6655 (2003)
Infrared spectra of methane-, fluoro-, and chlorosulfonic acids.
Chackalackal SM and Stafford FE.
Journal of the American Chemical Society, 88(21), 4815-4819 (1966)

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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