7790-94-5

Basic information

• Product Name: Chlorosulfonic acid
• Synonyms: acidechlorosulfonique;chlorosulfonic;monochlorosulfuricacid;sulfonicacid,monochloride;AKOS BBS-00004309;CHLOROSULFONIC ACID;SULFURIC CHLOROHYDRIN;chlorosulphonic acid
• CAS NO: 7790-94-5
• Molecular Formula: ClHO₃S
• Molecular Weight: 116.52
• EINECS: 232-234-6
• Product Categories: Pharmaceutical Intermediates;Inorganics;GlycosidesChemical Synthesis;Inorganic AcidsDerivatization Reagents TLC;Steroids, Terpenes, Lipids, Bile acidsDerivatization Reagents TLC;Derivatization Reagents TLC;Synthetic Reagents;TLC Reagents, A-C;TLC Visualization Reagents (alphabetic sort);TLC Visualization Reagents (by application);Miscellaneous Reagents
• Mol File: 7790-94-5.mol

Chemical Properties

• Melting Point: -80°C
• Boiling Point: 151-152 °C755 mm Hg(lit.)
• Flash Point: 158°C
• Appearance: Yellow to brown/Oily Liquid, Fuming In Air
• Density: 1.753 g/mL at 25 °C(lit.)
• Vapor Density: 4 (vs air)
• Vapor Pressure: 1 mm Hg ( 25 °C)
• Refractive Index: n20/D 1.433(lit.)
• Storage Temp.: Room Temperature, under inert atmosphere
• Solubility: Miscible with hydrocarbons.
• PKA: -6.49±0.15(Predicted)
• Water Solubility: reacts
• Sensitive: Moisture Sensitive
• Stability: Stable, but reacts violently with water. In case of spills, mop up with sand - do not add water. Reacts with most metals to yiel
• Merck: 14,2165
• CAS DataBase Reference: Chlorosulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Chlorosulfonic acid(7790-94-5)
• EPA Substance Registry System: Chlorosulfonic acid(7790-94-5)

Safety Data

• Hazard Codes: C
• Statements: 14-35-37
• Safety Statements: 26-45
• RIDADR: UN 1754 8/PG 1
• WGK Germany: 1
• RTECS: FX5730000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: I
• Hazardous Substances Data: 7790-94-5(Hazardous Substances Data)

Usage

Chemical Description

Chlorosulfonic acid is used in the synthesis of derivatives 6 and 7.

Uses

Used in Pharmaceutical Industry:
Chlorosulfonic acid is used as a reagent and intermediate in the synthesis of various pharmaceuticals. It is used in the preparation of benzothiazepinylphosphonate bile acid transporter inhibitors, which have potential applications in the treatment of cholesterol-related disorders.
Used in Food Industry:
Chlorosulfonic acid is used in the production of saccharin, a synthetic sweetener that is several hundred times sweeter than sugar. It is used as a sugar substitute in various food products, particularly for individuals with diabetes or those looking to reduce their sugar intake.
Used in Chemical Industry:
Chlorosulfonic acid is used as a chlorosulfonating and condensing agent in organic syntheses. It is used in the manufacture of sulfone compounds, which have applications in various industries, including plastics, textiles, and pharmaceuticals.
Used in Detergent Industry:
Chlorosulfonic acid is used as a detergent booster, enhancing the cleaning power of detergents by improving their wetting and foaming properties. It is also used as an anti-contrail agent, reducing the formation of contrails in detergent formulations.
Used in Military Applications:
Chlorosulfonic acid is used in the production of smoke screens, which are used for concealment and visual deception in military operations. It is also used as an intermediate in the production of other substances with potential military applications.

Reactivity Profile

Chlorosulfonic acid is a strong oxidizing acid. Reacts violently with water, strong mineral acids and bases, alcohols, finely dispersed organic matter. Dangerously incompatible with combustible materials, nitrates, chlorates, metallic powders, carbides, picrates, and fulminates. Undergoes possibly violent reactions with acetic acid, acetic anhydride, acetonitrile, acrolein, acrylic acid, acrylonitrile, alkali, allyl alcohol, allyl chloride, ammonium hydroxide, aniline, butyraldehyde, cresol, cumene, diethyleneglycol methyl ether, diisopropyl ether, diphenyl ether, ethyl acetate, ethyl acrylate, ethylene chlorohydrin, ethylenediamine, ethylene glycol, glyoxal, hydrocarbons (hexane, heptane), hydrogen peroxide, isoprene, powdered metals, methyl ethyl ketone, propylene oxide, vinyl acetate. When heated to decomposition, Chlorosulfonic acid emits toxic fumes of hydrogen chloride and oxides of sulfur [Sax, 9th ed., 1996, p. 831]. Reaction with phosphorus accelerates out of control and culminates in an explosion [Heumann, K. et al., Ber., 1882, 15, p. 417]. Mixing chlorosulfuric acid and 98% sulfuric acid may evolve HCl [Subref: Anon, Loss Prev. Bull. 1977, (013), 2-3].

Hazard

Toxic by inhalation; strong irritant to eyes and skin; causes severe burns. Can ignite combustible materials. Evolves hydrogen on contact with most metals.

Health Hazard

INHALATION: vapor extremely irritating to lungs and mucous membranes. Vapor has such a sharp and pentrating odor that inhalation of severely toxic quantities is unlikely unless it is impossible to escape the fumes. CONTACT WITH EYES OR SKIN: liquid acid will severely burn body tissue.

Flammability and Explosibility

Nonflammable

Safety Profile

A poison irritant. See also SULFURIC ACID. Chlorosulfonic acid is corrosive, can cause severe acid burns and is very irritating to the eyes, lungs, and mucous membranes. It can cause acute toxic effects either in the liquid or vapor state. Inhalation of concentrated vapor may cause loss of consciousness with serious damage to lung tissue. Contact of liquid with the eyes can cause severe burns if the liquid is not immediately and completely removed. It also causes severe sh burns due to its highly corrosive action. Upon ingestion it

Potential Exposure

Used to make pesticides, detergents, pharmaceuticals, dyes, resins, sulfonated oils; intermediate for dyes and pharmaceuticals; and pesticides. Although no military designation has been assigned chlorosulfonic acid may have been used as a choking/pulmonary agent

Shipping

UN1754 Chlorosulfonic acid (with or without sulfur trioxide), Hazard class: 8; Labels: 8-Corrosive material, 6.1-Poison Inhalation Hazard, Inhalation Hazard Zone B.

Purification Methods

Distil the acid in an all-glass apparatus, taking the fraction boiling at 156-158o. It reacts EXPLOSIVELY with water [Cremlyn Chlorosulfonic acid: A Versatile Reagent, Royal Society of Chemistry UK, 2002, p 308, ISBN 0854044981, Fehér in Handbook of Preparative Inorganic Chemistry (Ed. Brauer) Academic Press Vol I p 385 1963].

Incompatibilities

Explosively reacts with water, forming sulfuric and hydrochloric acid and dense fumes. Dangerously reactive, avoid contact with all other material. Violent reaction with many compounds, including reducing agents; alcohols, chemically active metals; combustible materials, strong acids, alkaline earth sulfides, aluminum carbides, aluminum, amines, calcium sulfide, carbides, chlorine trifluoride, glycerin, hydrides, hydrochloric acid, hydrogen peroxide, hydrogen sulfide, hydroxylamine, magnesium, metal powders, metal sulfides, molybdenum, phenylhydrazine, phosphorous red/friction, phosphorous trichloride, silicon, sulfides, sulfur, sulfur dioxide, sulfur/ friction, sulfuric acid, tungsten, hydrogen trisulfide, diphenyl ether, finely divided metals, silver nitrate. Contact with phosphorous may cause fire and explosions. Forms explosive material with ethyl alcohol. Attacks many metals; reaction with steel drums forms explosive hydrogen gas, which must be periodically relieved.

InChI:InChI=1/ClHO3S/c1-5(2,3)4/h(H,2,3,4)

Upstream product

• 63113-57-5 3-sulfodiphenyl sulfone 
• 7782-50-5 chlorine 
• 7791-27-7 pyrosulfuryl chloride 
• 10034-85-2 hydrogen iodide 
• 10026-13-8 phosphorus pentachloride 
• 7789-21-1 fluorosulphonic acid 
• 7782-49-2 selenium 
• 7783-05-3 disulfuric acid 
• 7719-09-7 thionyl chloride 
• 7647-01-0 hydrogenchloride 
• 7446-11-9 sulfur trioxide 
• 608-73-1 1,2,3,4,5,6-hexachlorocyclohexane 
• 10025-78-2 trichlorosilane 
• 67-66-3 chloroform 

Downstream Products

• 2010-06-2 2-Amino-4-phenylthiazole 
• 123-19-3 4-heptanone 
• 812-01-1 methyl chlorosulfate 
• 49715-04-0 chlorosulfuric acid chloromethyl ester 
• 75-44-5 phosgene 
• 41284-12-2 bis-(1,2,2,2-tetrachloro-ethyl)-ether 
• 598-78-7 (R,S)-2-chloropropionic acid 
• 503-40-2 methanedisulfonic acid 
• 50-29-3 p,p'-DDT 
• 5184-75-8 4,4'-sulfonylbis(1,3-dimethylbenzene) 
• 98-31-7 3,4-dichlorobenzenesulphonyl chloride 
• 22588-79-0 bis-(3,4-dichloro-phenyl)-sulfone 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 93234-31-2 2-amino-toluene-3,5-disulfonyl chloride 

Relevant articles and documents

Para-ester synthesis process for recycling hydrogen chloride

The invention discloses a para-ester synthesis process capable of recycling hydrogen chloride, which is characterized by comprising the following steps: (1) preparing chlorosulfonic acid; absorbing the hydrogen chloride gas generated in the chlorosulfonation link through an original HCl absorption tower, and resolving to generate pure hydrogen chloride gas; reacting the hydrogen chloride gas withpure sulfur trioxide gas in a primary reaction tower to obtain gaseous chlorosulfonic acid; condensing the gaseous chlorosulfonic acid and entering in a secondary reaction tower, and fully reacting aside reaction product in the primary reaction tower with excessive sulfur trioxide and hydrogen chloride to further generate chlorosulfonic acid; (2) preparing para-ester; preparing chlorosulfonated substances in a sulfonation reaction kettle; diluting and carrying out suction filtration, and then carrying out a reduction reaction, a condensation reaction and an esterification reaction to preparethe para-ester. The hydrogen chloride generated in the chlorosulfonation link is recovered and reacts with sulfur trioxide gas to prepare chlorosulfonic acid, the chlorosulfonic acid serves as a raw material in the chlorosulfonation link, the para-ester is further prepared, and cyclic utilization is achieved.

Metalloprotease inhibitors

A compound selected from those of the formula (I): wherein: R1represents hydrogen or halogen, or alkyl or alkoxy, R2represents hydroxy, alkoxy or —NHOH, Ar1represents phenylene or biphenylene, X represents oxygen or sulphur, NR, —C≡C— or a bond, R represents hydrogen or alkyl, n is an integer from 0 to 6 inclusive, Ar2represents any one of the groups as defined in the description, its isomers and addition salts thereof with a pharmaceutically-acceptable acid or base, and medicinal products containing the same which are useful as metalloprotease inhibitors.