7791-25-5

Basic information

• Product Name: Sulfuryl chloride
• Synonyms: CLORSULFURON;SO2Cl2;Sulfonychloride;Sulfonyl chloride;sulfonylchloride;sulfonyldichloride;Sulfuric chloride;sulfuricdichloride
• CAS NO: 7791-25-5
• Molecular Formula: Cl₂O₂S
• Molecular Weight: 134.97
• EINECS: 232-245-6
• Product Categories: Inorganics;Chlorination;C-X Bond Formation (Halogen);Synthetic Reagents;ChlorinationMicro/Nanoelectronics;Electronic Chemicals;Others
• Mol File: 7791-25-5.mol

Chemical Properties

• Melting Point: -54.1 °C
• Boiling Point: 69.1 °C
• Flash Point: 69.1°C
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.667
• Vapor Density: 4.7 (vs air)
• Vapor Pressure: 100 mm Hg ( 17.8 °C)
• Refractive Index: n20/D 1.443(lit.)
• Storage Temp.: Hygroscopic, Room Temperature, under inert atmosphere
• Solubility: Miscible with benzene, toluene, chloroform, ether, carbon tetrac
• Water Solubility: reacts
• Sensitive: Moisture Sensitive
• Stability: Reacts violently with water. Incompatible with acids, alcohols, bases, metals, amines, moisture.
• Merck: 14,8980
• CAS DataBase Reference: Sulfuryl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Sulfuryl chloride(7791-25-5)
• EPA Substance Registry System: Sulfuryl chloride(7791-25-5)

Safety Data

• Hazard Codes: C
• Statements: 34-40-14-37-67
• Safety Statements: 26-45-36/37-36/37/39
• RIDADR: UN 2927 6.1/PG 2
• WGK Germany: 2
• RTECS: WT4870000
• F: 3-10-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: I
• Hazardous Substances Data: 7791-25-5(Hazardous Substances Data)

Usage

Chemical Description

Sulfuryl chloride is a reagent used in the synthesis of compound 3.

Chemical Description

Sulfuryl chloride is a reactive compound that can be used to convert thiols to sulfenyl chlorides.

Uses

Used in Organic Synthesis:
Sulfuryl chloride is used as a chlorinating and sulfonating agent in organic synthesis. It is particularly useful in the synthesis of catecholic flavonoids, which have potential as telomerase inhibitors, and in the preparation of (pyrenebutanamido)thiourea derivatives for anion PET chemosensors.
Used in Chemical Industry:
Sulfuryl chloride is used as a chlorinating and sulfonating or chlorosulfonating agent in the manufacture of various chemicals, such as chlorophenol and chlorothymol. Its ability to act as a chlorinating and sulfonating agent makes it a valuable reagent in the production of a wide range of organic compounds.
Used in Military Applications:
Sulfuryl chloride has been used in military gas formulations due to its toxic properties. However, it is important to note that the use of chemical weapons is strictly regulated under international law.

Preparation

Sulfuryl chloride is prepared by reacting sulfur dioxide with chlorine in the presence of a catalyst, such as activated carbon or camphor. Both the gases should be in dry form and passed over the catalyst: SO2 + Cl2 → SO2Cl2 Also, the compound can be obtained by heating chlorosulfonic acid in the presence of a catalyst: 2ClSO3H → SO2Cl2 + H2SO4

Toxicity

Sulfuryl chloride is highly corrosive to skin, eyes and mucous membranes. Reactions with alkalies, lead dioxide, phosphorus and dimethyl sulfoxide can be violent.

Reactivity Profile

Sulfuryl chloride reacts exothermically with water. Incompatible with strong oxidizing agents, alcohols, amines. Reacts violently with bases. Attacks many metals. Can react explosively with lead dioxide [Mellor 10:676 1946-47]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

Vapors cause severe irritation of eyes and respiratory system. Liquid burns eyes and skin. If ingested, can cause severe burns of mouth and stomach.

Fire Hazard

Behavior in Fire: Toxic and irritating gases are generated.

Safety Profile

A corrosive irritant to skin, eyes, and mucous membranes. Questionable carcinogen with experimental tumorigenic data. Can explode with Pb02. Will react with water or steam to produce heat and toxic and corrosive fumes. Incompatible with alkalies, diethyl ether, dimethyl sulfoxide,dinitrogen pentaoxide, lead dioxide, phosphorus. When heated to decomposition it emits highly toxic fumes of Cland SOx. See also SULFURIC ACID and HYDROCHLORIC ACID, which are formed upon hydrolysis.

Potential Exposure

Sulfuryl chloride is used to make other chemicals, including chlorophenol and chlorothymol, disinfectants, pharmaceuticals, phosphate insecticides, heterocyclic herbicides, fungicides, dyestuffs, and some plastics; as a solvent and catalyst; as a chlorosulfonating agent in organic synthesis. Also used as a dehydrating agent, as cathode material and in lithium batteries; as a wool treatment to prevent shrinkage.

Shipping

UN1834 Sulfuryl chloride, Hazard Class: 6.1; Labels: 6.1-Poison Inhalation Hazard; 8-Corrosive material; Inhalation Hazard Zone A. STN: 4930260; Sulfuryl chloride.

Incompatibilities

Water and air reactive. When spilled in water, hydrogen chloride, sulfur dioxide and sulfuric acid are produced. Forms corrosive mixture with air (NFPA Fire Rating: 0). Reacts exothermically with moisture in air, water or steam, releasing heat and yielding sulfuric acid and HCl vapors. Reacts violently with bases, amines, amides, inorganic hydroxides; alkalis, alkali metals, dimethyl sulfoxide, dinitrogen pentoxide, lead dioxide (explosive reaction); N-methylformamide, red phosphorus. Reacts, possibly violently, with oxidizers, organic substances, strong acids, alcohols, amines, ethers e.g., diethyl ether, diisopropyl ether, especially if trace amounts of metal salts are present); glycols, peroxides. Attacks metals in the presence of moisture, forming flammable hydrogen gas. Acid formed by reaction with water can be neutralized by limestone, lime, or soda ash.

Waste Disposal

Wear nitrile rubber gloves, laboratory coat, eye protection and, if necessary, a SCBA. Cover the spill with a 1:1:1 mixture by weight of sodium carbonate or calcium carbonate, clay cat litter (bentonite) and sand. When the sulfuryl chloride has been absorbed, scoop the mixture into a plastic pail of cold water. Allow to stand for 24 hours. Test the pH of the solution and neutralize if necessary with sodium carbonate. Decant the solution to the drain flushing with 50 times its volume of water. Treat the solid residue as normal refuse.

InChI:InChI=1/Cl2O2S/c1-5(2,3)4

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Relevant articles and documents

Production and infrared absorption spectrum of ClSO2 in matrices

A new species, ClSO2, is produced and identified with infrared (IR) absorption spectra when an argon or krypton matrix containing Cl2 and SO2 is irradiated with laser emission at 355 nm. Lines at 1311.0, 1309.6, 1099.8, 1098.2, 497.7, and 455.8 cm-1 (or 1309.5, 1098.5, 497.0, and 454.2 cm-1) are assigned to ClSO2 isolated in solid Ar (or Kr). Assignments of IR absorption lines are based on results of 34S and 18O isotopic substitution (in solid Kr) and theoretical calculations. Theoretical calculations using density-functional theories (B3LYP and B3P86 with an aug-cc-pVTZ basis set) were performed to predict the geometry, energy, vibrational frequencies, and infrared intensities of possible isomers of ClSO2: (pyramidal) ClSO2, cis-ClOSO, (nonplanar) ClOSO, and cis-ClSOO. Results predicted for pyramidal ClSO2 agree with observed experimental data. This is the first identification of ClSO2, which is presumably an important intermediate during photolysis of Cl2SO2 and in the reaction of Cl with SO2, especially at low temperatures. In addition to ClSO2, irradiation of the Cl2/SO2/Ar matrix sample with laser light at 308 nm produces Cl2SO2. Possible mechanisms of formation are discussed.

Preparation method for 2,4-dichlorophenol, and preparation method for 2,4-dichlorophenolate

The invention provides a preparation method for 2,4-dichlorophenol. The preparation method comprises the following steps: S1) mixing an initiator, phenol and a promoter in an organic solvent and carrying out chlorination under low temperature conditions to obtain the chlorination tail gas of phenol and a reaction solution, wherein the initiator is sulfuryl chloride, and the promoter is an ether compound; S2) mixing the chlorination tail gas of phenol with chlorine gas for a reaction to obtain sulfuryl chloride; and S3) mixing the sulfuryl chloride with the reaction solution and carrying out chlorination to obtain the chlorination tail gas of phenol and 2,4-dichlorophenol. Compared with the prior art, the invention has the following advantages: since chlorine gas is used as an initial chlorination raw material and continuously produces sulfuryl chloride through a reaction with sulfur dioxide in the chlorination tail gas of phenol, and then the sulfuryl chloride is continuously added into the reaction solution to obtain 2,4-dichlorophenol, so the preparation method has the advantages of high selectivity, low cost, high yield and simple flow due to adoption of continuous reaction andtail gas recycling flow; moreover, the reaction is carried out under low temperature conditions, so selectivity is improved; and the promoter is used, so a reaction rate is increased.

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Photochemistry of SO2/CI2/O2 gas mixtures: Synthesis of the new peroxide CISO2OOSO2CI

Photochemically induced gas-phase reactions of CI2/SO 2/O2 mixtures at -78 °C have been investigated on a preparative scale. The sulfuryl chlorides CISO2(OSO2) nCI, n = 0,1, or 2, along wit

7-alkyl- and cycloalkyl-substituted imidazotriazinones

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