Benzenesulfonyl chloride
-
Benzenesulfonyl chloride
structure -
-
CAS No:
98-09-9
-
Formula:
C6H5ClO2S
-
Chemical Name:
Benzenesulfonyl chloride
-
Synonyms:
Benzenesulfonyl chloride;Benzene sulfochloride;Benzenesulfonic chloride;Phenylsulfonyl chloride;NSC 2864;Benzene-1-sulfonyl chloride;114415-79-1
- Categories:
-
CAS No:
Description
colourless oily liquid Benzenesulfonyl chloride is a colorlessoily liquid with a pungent odor.
Benzenesulfonyl chloride appears as a colorless to slightly yellow solid that melts at approximately 40°F. Very irritating to skin, eyes and mucous membranes. May emit toxic fumes when heated to high temperatures. Used to make dyes and other chemicals.|Liquid
Benzenesulfonyl chloride appears as a colorless to slightly yellow solid that melts at approximately 40°F. Very irritating to skin, eyes and mucous membranes. May emit toxic fumes when heated to high temperatures. Used to make dyes and other chemicals.
Benzenesulfonyl chloride Basic Attributes
176.62
176.62
606926
202-636-6
OI9V0QJV9N
2864
2225
DTXSID1026619
COLORLESS, OILY LIQUID
2904909090
Characteristics
42.5
1.99
Clear Liquid
1.3842 g/cm3 @ Temp: 15 °C
14.5 °C
120 °C @ Press: 10 Torr
>230 °F
1.554
H2O: may decompose;alcohol: soluble
2-8°C
0.04 mm Hg ( 20 °C)
Oral-Rat LD50: 1960 mg/kg; Oral-Mouse LD50: 828 mg/kg
Combustible; Decomposes toxic chloride gas in contact with water; Combustion produces toxic chloride and sulfur oxide fumes
SOLIDIFIES AT 0 °C
Insoluble and stable in cold water [Merck]. Decomposes in hot water to produce corrosive and toxic hydrochloric acid and benzenesulfonic acid. Rate of reaction decreases as temperature decreases.
Acyl Halides, Sulfonyl Halides, and Chloroformates
Water-Reactive
BENZENESULFONYL CHLORIDE is incompatible with strong oxidizing agents and bases, including amines. Corrodes metals in the presence of water due to slow formation of hydrochloric acid and benzenesulfonic acid (USCG, 1999). 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].
Safety Information
III
8
UN 2225 8/PG 3
1
20/22-34-42/43-29-22
23-26-36/37/39-45
DB8750000
C
Storehouse ventilated at low temperature and dry; stored separately from oxidants, H pore-forming agents, alkalis and cyanide
Stable. Incompatible with water, strong oxidizing agents, strong bases, methyl formamide, dimethyl sulfoxide.
P261-P280-P305 + P351 + P338-P310
H302 + H332-H314-H317-H334
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U020, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|A potential candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids.
IN ABSENCE OF DILUENT OR OTHER EFFECTIVE CONTROL OF REACTION RATE, /DIMETHYL/ SULFOXIDE REACTS VIOLENTLY OR EXPLOSIVELY WITH ... BENZENESULFONYL CHLORIDE ... .
Special Hazards of Combustion Products: May contain highly toxic and irritating hydrogen chloride and oxides of chlorine and sulfur. Behavior in Fire: Cylinder may explode. Decomposes to produce highly toxic chlorine and sulfur compounds. Reacts with hot water to produce highly toxic and corrosive hydrochloric acid and benzenesulfonic acid. (USCG, 1999)|Corrosives, Reactive - 1st degree
|Danger|H302 (98.68%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P280, P285, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P304+P341, P305+P351+P338, P310, P312, P321, P330, P333+P313, P337+P313, P342+P311, P363, P405, and P501|Aggregated GHS information provided by 151 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P310, P321, P330, P363, P405, and P501
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: Note: Most foams will react with the material and release corrosive/toxic gases. SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam. LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATER; use AFFF alcohol-resistant medium-expansion foam. Move containers from fire area if you can do it without risk. Use water spray or fog; do not use straight streams. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. A vapor-suppressing foam may be used to reduce vapors. FOR CHLOROSILANES, use AFFF alcohol-resistant medium-expansion foam to reduce vapors. DO NOT GET WATER on spilled substance or inside containers. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. Prevent entry into waterways, sewers, basements or confined areas. SMALL SPILL: Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. (ERG, 2016)
Wear positive pressure breathing apparatus and special protective clothing. (USCG, 1999)
/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.|/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Health: TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.|/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.|/GUIDE 156: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible/Water-Sensitive)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for BENZENESULFONYL CHLORIDE (8 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
The major hazards encountered in the use and handling of benzenesulfonyl chloride stems from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal contact), exposure to this colorless, oily liquid may occur from its manufacture and use as a catalyst, an intermediate in the production of phenols,amides, insecticides, miticides, and acaricides, and as a reagent for Friedel-Crafts sulfonation. Effects from exposure may include contact burns to the skin and eyes, and liver damage. In activities and situations where over-exposure may occur, wear a positive pressure self-contained breathing apparatus, and chemical protective clothing which has been specifically recommended by the shipper or manufacturer. If contact should occur, immediately irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes, and wash exposed skin thoroughly with soap and water. Remove contaminated clothing and shoes at the site. While benzenesulfonyl chloride does not ignite easily, it may burn with the production of poisonous gases. Runoff from fire control water may cause pollution. For fires involvin g benzenesulfonyl chloride, extinguish with dry chemical, CO2, water spray, fog, or regular foam. Small spills of this substance may be taken up with sand or other noncombustible absorbent and placed into containers for later disposal. Large spills should first be diked far ahead of the spill. Benzenesulfonyl chloride is a potential candidate for liquid injection or rotary kilnforms of incineration.
U020; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or manufacturing chemical intermediate.
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
U020; As stipulated in 40 CFR 261.33, when benzenesulfonyl chloride as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
Toxicity
moderately
LD50 Mouse acute oral 0.4 to 3.2 g/kg /Benzenesulfonic acid/
Benzenesulfony chloride may be released to the environmet as a result of its manufacture and use as a catalyst and as an intermediate in the production of phenol and other organic chemicals(1). Benzenesulfonyl chloride has been used in the Friedel-Crafts sulfonylation of benzene(2).
TERRESTRIAL FATE: If benzenesulfonyl chloride is released to soil, it will be expected to rapidly hydrolyze if the soil is moist, based upon a half-life of 5.1 min at 21 °C(SRC). Since it rapidly hydrolyzes, adsorption to and volatilization from moist soil are not expected to be significant processes, although no data specifically regarding the fate of benzenesulfonyl chloride in soil were located(SRC). Based upon an estimated vapor pressure of 0.068 mm Hg at 25 deg(2,SRC), volatilization from dry near-surface soil or other surfaces may be significant processes(SRC).|AQUATIC FATE: If benzenesulfonyl chloride is released to water, it will be expected to rapidly hydrolyze with a half-life of 5.1 min at 21 °C(1,SRC). Since it rapidly hydrolyzes, bioconcentration, volatilization, and adsorption to sediment and suspended solids are not expected to be significant processes(SRC). No data were located concerning biodegradation, but benzenesulfonyl chloride probably chemically hydrolyzes significantly faster than it biodegradates(SRC). Direct photolysis is not expected to be an important removal process in surface waters(2,SRC).|ATMOSPHERIC FATE: If benzenesulfonyl chloride is released to the atmosphere, it will be expected to exist almost entirely in the vapor phase(1) based upon an estimated vapor pressure of 0.068 mm Hg at 25 °C(2,SRC). It will be susceptible to photooxidation via vapor phase reaction with photochemically produced hydroxyl radicals. An atmospheric half-life of 7.9 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm has been calculated for this process based upon an estimated rate constant(3,SRC). Hydrolysis of benzenesulfonyl chloride in moist air may be significant based upon its rapid hydrolysis in aqueous solution(4,SRC). Direct photolysis is not expected to be an important removal process in the atmosphere(5,SRC).
The measured overall rate constant for hydrolysis of benzenesulfonyl chloride in a 1% aqueous dioxane solution at 21 °C is 2.25X10-3 sec-1(1) which corresponds to a half-life of 5.1 min(1,SRC). The calculated half-life for hydrolysis at 10 °C is 12.9 min(1,SRC). The products of hydrolysis are benzenesulfonic acid and hydrogen chloride(SRC). The rate constant for the vapor phase reaction of benzenesulfonyl chloride with photochemically produced hydroxyl radicals has been estimated to be 2.04X10-12 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of 7.9 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm (2,SRC). Direct photolysis is not expected to be a significant removal process since the compound absorbs very little light at wavelengths above 290 nm(3).
Since benzenesulfonyl chloride rapidly hydrolyzes in water(1), bioconcentration in aquatic organisms is not expected to be a significant process(SRC).
Since benzenesulfonyl chloride rapidly hydrolyzes in water(1) and presumably in moist soil(SRC), adsorption to soil is not expected to be a significant process(SRC).
Due to a lack of data, it is not possible to estimate the half-life for volatilization from water or soil. Since benzenesulfonyl chloride rapidly hydrolyzes in water(1), however, volatilization from water and moist soil are not expected to be significant(SRC). Based upon an estimated vapor pressure of 0.068 mm Hg at 25 °C(2,SRC), volatilization of benzenesulfonyl chloride from surfaces and near-surface dry soil may be significant processes(SRC).
Exposure to benzenesulfonyl chloride will be primarily occupational via inhalation and possibly dermal contact. (SRC)|NIOSH (NOES Survey 1981-1983) has statistically estimated that 851 workers are potentially exposed to benzenesulfonyl chloride in the USA(1). NIOSH (NOHS Survey 1972-1974) has statistically estimated that 194 workers are potentially exposed to benzenesulfonyl chloride in the USA(2).
Drug Information
May be fatal if inhaled, swallowed or absorbed through skin. Contact may cause skin and eye burns. Irritating to eyes, skin and mucous membranes. INGESTION: May cause abdominal spasm and vomiting. (USCG, 1999)
INHALATION: Move victim to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. EYES OR SKIN: Flush with running water for at least 15 min.; hold eyelids open if necessary. Wash skin with soap and water. Remove and isolate contaminated clothing and shoes at the site. Maintain normal body temperature and keep victim quiet. Keep victim under observation for delayed effects. INGESTION: If unconscious or having convulsions, do nothing except keep victim warm. (USCG, 1999)
PERCUTANEOUS ABSORPTION WHICH CAN OCCUR ON MUCOUS MEMBRANES HAS BIOLOGICAL EFFECT ON SKIN & RESULTS IN REVERSIBLE TOXIC DAMAGE TO LIVER; 3 SUCH CASES ARE DESCRIBED. 2 PATIENTS EXPERIENCED VERY SEVERE SHOCK WHICH WAS BROUGHT UNDER CONTROL AFTER 1 TO 1.5 HR. POSSIBILITY THAT IMMEDIATE TYPE ALLERGIC REACTION OCCURS IS DISCUSSED.
benzenesulfonyl chloride
Benzenesulfonyl chloride Use and Manufacturing
The preparation method is to react benzene and chlorosulfonic acid at 1:3 (mol) at 20-30°C for 2h to obtain crude benzenesulfonyl chloride, which is then refined to obtain the finished product.
Colorless transparent oily liquid. Insoluble in cold water, soluble in ethanol and ether. Used to identify various amines and also used in organic synthesis; used to make sulfa drugs, and also used to identify various amines; benzenesulfonyl chloride is a raw material for organic synthesis, used in pesticides to synthesize sandworm poisonous insecticides Sodium thiobenzene sulfonate, an intermediate of insecticides, is also an intermediate of medicines and dyes. Intermediates for pesticides, dyes, and pharmaceuticals. Used in the manufacture of ice dye base, such as red base B and red base GL. Used in the manufacture of sulfa drugs. Benzenesulfonyl chloride is a reagent for testing gels.
Intermediates
Ink, toner, and colorant products
1,000,000 - 10,000,000 lb|(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS|(1981) PROBABLY GREATER THAN 4.54X10+6 GRAMS
All other basic organic chemical manufacturing|Benzenesulfonyl chloride: ACTIVE
COLORIMETRIC METHODS DEVELOPED FOR DETERMINATION OF BENZENE SULFONNYLCHLORIDE IN AIR ARE BASED ON COLOR EXTRACTION REACTION WITH AURAMINE WITH FORMATION OF COLORED CMPD SOL IN CHLOROFORM. SENSITIVITY IS 2.5 UG/5 ML OF SOLUTION.|BENZENESULFONYL CHLORIDE DETERMINATION IN AIR BY SPECTROPHOTOMETRY.
Fire Hazards -> Corrosives, Reactive - 1st degree
Computed Properties
Molecular Weight:176.62
XLogP3:1.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:175.9698783
Monoisotopic Mass:175.9698783
Topological Polar Surface Area:42.5
Heavy Atom Count:10
Complexity:186
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Benzenesulfonyl chloride
-
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of fine chemicals,pharmaceutical materials -
CN
5 YRS
Business licensed Certified factoryManufactory Supplier of Chemical Pesticides,Food Additives,Agrochemicals,Active Pharm Ingredients,Flavors and Fragrances,Chemical Catalyst,Chemical Materials,Chem&Pharm Intermediates,Organic Intermediates,Feed AdditiveInquiryUnit Price: $1 /KG FOBCAS No.: 98-09-9Grade: Chemical GradeContent: 99% -
CN
10 YRS
Business licensed Certified factoryManufactory Supplier -
NL
5 YRS
Business licensedTrader Supplier of Acetone,ACETIC ACID,BUTYL ACETATE,Formic Acid
Learn More Other Chemicals
-
1,3,5-Cycloheptatriene-1-carbonyl chloride (9CI)
103533-75-1
-
3'-De(diMethylaMino)-3'-[[(2-Methoxyethoxy)Methyl]diMethylaMMonio]erythroMycin 9-OxiMe Chloride
151750-47-9
-
decoxymethyl-dimethyl-octyl-azanium chloride
366491-03-4
-
4-[3-(3,5-DICHLORO-PHENYL)-UREIDO]-BENZENESULFONYL CHLORIDE Formula
677326-84-0
-
2,5-DICHLOROBENZYLZINC CHLORIDE Formula
737797-20-5
-
2,5-DIBROMO-3,6-DIFLUOROBENZENESULFONYL CHLORIDE Formula
207853-66-5
-
Dibenzofuran-3-sulfonyl chloride Structure
42138-14-7
-
2,4-Dibromo-5-fluorobenzenesulfonyl chloride Structure
1000578-09-5
-
What is Selenium(I) chloride (99%-Se)
21317-32-8
-
What is 2,6-dibromo-4-methylbenzene-1-sulfonyl chloride
73732-31-7