Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
벤젠술포닐클로라이드
벤젠설폰일클로라이드 · 벤젠설포닐염화물 · 벤젠술포닐염화물 · 벤젠술포닐클로라이드 · 벤젠설폰일 클로라이드 · benzenesulfonyl · Phenylsulfonyl chloride · Benzenesulphochloride
식별자 및 물리적 특성
| CAS No. | 98-09-9 |
|---|---|
| 분자식 | C6H5ClO2S |
| 평균 분자량 | 176.62 g/mol |
| 단동위원소 질량 | 175.9698783 g/mol |
| SMILES | O=S(=O)(Cl)c1ccccc1 |
| InChIKey | CSKNSYBAZOQPLR-UHFFFAOYSA-N |
| PubChem CID | 7369 |
| ChEMBL | CHEMBL1479161 |
| EC No. | 202-636-6 |
| DTXSID | DTXSID1026619 |
| 현지명 | 벤젠술포닐클로라이드 |
화학 및 물리적 성질
| XLogP | 1.3 |
|---|---|
| 극성 표면적 | 42.5 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 186 |
| 밀도 | 1.3842 at 59 °F (USCG, 1999) - Denser than waterwill sinkSP GR: 1.3842 AT 15 °C/15 °C1.384 @ 15°C1.384 g/mL at 25 °C (lit.) |
| Color/Form | COLORLESS, OILY LIQUID |
| 용해도 | INSOL IN WATERSOL IN ETHER, ALCOHOL알코올: 용해 가능 |
| 인화점 | greater than 233.6 °F (USCG, 1999)Flash point > 233 °F>230 °F |
| 끓는 점 | 484.7 °F at 760 mmHg (USCG, 1999)177 °C AT 100 MM HG120 °C AT 10 MM HGDECOMP 251-252 °C AT 760 MM HG251-252 °C (lit.) |
| Decomposition | DECOMP 251-252 °C AT 760 MM HG |
| 녹는점 | 58.1 °F (USCG, 1999)14.5 °C13-15 °C (lit.) |
| 증기압 | 0.06 [mmHg]0.068 [mm Hg] @25 °C0.04 mm Hg ( 20 °C) |
| Physical Description | 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.LiquidClear, oily liquid[HSDB] |
| Stability/Shelf Life | STABLE TOWARD COLD WATER |
| Other Experimental Properties | SOLIDIFIES AT 0 °C |
| 굴절률 | n20/D 1.551(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| 색상 | 투명한 |
| 용해도 | 분해될 수 있음 |
| Merck | 14,1072 |
| BRN | 606926 |
| 헨리 상수 | 1.1×100 mol/(m3Pa) at 25℃, Zhang et al. (2010) |
| 안정성 | 안정적인. 물, 강산화제, 강염기, 메틸 포름아미드, 디메틸 설폭사이드와 혼합되지 않습니다. |
| InChI | 1S/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H |
| InChIKey | CSKNSYBAZOQPLR-UHFFFAOYSA-N |
| SMILES | ClS(=O)(=O)c1ccccc1 |
| LogP(분배 계수) | 3.39 at 23℃ |
| NIST | Benzenesulfonyl chloride(98-09-9) |
| EPA | Benzenesulfonyl chloride (98-09-9) |
화학적 성질
Benzenesulfonyl chloride is a colorless oily liquid with a pungent odor. Insoluble in water, soluble in ethanol and ether. Can react with ammonia, amine and alcohol to produce benzenesulfonamide and benzene sulfonate respectively. It is toxic, irritates skin, eyes and mucous membranes, corrosive, and can cause burns. Oral LD50 1960mg/kg in rats.
안전 및 규제
| GHS 분류 | DangerH302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]H317 (27.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]H318 (27%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (14.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (27%): Harmful if inhaled [Warning Acute toxicity, inhalation]H334 (27.7%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P333+P317, P337+P317, P342+P316, P362+P364, P363, P403, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 159 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Chemical: Benzenesulfonyl chlorideBenzenesulfonyl chloride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonyl chloride are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 21-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13859Benzenesulphonyl chloride: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 운송 라벨(DOT) | Corrosive |
| 화재 위험 | 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)· 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 the ground and collect in low or confined areas (sewers, basements, tanks, etc.).· Vapors may travel to source of ignition and flash back.· Corrosives in contact with metals may evolve flammable hydrogen gas.· Containers may explode when heated or if contaminated with water. |
| 건강 유해성 | 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)· TOXIC and/or CORROSIVEinhalation, 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 may 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 environmental contamination. |
| 유해성 요약 | Corrosive to skin[Quick CPC] Liver damage has been reported in workers after skin exposureliver injury also occurs in high-dose animal studies[HSDB] Can cause irritation of the respiratory tract and at higher concentrations pulmonary edema[NJ-HSFS] Can cause burns to skin and eyesA skin, eye, and mucous membrane irritant[CAMEO]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. |
| 운송 번호 및 가이드(DOT) | 2225 156 |
| 반응성 그룹 | Acyl Halides, Sulfonyl Halides, and Chloroformates |
| RCRA 요건 | U020As 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). |
| TSCA 요건 | Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzenesulfonyl chloride is included on this list. |
| Reactivity Alerts | Water-Reactive |
| Reactivity Profile | 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]. |
| DOT Emergency Guidelines | /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: TOXICinhalation, 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 ONLYit 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. |
| 소화 | 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. CAUTION: For Acetyl bromide (UN1716), use CO2 or dry chemical only.SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam.LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATERuse alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product.FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices 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 in direct contact with flames. (ERG, 2024) |
| 누출 비상 조치 | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· Keep unauthorized personnel away.· Stay upwind, uphill and/or upstream.· Ventilate closed spaces before entering, but only if properly trained and equipped.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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 alcohol-resistant 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. |
| 응급 처치 | 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)General First Aid:· Call 911 or emergency medical service.· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.· Move victim to fresh air if it can be done safely.· Administer oxygen if breathing is difficult.· If victim is not breathing:-- DO NOT perform mouth-to-mouth resuscitationthe victim may have ingested or inhaled the substance.-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.· Remove and isolate contaminated clothing and shoes.· For minor skin contact, avoid spreading material on unaffected skin.· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.· For severe burns, immediate medical attention is required.· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.· Keep victim calm and warm.· Keep victim under observation.· For further assistance, contact your local Poison Control Center.· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.Specific First Aid:· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. |
| 노출 관리 및 개인 보호 | · Wear positive pressure self-contained breathing apparatus (SCBA).· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection. |
| 비화재 누출 대응 | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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 alcohol-resistant 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, 2024) |
| 처리 방법 | 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. |
| Isolation and Evacuation | Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: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 the immediate precautionary measure distance, in the downwind direction, as necessary.FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)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.· For highlighted materials: see Table 1 - Initial Isolation and Protective Action Distances.· For non-highlighted materials: increase the immediate precautionary measure distance, in the downwind direction, as necessary.· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. |
| Protective Action Criteria (PAC) | 0.77 [mg/m3]8.4 [mg/m3]51 [mg/m3] |
| Personal Protective Equipment (PPE) | Wear positive pressure breathing apparatus and special protective clothing. (USCG, 1999) |
| Emergency Response Planning Guidelines | · Note: Most foams will react with the material and release corrosive/toxic gases.CAUTION: For Acetyl bromide (UN1716), use CO2 or dry chemical only.Small Fire· CO2, dry chemical, dry sand, alcohol-resistant foam.Large Fire· Water spray, fog or alcohol-resistant foam.· FOR CHLOROSILANES, DO NOT USE WATERuse alcohol-resistant foam.· If it can be done safely, move undamaged containers away from the area around the fire.· Avoid aiming straight or solid streams directly onto the product.Fire Involving Tanks, Rail Tank Cars or Highway Tanks· Fight fire from maximum distance or use unmanned master stream devices 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 in direct contact with flames. |
| Other Standards Regulations and Guidelines | /IN USSR/ MAX ALLOWABLE CONCN OF 0.3 MG/CU M AIR. |
| 생태독성 수치 | LC50 Brown trout yearlings 3 mg/l/48 hr /Static bioassay/ |
| 환경 거동 | 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). |
| 유해 작용 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.Dermatotoxin - Skin burns.Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| Soil Adsorption/Mobility | 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). |
| Human Toxicity Excerpts | PERCUTANEOUS ABSORPTION WHICH CAN OCCUR ON MUCOUS MEMBRANES HAS BIOLOGICAL EFFECT ON SKIN & RESULTS IN REVERSIBLE TOXIC DAMAGE TO LIVER3 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. |
| Artificial Pollution Sources | 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). |
| Environmental Biodegradation | No data were located concerning the biodegradation of benzenesulfonyl chloride either in natural systems or in laboratory studies(SRC). Since benzenesulfonyl chloride rapidly hydrolyzes in water(1,SRC), biodegradation probably will not be an important process in the environment(SRC). |
| Environmental Bioconcentration | Since benzenesulfonyl chloride rapidly hydrolyzes in water(1), bioconcentration in aquatic organisms is not expected to be a significant process(SRC). |
| Volatilization from Water/Soil | 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). |
| Non-Human Toxicity Excerpts | DAMAGE TO LIVER, LUNG, THYROID & CNS IS CHARACTERISTIC OF REPEATED ORAL OR INHALATION ADMIN TO RATS. |
| Environmental Abiotic Degradation | 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). |
| Probable Routes of Human Exposure | 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). |
| CERCLA 보고 수량 | 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) 424-8802In 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). |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DB8750000 |
| 운송 번호(UN) | UN 2225 |
| 독성 | LD50 orl-rat: 1960 mg/kg MEPAAX 20,513,69 |
| 관세 코드 | 29049090 |
| 위험 문구(R) | 20/22-34-42/43-29-22 |
| 위험 표시 | C |
| 안전 문구(S) | 23-26-36/37/39-45 |
| 포장분류 | III |
| 위험 등급 | 8Acute Tox. 4 OralEye Dam. 1Skin Corr. 1B |
| 기존화학 물질 | KE-02638 |
| F 고인화성물질 | 21 |
| 자연 발화 온도 | 450°C |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
| 유해 물질 데이터 | 98-09-9(Hazardous Substances Data) |
용도
용도
Benzenesulfonyl chloride reacts with Grignard reagents to form oxindoles from N-unsubstituted indoles. It is widely used to check the assay of thiamine in different food products. It is involved in the synthesis of alpha-disulfones, sulfonamides and sulfoante esters as precursor. It is a derivatization reagent for the determination of various amines in waste water and surface water at the sub-ppb level by gas chromatography-mass spectrometry. It is common reagent used in Hinsberg test for detection and distinguishing the type of amines as primary, secondary and tertiary amines.
일반 설명
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.
제조 및 합성 방법
생산 방법
The most convenient method for the production of benzenesulfonyl chlorides is the chlorosulfonation reaction of benzene or substituted benzene with chlorosulfuric acid. Sulfonation and formation of the sulfonyl chlo- ride take place in one reaction sequence:Ar-H+Cl-SO3H→ArSO3H+HClArSO3H+Cl-SO3H=ArSO2Cl+H2SO4Sulfone is formed in a side reaction of the chlorosulfonation. The amount of sulfone formation can be reduced by diluting with a solvent, by using a large excess of chlorosulfuric acid, or by adding sulfone-inhibiting substances, e.g., alkali metal and ammonium salts, acetic acid, phosphoric acid, dimethylformamide, or amidosulfuric acid.For industrial chlorosulfonation the chlorosulfuric acid is introduced into a cast-steel or enameled steel vessel and 10 – 25 mol% of the aromatic compound is stirred in at 25 – 30 ℃, whereupon sulfonation of the aromatic compound and HCl formation occur. The formation of sulfonyl chloride is initiated by heating the reactants to 50 – 80 ℃. The reaction is exothermic. The sulfonyl chloride is isolated by draining the reaction mass onto water and simultaneous cooling. Excess chlorosulfuric acid is decomposed, and the sulfonyl chloride either precipitates or separates as an organic liquid phase. The quality of the chlorosulfuric acid affects the yield.Other chlorinating agents, such as phosgene, thionyl chloride, sulfuryl chloride, or phosphorus pentachloride, can be used instead of chlorosulfu- ricacid. When thionyl chloride is used the sulfonyl chloride is obtained from the sulfonic acid in high yield and without formation of sulfuric acid.