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| | Benzenesulfonyl chloride Basic information |
| | Benzenesulfonyl chloride Chemical Properties |
| Melting point | 13-15 °C (lit.) | | Boiling point | 251-252 °C (lit.) | | density | 1.384 g/mL at 25 °C (lit.) | | vapor pressure | 0.04 mm Hg ( 20 °C) | | refractive index | n20/D 1.551(lit.) | | Fp | >230 °F | | storage temp. | Store below +30°C. | | solubility | alcohol: soluble | | form | Liquid | | color | Clear | | Water Solubility | may decompose | | Sensitive | Moisture Sensitive | | Merck | 14,1072 | | BRN | 606926 | | Stability: | Stable. Incompatible with water, strong oxidizing agents, strong bases, methyl formamide, dimethyl sulfoxide. | | LogP | 3.39 at 23℃ | | CAS DataBase Reference | 98-09-9(CAS DataBase Reference) | | NIST Chemistry Reference | Benzenesulfonyl chloride(98-09-9) | | EPA Substance Registry System | Benzenesulfonyl chloride (98-09-9) |
| | Benzenesulfonyl chloride Usage And Synthesis |
| Chemical Properties | 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. | | Uses | Intermediates of Liquid Crystals | | Uses | 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. | | Uses | Benzenesulfonyl chloride may be used in thiamine assay for determination of thiamine in different food products. | | General Description | 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. | | Air & Water Reactions | 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. | | 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]. | | Health Hazard | 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. | | Safety Profile | Poison by intraperitoneal route. Adangerous storage hazard. It may explode in a sealedbottle. Explosive reaction with dimethyl sulfoxide. Reactsvigorously with methyl formamide. When heated todecomposition it emits toxic fumes of Cl- and SO | | Potential Exposure | It is used as a chemical intermediate
for benzenesulfonamides, thiophenol, glybuzole (hypoglycemic
agent), N-2-chloroehtylamides, benzonitrile; for its
esters-useful as insecticides, and miticides. | | Shipping | UN2225 Benzene sulfonyl chloride, Hazard
class: 8; Labels: 8—Corrosive material. | | Purification Methods | Distil the sulfonyl chloride, then treat it with 3mole % each of toluene and AlCl3, and allow it to stand overnight. The sulfonyl chloride is distilled off at 1mm pressure and then carefully fractionally distilled at 10mm in an all-glass column. [Adams & Marvel Org Synth Coll Vol I 84 1941, Jensen & Brown J Am Chem Soc 80 4042 1958, Beilstein 11 IV 49.] It is TOXIC. | | Incompatibilities | Violent reaction with strong oxidizers,
dimethyl sulfoxide, and methyl formamide. It is very reactive
with bases and many organic compounds. Incompatible
with ammonia, aliphatic amines. Water contact forms
hydrochloric and chlorosulfonic acids. Aqueous solutions
of this chemical are strong acids that react violently with
bases. Attacks metals in presence of moisture. |
| | Benzenesulfonyl chloride Preparation Products And Raw materials |
| Raw materials | Benzene-->Chlorosulfonic acid | | Preparation Products | Tosyl chloride-->2-Methyl-4-nitroaniline-->4-Methyl-2-nitroaniline-->Thiophenol-->(Trifluoromethyl)trimethylsilane-->Leuprorelin-->2-(2,3-DIHYDRO-1BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHANAMINE-->Permanent Violet RL-->2-(2,3-DIHYDRO-1-BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ACETONITRILE-->BENZENESULFINIC ACID SODIUM SALT-->Benzenesulfonamide-->Sulfaquinoxaline-->2,5-Dichloropyridine-->2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE-->BENZENETHIONOSULFONIC ACID, SODIUM SALT-->Sulfasalazine-->Edifenphos-->dimethyl p-octadecyl phenylsulfonyl amino propyl ammoium propylsulfonate-->1-(PHENYLSULFONYL)-1H-INDOLE-2-CARBALDEHYDE-->2,4-Dichloro-5-sulfamoylbenzoic acid-->Acid Yellow 79-->Azoic Diazo Component 34-->2-Methyl-3-nitroaniline-->16alpha,17-epoxypregna-4,9(11)-diene-3,20-dione-->Benzenesulfonyl hydrazide-->Benzenesulfonylazide-->17-hydroxypregna-4,9(11)-diene-3,20-dione-->Dibenzenesulfonimide |
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