| Identification | More | [Name]
Benzenesulfonyl chloride | [CAS]
98-09-9 | [Synonyms]
AKOS BBS-00004356
BENZENE SULFOCHLORIDE
BENZENE SULFONE CHLORIDE
BENZENESULFONIC ACID CHLORIDE
BENZENESULFONYL CHLORIDE
BENZENESULPHONYL CHLORIDE
BENZENSULFONYLCHLORIDE
benezenesulfochloride
Benzenesulfchloride
Benzenesulfonchloride
Benzenesulfonic chloride
benzenesulfonicchloride
benzenesulfonyl
Benzenosulfochlorek
benzenosulfochlorek(polish)
Benzenosulfochloride
benzenosulphochloride
benzolsulfochloride
bsc-refined
Phenylsulfonyl chloride | [EINECS(EC#)]
202-636-6 | [Molecular Formula]
C6H5ClO2S | [MDL Number]
MFCD00007426 | [Molecular Weight]
176.62 | [MOL File]
98-09-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Benzenesulfonyl chloride is a colorless
oily liquid with a pungent odor. | [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 | [Stability:]
Stable. Incompatible with water, strong oxidizing agents, strong bases, methyl formamide, dimethyl sulfoxide. | [Water Solubility ]
may decompose | [Sensitive ]
Moisture Sensitive | [Usage]
Intermediates of Liquid Crystals | [Merck ]
14,1072 | [BRN ]
606926 | [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]
98-09-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed .
R34:Causes burns.
R42/43:May cause sensitization by inhalation and skin contact .
R29:Contact with water liberates toxic gas.
R22:Harmful if swallowed. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2225 8/PG 3
| [WGK Germany ]
1
| [RTECS ]
DB8750000
| [F ]
21 | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29049090 | [Hazardous Substances Data]
98-09-9(Hazardous Substances Data) | [Toxicity]
LD50 orl-rat: 1960 mg/kg MEPAAX 20,513,69 |
| Raw materials And Preparation Products | Back Directory | [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 |
| Hazard Information | Back Directory | [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. | [Reactivity Profile]
BENZENESULFONYL CHLORIDE(98-09-9) 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]. | [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. | [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. | [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. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including
resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical
attention. Do not induce vomiting. Medical observation
is recommended for 24 to 48 hours after breathing overexposure,
as pulmonary edema may be delayed. As first aid
for pulmonary edema, a doctor or authorized paramedic
may consider administering a drug or other inhalation
therapy. | [Shipping]
UN2225 Benzene sulfonyl chloride, Hazard
class: 8; Labels: 8—Corrosive material. | [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. | [Description]
Benzenesulfonyl chloride is a colorless oilyliquid with a pungent odor. Molecular weight= 176.6;Specific gravity= 1.3842 at 15℃; Boilingpoint = 251- 252℃ (decomposes); Freezing/Meltingpoint= 15℃; Vapor pressure= 1 mmHg at 20℃; Relativevapor density (air=1) = 6.12; Flash point =130℃;Autoignition point = 460℃. Hazard Identification (based onNFPA-704 M Rating System): Health 3, Flammability 1,Reactivity 1. Moderately soluble in water. | [Chemical Properties]
Benzenesulfonyl chloride is a colorless
oily liquid with a pungent odor. | [Chemical Properties]
colourless oily liquid | [Uses]
Intermediates of Liquid Crystals | [Production Methods]
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+HCl
ArSO3H+Cl-SO3H=ArSO2Cl+H2SO4
Sulfone 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. | [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 | [storage]
Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Store in tightly closed containers in a cool, well-ventilated area. Metal containers involving the transfer of this chemical should be grounded andbonded. Drums must be equipped with self-closing valves,pressure vacuum bungs, and flame arresters. Use only nonsparking tools and equipment, especially when opening andclosing containers of this chemical. Sources of ignition,such as smoking and open flames, are prohibited where thischemical is used, handled, or stored in a manner that couldcreate a potential fire or explosion hazard. | [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. |
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