ChemicalBook > CAS DataBase List > Benzenesulfonyl chloride

Benzenesulfonyl chloride

Product Name
Benzenesulfonyl chloride
CAS No.
98-09-9
Chemical Name
Benzenesulfonyl chloride
Synonyms
benzenesulfonyl;Benzenesulphochloride;Phenylsulfonyl chloride;BENZENESULPHONYL CHLORIDE;BENZENE SULFOCHLORIDE;Benzolsulfonylchlorid;bsc-refined;AKOS BBS-00004356;benzolsulfochloride;rcrawastenumberu020
CBNumber
CB6854744
Molecular Formula
C6H5ClO2S
Formula Weight
176.62
MOL File
98-09-9.mol
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Benzenesulfonyl chloride Property

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.)
Flash point:
>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)
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Safety

Hazard Codes 
C
Risk Statements 
20/22-34-42/43-29-22
Safety Statements 
23-26-36/37/39-45
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00470
Product name
Benzenesulfonyl chloride
Purity
for synthesis
Packaging
100ML
Price
$47.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00470
Product name
Benzenesulfonyl chloride
Purity
for synthesis
Packaging
500ML
Price
$115
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00470
Product name
Benzenesulfonyl chloride
Purity
for synthesis
Packaging
2.5L
Price
$224
Updated
2024/03/01
Sigma-Aldrich
Product number
108111
Product name
Benzenesulfonyl chloride
Purity
96%
Packaging
25g
Price
$39
Updated
2024/03/01
Sigma-Aldrich
Product number
108111
Product name
Benzenesulfonyl chloride
Purity
96%
Packaging
1kg
Price
$44
Updated
2024/03/01
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Benzenesulfonyl chloride Chemical Properties,Usage,Production

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. 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

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

Intermediates of Liquid Crystals

Uses

Benzenesulfonyl chloride may be used in thiamine assay for determination of thiamine in different food products.

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.

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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Do not induce vomiting. Medical observationis recommended for 24- 48 h after breathing overexposure,as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a corticosteroid spray.

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.

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

Chlorosulfonic acid Benzene

Preparation Products

2-(2,3-DIHYDRO-1BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHANAMINE Sulfasalazine Azoic Diazo Component 34 (Trifluoromethyl)trimethylsilane 17-hydroxypregna-4,9(11)-diene-3,20-dione 2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE Dibenzenesulfonimide Sulfaquinoxaline Thiophenol 16alpha,17-epoxypregna-4,9(11)-diene-3,20-dione Benzenesulfonamide 2-Methyl-3-nitroaniline Benzenesulfonyl hydrazide BENZENETHIONOSULFONIC ACID, SODIUM SALT Edifenphos 2,4-Dichloro-5-sulfamoylbenzoic acid dimethyl p-octadecyl phenylsulfonyl amino propyl ammoium propylsulfonate Tosyl chloride Acid Yellow 79 2-Methyl-4-nitroaniline 2-(2,3-DIHYDRO-1-BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ACETONITRILE Permanent Violet RL Leuprorelin Benzenesulfonylazide 1-(PHENYLSULFONYL)-1H-INDOLE-2-CARBALDEHYDE BENZENESULFINIC ACID SODIUM SALT 4-Methyl-2-nitroaniline 2,5-Dichloropyridine
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View Lastest Price from Benzenesulfonyl chloride manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Benzenesulfonyl chloride 98-09-9
Price
US $10.50/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-21
Hebei Fengqiang Trading Co., LTD
Product
Benzenesulfonyl chloride 98-09-9
Price
US $100.00/bag
Min. Order
1bag
Purity
99
Supply Ability
5000
Release date
2023-08-25
Hebei Mojin Biotechnology Co., Ltd
Product
Benzenesulfonyl chloride 98-09-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-28

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