3-chloro-4-methylbenzenesulfonyl chloride

C7H6Cl2O2S

CAS42413-03-6
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
Danger

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Identification

CAS Number
42413-03-6
EC Number
412-890-1
UN Number
3261
Index Number
016-077-00-9
PubChem CID
259744

Physical-chemical properties

Molecular Formula
C7H6Cl2O2S
Molar Mass
225.09 g/mol
IUPAC Name
3-chloro-4-methylbenzenesulfonyl chloride

Chemical Identifiers

InChI
InChI=1S/C7H6Cl2O2S/c1-5-2-3-6(4-7(5)8)12(9,10)11/h2-4H,1H3
InChI Key
GNYVVCRRZRVBDD-UHFFFAOYSA-N

Overview

3-chloro-4-methylbenzenesulfonyl chloride (CAS 42413-03-6) is an aromatic sulfonyl chloride compound with high reactivity and corrosive properties. This specialized organochlorine compound belongs to the family of benzenesulfonyl chlorides, which are essential intermediates in organic synthesis and pharmaceutical manufacturing. The molecule features a benzene ring substituted with both chlorine and methyl groups, along with a highly reactive sulfonyl chloride functional group that makes it particularly valuable for chemical transformations and coupling reactions. With a molecular formula of C7H6Cl2O2S and molecular weight of 225.09 g/mol, this compound exhibits significant chemical reactivity due to its sulfonyl chloride moiety. The presence of both electron-withdrawing chlorine and electron-donating methyl substituents on the aromatic ring influences its reactivity profile and selectivity in chemical reactions. Safety considerations are paramount when handling this material, as it is classified as a skin corrosive substance (Skin Corr. 1B) and skin sensitizer (Skin Sens. 1), requiring appropriate protective equipment and handling procedures. The compound finds primary applications in pharmaceutical intermediate synthesis, where it serves as a key building block for active pharmaceutical ingredients. It is also utilized in the production of specialty chemicals and agrochemical intermediates, where its unique substitution pattern provides specific molecular properties. Similar to other reactive intermediates like phenylmethanamine, this sulfonyl chloride requires careful handling and storage under controlled conditions to maintain product integrity. As a Class 8 corrosive material under ADR transportation regulations, proper logistics and safety protocols are essential throughout the supply chain. OYSI provides this high-purity chemical intermediate to European manufacturers with comprehensive technical support and regulatory documentation.

Safety & Classification

Danger
Classification:

Skin Corr. 1B; Skin Sens. 1; Aquatic Chronic 3

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H314

Causes severe skin burns and eye damage.

H317

May cause an allergic skin reaction.

H412

Harmful to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Harmful

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3261
ADR Class8
Packing GroupII
Tunnel CodeE
Proper Shipping Name2-Chlor-4-toluensulfochlorid, erstarrte Schmelze
Marine PollutantNo

Frequently Asked Questions

What is 3-chloro-4-methylbenzenesulfonyl chloride?

3-chloro-4-methylbenzenesulfonyl chloride is an organosulfur compound with the molecular formula C7H6Cl2O2S and CAS number 42413-03-6. This chemical belongs to the sulfonyl chloride family, characterized by the presence of both chlorine and methyl substituents on the benzene ring. With a molecular weight of 225.09 g/mol, it is classified as a corrosive and sensitizing substance requiring careful handling procedures.

What are the physicochemical properties of 3-chloro-4-methylbenzenesulfonyl chloride?

3-chloro-4-methylbenzenesulfonyl chloride typically appears as a solid or liquid at room temperature, depending on purity and storage conditions. Like most sulfonyl chlorides, it is highly reactive with water and alcohols, hydrolyzing to form corresponding sulfonic acids. The compound is generally soluble in organic solvents but reacts vigorously with protic solvents, making anhydrous conditions essential for storage and handling.

What is 3-chloro-4-methylbenzenesulfonyl chloride used for?

3-chloro-4-methylbenzenesulfonyl chloride serves as an important intermediate in pharmaceutical and agrochemical synthesis. It is primarily used as a sulfonylating agent in organic chemistry reactions, particularly for introducing sulfonamide groups into target molecules. The compound finds applications in the production of active pharmaceutical ingredients, dyes, and specialty chemicals where selective sulfonylation reactions are required in industrial manufacturing processes.

How to handle 3-chloro-4-methylbenzenesulfonyl chloride safely?

3-chloro-4-methylbenzenesulfonyl chloride requires strict safety protocols due to its Skin Corr. 1B and Skin Sens. 1 classifications. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work must be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid contact with water, alcohols, and other protic substances as violent reactions may occur, generating hazardous vapors.

How to store 3-chloro-4-methylbenzenesulfonyl chloride correctly?

3-chloro-4-methylbenzenesulfonyl chloride must be stored in tightly sealed containers under anhydrous conditions to prevent hydrolysis. Storage areas should be cool, dry, and well-ventilated, away from incompatible materials such as water, alcohols, amines, and strong bases. Containers should be made of chemically resistant materials, and storage locations must be equipped with appropriate spill containment measures and emergency equipment for handling potential leaks.

What to do in case of contact with 3-chloro-4-methylbenzenesulfonyl chloride?

Immediate action is critical due to the corrosive nature of 3-chloro-4-methylbenzenesulfonyl chloride. For skin contact, remove contaminated clothing immediately and rinse affected areas with copious amounts of water for at least 15 minutes. In case of eye contact, flush with water continuously and seek immediate medical attention. If inhaled, move the person to fresh air and provide respiratory support if needed. Always consult emergency services for serious exposures.

How to dispose of 3-chloro-4-methylbenzenesulfonyl chloride properly?

3-chloro-4-methylbenzenesulfonyl chloride disposal must comply with local and national hazardous waste regulations as it is classified under multiple danger categories. The substance should never be discharged into sewers, water bodies, or regular waste streams due to its Aquatic Chronic 3 classification. Professional hazardous waste disposal services must be engaged, and the waste should be properly labeled, containerized, and documented according to applicable environmental protection requirements.

How to transport 3-chloro-4-methylbenzenesulfonyl chloride?

3-chloro-4-methylbenzenesulfonyl chloride is classified as ADR Class 8 (corrosive substances), Packing Group II, requiring specialized transport procedures. Packages must meet UN specification requirements for corrosive materials and bear appropriate hazard labels and markings. Transport vehicles must carry emergency equipment, and drivers require ADR training certification. Proper shipping documentation, including safety data sheets and emergency response information, must accompany all shipments.

Is 3-chloro-4-methylbenzenesulfonyl chloride subject to specific regulations?

3-chloro-4-methylbenzenesulfonyl chloride is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. While not currently listed as an SVHC substance, it must comply with standard industrial chemical regulations due to its corrosive and sensitizing properties. Users must maintain safety data sheets, implement appropriate risk management measures, and ensure compliance with workplace exposure limits and environmental protection standards.

Where to buy 3-chloro-4-methylbenzenesulfonyl chloride in Europe?

3-chloro-4-methylbenzenesulfonyl chloride is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides reliable supply chains for industrial customers requiring this sulfonyl chloride for manufacturing applications. As a professional chemical distributor, OYSI ensures proper handling, documentation, and regulatory compliance for all shipments throughout Europe, supporting customers with technical expertise and reliable logistics services.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.