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 chemical intermediate belongs to the benzenesulfonyl chloride family and serves as a crucial building block in organic synthesis and pharmaceutical manufacturing. The compound features a benzene ring substituted with both chlorine and methyl groups, along with a highly reactive sulfonyl chloride functional group that makes it valuable for various chemical transformations. With its molecular formula C7H6Cl2O2S and molecular weight of 225.09 g/mol, this substance exhibits typical characteristics of sulfonyl chlorides, including sensitivity to moisture and strong electrophilic behavior. The presence of both electron-withdrawing chlorine and electron-donating methyl substituents on the aromatic ring creates unique reactivity patterns that synthetic chemists can exploit for selective reactions. Safety considerations are paramount when handling this material, as it is classified under GHS pictograms GHS05 and GHS07 with a "Danger" signal word. The compound poses risks including skin corrosion (Skin Corr. 1B), skin sensitization (Skin Sens. 1), and chronic aquatic toxicity (Aquatic Chronic 3). Proper protective equipment and ventilation systems are essential during use, similar to safety protocols required for other reactive chemicals like phenylmethanamine or N-cyclohexylcyclohexanamine. Primary industrial applications include pharmaceutical intermediate synthesis, agrochemical production, and specialty polymer manufacturing. The compound's sulfonyl chloride functionality enables efficient coupling reactions and serves as an excellent leaving group in nucleophilic substitution reactions. OYSI provides reliable access to 3-chloro-4-methylbenzenesulfonyl chloride for European industrial customers, ensuring consistent quality and regulatory compliance for demanding synthetic chemistry applications.

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 organic chemical compound with the molecular formula C7H6Cl2O2S and CAS number 42413-03-6. This aromatic sulfonyl chloride derivative has a molecular weight of 225.09 g/mol and belongs to the class of substituted benzenesulfonyl chlorides. It features both chloro and methyl substituents on the benzene ring, making it a valuable intermediate in organic synthesis and pharmaceutical chemistry.

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

3-chloro-4-methylbenzenesulfonyl chloride is typically a solid at room temperature with characteristic properties of sulfonyl chlorides. As a reactive organic compound, it is moisture-sensitive and tends to hydrolyze in the presence of water, releasing hydrogen chloride gas. The compound is generally soluble in organic solvents such as dichloromethane, chloroform, and aromatic solvents, but reacts with protic solvents including alcohols and water.

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

3-chloro-4-methylbenzenesulfonyl chloride is primarily used as a synthetic intermediate in pharmaceutical and fine chemical manufacturing. It serves as an important building block for the synthesis of sulfonamide derivatives, pharmaceutical active ingredients, and agrochemical compounds. The compound is also utilized in organic synthesis for introducing sulfonyl groups into target molecules and as a reagent in medicinal chemistry research for drug development applications.

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

3-chloro-4-methylbenzenesulfonyl chloride requires careful handling due to its corrosive nature (Skin Corr. 1B) and sensitizing properties (Skin Sens. 1). Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work must be conducted in a well-ventilated area or under a fume hood to prevent inhalation. Avoid contact with skin, eyes, and clothing, and ensure immediate access to emergency eyewash and shower facilities.

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

3-chloro-4-methylbenzenesulfonyl chloride must be stored in a cool, dry place away from moisture and heat sources due to its hydrolytic instability. Keep containers tightly sealed to prevent exposure to atmospheric humidity. Store away from incompatible materials such as water, alcohols, amines, and strong bases. Use corrosion-resistant containers and ensure adequate ventilation in storage areas. Maintain temperatures below 25°C and protect from direct sunlight to preserve product integrity.

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

Immediate action is crucial due to the corrosive nature of 3-chloro-4-methylbenzenesulfonyl chloride. For skin contact, immediately remove contaminated clothing and flush affected area with copious amounts of water for at least 15 minutes. In case of eye contact, rinse immediately with water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult emergency services for serious exposures.

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

3-chloro-4-methylbenzenesulfonyl chloride waste must be disposed of according to local and national hazardous waste regulations as it is classified as corrosive waste. Do not pour down drains or release into the environment due to its aquatic toxicity classification (Aquatic Chronic 3). Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may require neutralization under controlled conditions before disposal, but this should only be performed by trained professionals following appropriate safety protocols.

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

3-chloro-4-methylbenzenesulfonyl chloride is classified as dangerous goods under ADR regulations with Class 8 (corrosive substances) and Packing Group II. Transportation requires appropriate UN-specification packaging, proper labeling with corrosive hazard labels, and accompanying transport documents. Vehicles must carry appropriate emergency equipment and drivers need ADR training. Shipments must comply with quantity limitations and routing restrictions as specified in ADR regulations for Class 8 substances.

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

3-chloro-4-methylbenzenesulfonyl chloride is subject to standard EU chemical regulations including REACH and CLP, but is not classified as a Substance of Very High Concern (SVHC). It must comply with classification, labeling, and packaging requirements under CLP regulation, displaying appropriate hazard pictograms (GHS05, GHS07) and the danger signal word. Users must follow occupational exposure limits and safety data sheet requirements. The substance may also be subject to specific national regulations regarding handling and use.

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 this compound to pharmaceutical manufacturers, research institutions, and fine chemical companies across Europe. The company ensures proper packaging, documentation, and regulatory compliance for safe delivery. Contact OYSI directly for availability, specifications, and technical support to meet your specific application requirements in pharmaceutical synthesis or chemical research.

Data Sources

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