1,2-dichloro-4-isocyanatobenzene

C7H3Cl2NO

CAS102-36-3

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Identification

CAS Number
102-36-3
EC Number
203-026-2
UN Number
2250
PubChem CID
7607

Physical-chemical properties

Molecular Formula
C7H3Cl2NO
Molar Mass
188.01 g/mol
IUPAC Name
1,2-dichloro-4-isocyanatobenzene

Chemical Identifiers

InChI
InChI=1S/C7H3Cl2NO/c8-6-2-1-5(10-4-11)3-7(6)9/h1-3H
InChI Key
MFUVCHZWGSJKEQ-UHFFFAOYSA-N

Overview

1,2-dichloro-4-isocyanatobenzene (CAS 102-36-3) is an aromatic isocyanate compound with dual chlorine substituents and reactive isocyanate functionality. This specialized chemical intermediate belongs to the family of chlorinated aromatic isocyanates, featuring a benzene ring substituted with two chlorine atoms at positions 1 and 2, and an isocyanate group (-NCO) at position 4. With a molecular formula of C7H3Cl2NO and molecular weight of 188.01 g/mol, this compound exhibits the characteristic reactivity of isocyanates combined with the stability imparted by chlorine substitution. The presence of electron-withdrawing chlorine atoms significantly influences both the chemical behavior and physical properties of the isocyanate group, making it distinct from simpler aromatic compounds like 4-nitroaniline. The compound is classified under ADR Class 6.1, indicating its toxic nature, which is typical for isocyanate-containing substances. The isocyanate functional group is highly electrophilic and readily reacts with nucleophiles, particularly compounds containing active hydrogen atoms such as alcohols, amines, and water. This reactivity must be carefully managed during handling and storage, requiring anhydrous conditions and appropriate protective equipment to prevent exposure and unwanted reactions. In industrial applications, 1,2-dichloro-4-isocyanatobenzene serves primarily as an intermediate in the synthesis of specialized polymers, particularly polyurethanes with enhanced chemical resistance. It is also utilized in the production of pharmaceutical intermediates and agrochemical compounds where the combination of isocyanate reactivity and chlorinated aromatic structure provides specific molecular properties. Additionally, it finds use in the manufacture of specialty coatings and adhesives requiring superior durability and chemical resistance. OYSI maintains reliable supply chains for this technical grade chemical intermediate, supporting European manufacturers in polymer, pharmaceutical, and specialty chemical industries.

Safety & Classification

No Hazard Classification

This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.

Transport (ADR)

UN Number2250
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Name3,4-Dichlorphenylisocyanat, fest
Marine PollutantNo

Frequently Asked Questions

What is 1,2-dichloro-4-isocyanatobenzene?

1,2-dichloro-4-isocyanatobenzene is an aromatic organic compound with the molecular formula C7H3Cl2NO and CAS number 102-36-3. This chemical features a benzene ring substituted with two chlorine atoms at positions 1 and 2, and an isocyanate functional group (-NCO) at position 4. With a molecular weight of 188.01 g/mol, it belongs to the family of chlorinated aromatic isocyanates used primarily as chemical intermediates in organic synthesis.

What are the physicochemical properties of 1,2-dichloro-4-isocyanatobenzene?

1,2-dichloro-4-isocyanatobenzene typically appears as a crystalline solid or liquid at room temperature, depending on storage conditions. The compound exhibits limited solubility in water due to its aromatic and chlorinated structure, but shows good solubility in organic solvents. Like most isocyanates, it may have a characteristic sharp odor and can be sensitive to moisture, potentially hydrolyzing in the presence of water to form corresponding amines and carbon dioxide.

What is 1,2-dichloro-4-isocyanatobenzene used for?

1,2-dichloro-4-isocyanatobenzene serves primarily as a chemical intermediate in organic synthesis and pharmaceutical manufacturing. The compound is utilized in the production of specialized polymers, agrochemicals, and pharmaceutical active ingredients where the combination of chlorine substituents and isocyanate functionality provides specific reactivity patterns. It may also be employed in research and development applications for creating novel chemical compounds and materials with tailored properties.

How to handle 1,2-dichloro-4-isocyanatobenzene safely?

1,2-dichloro-4-isocyanatobenzene requires careful handling with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. As with all isocyanates, avoid contact with skin, eyes, and mucous membranes. Ensure that handling personnel are trained in chemical safety procedures and that emergency equipment is readily available in the work area.

How to store 1,2-dichloro-4-isocyanatobenzene correctly?

1,2-dichloro-4-isocyanatobenzene should be stored in tightly sealed containers in a cool, dry place away from moisture and incompatible materials. Keep the compound away from heat sources, direct sunlight, and areas with temperature fluctuations. Store separately from strong bases, alcohols, and water-containing materials due to the reactive nature of the isocyanate group. Ensure storage areas are well-ventilated and equipped with appropriate spill containment measures.

What to do in case of contact with 1,2-dichloro-4-isocyanatobenzene?

In case of skin contact with 1,2-dichloro-4-isocyanatobenzene, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move the person to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult safety data sheets and contact emergency services when necessary.

How to dispose of 1,2-dichloro-4-isocyanatobenzene properly?

1,2-dichloro-4-isocyanatobenzene must be disposed of in accordance with local, national, and international environmental regulations. The compound should not be released into waterways, soil, or atmosphere. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may require neutralization under controlled conditions before disposal. Always consult local environmental authorities and follow applicable waste classification codes for chlorinated organic compounds and isocyanates.

How to transport 1,2-dichloro-4-isocyanatobenzene?

1,2-dichloro-4-isocyanatobenzene is classified under ADR Class 6.1 (Toxic substances), Packing Group II, indicating it requires specific transport regulations for toxic materials. The compound must be packaged in approved containers with appropriate labeling and documentation. Transport vehicles must comply with ADR requirements for Class 6.1 substances, including proper segregation from incompatible materials and emergency response information. Only certified carriers experienced in hazardous material transport should handle shipments.

Is 1,2-dichloro-4-isocyanatobenzene subject to specific regulations?

1,2-dichloro-4-isocyanatobenzene is subject to various chemical regulations including REACH registration requirements in Europe. The compound is not currently classified as a Substance of Very High Concern (SVHC), but users must comply with standard chemical safety regulations, workplace exposure limits, and environmental protection requirements. Manufacturers and importers must ensure proper registration, safety data sheet provision, and compliance with CLP regulation for classification, labeling, and packaging.

Where to buy 1,2-dichloro-4-isocyanatobenzene in Europe?

1,2-dichloro-4-isocyanatobenzene is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides reliable supply chains for industrial and research applications across Europe, ensuring compliance with all relevant regulations and quality standards. As a professional chemical distributor, OYSI can provide technical support, proper documentation, and safe handling guidance. Contact OYSI directly for availability, specifications, and delivery options tailored to your specific requirements.

Data Sources

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