1,2-dichloro-4-isocyanatobenzene
C7H3Cl2NO
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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 characterized by its dichlorinated benzene ring structure and reactive isocyanate functional group. This specialized chemical intermediate belongs to the family of halogenated aromatic isocyanates, featuring two chlorine substituents at the 1,2-positions and an isocyanate group at the 4-position of the benzene ring. With the molecular formula C7H3Cl2NO and a molecular weight of 188.01 g/mol, this compound exhibits the characteristic reactivity of isocyanates while offering unique selectivity due to its specific substitution pattern. The presence of electron-withdrawing chlorine atoms significantly influences both the electronic properties and reactivity profile of the isocyanate group, making it particularly valuable for targeted synthetic applications. The compound's structure places it within the broader category of functionalized aromatic compounds, sharing certain characteristics with related substances such as 4-nitroaniline in terms of aromatic substitution patterns, though differing significantly in functional group chemistry. The dual chlorine substitution provides enhanced stability compared to unsubstituted isocyanates while maintaining sufficient reactivity for efficient chemical transformations. Primary industrial applications include its use as a building block in pharmaceutical intermediate synthesis, where the controlled reactivity enables precise molecular construction. It also serves as a precursor in specialty polymer chemistry, particularly in the development of high-performance materials requiring specific thermal and chemical resistance properties. Additionally, this compound finds application in agrochemical synthesis, where the unique substitution pattern offers advantages in developing targeted active compounds. OYSI maintains reliable supply chains for 1,2-dichloro-4-isocyanatobenzene, supporting customers across pharmaceutical, polymer, and specialty chemical manufacturing sectors throughout Europe.
Safety & Classification
No Hazard Classification
This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.
Transport (ADR)
| UN Number | 2250 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | 3,4-Dichlorphenylisocyanat, fest |
| Marine Pollutant | No |
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 is typically a solid or liquid at room temperature, depending on purity and storage conditions. As an aromatic isocyanate compound, it exhibits characteristic reactivity with nucleophiles, particularly water and alcohols. The presence of two chlorine substituents and the isocyanate group significantly influences its chemical behavior, making it reactive towards moisture and requiring careful handling to prevent unwanted polymerization or decomposition reactions.
What is 1,2-dichloro-4-isocyanatobenzene used for?
1,2-dichloro-4-isocyanatobenzene serves primarily as a chemical intermediate in pharmaceutical and agrochemical synthesis. The compound is utilized in the production of specialized polymers, particularly polyurethanes with specific properties due to the chlorine substituents. It also finds application in the manufacture of pesticides, herbicides, and pharmaceutical active ingredients where the dichloroisocyanate structure provides desired biological activity or serves as a key building block for more complex molecules.
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. Avoid contact with water, alcohols, and amines as these can cause vigorous reactions. Use non-sparking tools and ensure proper grounding to prevent static electricity buildup during transfer operations.
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, heat sources, and incompatible materials. Keep containers away from water, alcohols, amines, and strong bases which can react with the isocyanate group. Storage areas should be well-ventilated and temperature-controlled. Use moisture-proof packaging and consider inert gas blanketing for long-term storage to prevent degradation and maintain product quality.
What to do in case of contact with 1,2-dichloro-4-isocyanatobenzene?
Immediate action is required upon contact with 1,2-dichloro-4-isocyanatobenzene. For skin contact, remove contaminated clothing and wash affected areas thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15-20 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. Seek immediate medical attention for all exposure routes and provide the safety data sheet to medical personnel.
How to dispose of 1,2-dichloro-4-isocyanatobenzene properly?
1,2-dichloro-4-isocyanatobenzene must be disposed of according to local, national, and international waste regulations as hazardous chemical waste. Contact licensed waste disposal companies experienced in handling isocyanate compounds. Never pour down drains or dispose of in regular waste. Small quantities may require neutralization under controlled conditions before disposal. Maintain proper documentation of waste disposal activities and ensure compliance with applicable environmental regulations including RCRA where applicable.
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 significant toxicity requiring special transport precautions. Shipments must comply with dangerous goods regulations including proper packaging, labeling, and documentation. Use UN-approved packaging suitable for Packing Group II materials. Transport vehicles require appropriate placarding and drivers must have hazardous materials training. Ensure proper emergency response information accompanies 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 for manufacture, import, and use above specified tonnages. While not currently listed as a Substance of Very High Concern (SVHC), it must comply with CLP regulation for classification and labeling. Users must maintain safety data sheets, conduct risk assessments, and implement appropriate risk management measures. Additional restrictions may apply depending on specific applications and jurisdictions.
Where to buy 1,2-dichloro-4-isocyanatobenzene in Europe?
1,2-dichloro-4-isocyanatobenzene is available through OYSI, a trusted European distributor of specialty chemicals serving industrial customers across the continent. OYSI provides high-quality chemical products with proper documentation including safety data sheets and certificates of analysis. As a specialized chemical intermediate, availability may be subject to minimum order quantities and lead times. Contact OYSI directly for current pricing, specifications, and delivery options tailored to your specific requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.