1-chloro-4-isocyanatobenzene

C7H4ClNO

CAS104-12-1
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
104-12-1
EC Number
203-176-9
UN Number
2811
Index Number
615-044-00-1
PubChem CID
7693

Physical-chemical properties

Molecular Formula
C7H4ClNO
Molar Mass
153.56 g/mol
IUPAC Name
1-chloro-4-isocyanatobenzene

Chemical Identifiers

InChI
InChI=1S/C7H4ClNO/c8-6-1-3-7(4-2-6)9-5-10/h1-4H
InChI Key
ADAKRBAJFHTIEW-UHFFFAOYSA-N

Overview

1-chloro-4-isocyanatobenzene (CAS 104-12-1) is an aromatic isocyanate compound featuring a chlorine substituent and highly reactive isocyanate functionality for polymer synthesis applications. This specialized chemical intermediate belongs to the important class of aromatic isocyanates, characterized by its benzene ring structure with both chlorine and isocyanate (-NCO) functional groups in the para position. The molecular formula C7H4ClNO reflects its compact yet reactive structure, with a molecular weight of 153.56 g/mol. The compound's dual functionality makes it particularly valuable in polymer chemistry and materials science applications. The isocyanate group is renowned for its high reactivity, especially with compounds containing active hydrogen atoms such as alcohols, amines, and water. This reactivity enables 1-chloro-4-isocyanatobenzene to participate in polyaddition reactions to form polyurethanes, polyureas, and other nitrogen-containing polymers. The chlorine substituent provides additional chemical versatility, allowing for further functionalization reactions and serving as a reactive site for nucleophilic substitution processes. Safety considerations are paramount when handling this substance, as evidenced by its GHS classification including acute toxicity, respiratory sensitization, eye damage, and skin irritation hazards. The compound requires careful handling protocols similar to other reactive intermediates like 2-chloroacetaldehyde, emphasizing the importance of proper ventilation and personal protective equipment. Primary industrial applications include the synthesis of specialty polyurethanes, pharmaceutical intermediates, and agrochemical precursors. The compound serves as a building block for creating materials with specific mechanical and chemical properties, particularly in coatings and adhesive formulations. OYSI maintains technical-grade 1-chloro-4-isocyanatobenzene inventory to support European chemical manufacturing and research operations with reliable supply chain management.

Safety & Classification

Danger
Classification:

Acute Tox. 2 *; Acute Tox. 4 *; STOT SE 3; Skin Irrit. 2; Eye Dam. 1; Resp. Sens. 1; Aquatic Acut...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H330

Fatal if inhaled.

H302

Harmful if swallowed.

H335

May cause respiratory irritation.

H315

Causes skin irritation.

H318

Causes serious eye damage.

H334

May cause allergy or asthma symptoms or breathing difficulties if inhaled.

H400

Very toxic to aquatic life.

H410

Very toxic 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

Inhalation

Fatal

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Irritant

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:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

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 Number2811
ADR Class6.1
Packing GroupII
Tunnel CodeD/E
Proper Shipping Name4-Chlorphenylisocyanat, flüssig*
Marine PollutantNo

Frequently Asked Questions

What is 1-chloro-4-isocyanatobenzene?

1-chloro-4-isocyanatobenzene is an aromatic organic compound with the molecular formula C7H4ClNO and CAS number 104-12-1. This chemical features both a chlorine atom and an isocyanate functional group (-NCO) attached to a benzene ring in para positions. With a molecular weight of 153.56 g/mol, it belongs to the class of chlorinated aromatic isocyanates and is classified as a highly hazardous substance requiring careful handling due to its acute toxicity and sensitizing properties.

What are the physicochemical properties of 1-chloro-4-isocyanatobenzene?

1-chloro-4-isocyanatobenzene typically appears as a colorless to pale yellow liquid or crystalline solid at room temperature. Like other aromatic isocyanates, it has a sharp, pungent odor and is moisture-sensitive, readily reacting with water to form corresponding amines and carbon dioxide. The compound is generally soluble in organic solvents such as toluene, acetone, and dichloromethane, but should be kept away from protic solvents and humid conditions to prevent hydrolysis reactions.

What is 1-chloro-4-isocyanatobenzene used for?

1-chloro-4-isocyanatobenzene serves as an important intermediate in organic synthesis and pharmaceutical manufacturing. It is primarily used in the production of polyurethane polymers, specialty coatings, and adhesives where the isocyanate group provides crosslinking capabilities. The compound also finds application in the synthesis of pharmaceutical intermediates, agrochemicals, and specialty chemicals where the combined chloro and isocyanate functionalities enable diverse chemical transformations and coupling reactions in industrial processes.

How to handle 1-chloro-4-isocyanatobenzene safely?

1-chloro-4-isocyanatobenzene requires strict safety protocols due to its high toxicity and sensitizing properties. Essential personal protective equipment includes a full-face respirator with appropriate cartridges, chemical-resistant gloves (nitrile or neoprene), eye protection, and protective clothing. Work must be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact completely, and ensure emergency shower and eyewash stations are readily accessible during handling operations.

How to store 1-chloro-4-isocyanatobenzene correctly?

1-chloro-4-isocyanatobenzene must be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep the substance away from moisture, water, alcohols, amines, and strong bases which can cause vigorous reactions. Storage areas should be equipped with appropriate spill containment measures and maintained below recommended temperature limits. Regular container inspection is essential to detect any signs of degradation or contamination that could compromise product integrity.

What to do in case of contact with 1-chloro-4-isocyanatobenzene?

Immediate action is critical following contact with 1-chloro-4-isocyanatobenzene due to its high toxicity. For skin contact, remove contaminated clothing and rinse affected areas with copious amounts of water for at least 15 minutes. In case of eye contact, flush immediately with water for 15-20 minutes while holding eyelids open. If inhaled, move the person to fresh air immediately. For ingestion, do not induce vomiting. Seek immediate medical attention in all cases and provide safety data sheet information to medical personnel.

How to dispose of 1-chloro-4-isocyanatobenzene appropriately?

1-chloro-4-isocyanatobenzene disposal must comply with local and national hazardous waste regulations due to its toxicity and environmental hazard classification. The substance should never be poured down drains or disposed of with regular waste. Proper disposal typically involves collection by licensed hazardous waste contractors for incineration at high temperatures in approved facilities. Small quantities may be neutralized through controlled hydrolysis under professional supervision, but this should only be performed by qualified personnel with appropriate safety measures.

How to transport 1-chloro-4-isocyanatobenzene?

1-chloro-4-isocyanatobenzene is classified under ADR Class 6.1 (Toxic substances) Packing Group II, requiring specialized dangerous goods packaging and documentation. Transportation must comply with international dangerous goods regulations including proper labeling with GHS pictograms (GHS06, GHS05, GHS08, GHS09) and hazard markings. Only certified carriers with dangerous goods training may transport this substance. Proper shipping documentation, emergency response information, and appropriate packaging specifications are mandatory for legal and safe transport operations.

Is 1-chloro-4-isocyanatobenzene subject to specific regulations?

1-chloro-4-isocyanatobenzene is subject to comprehensive chemical safety regulations including REACH registration requirements in Europe and CLP classification obligations. The substance carries multiple hazard classifications including acute toxicity, respiratory sensitization, and environmental hazards, requiring detailed safety data sheets and risk assessments. While not currently listed as a Substance of Very High Concern (SVHC), its hazardous properties mean it may be subject to occupational exposure limits and specialized handling requirements in industrial applications.

Where to buy 1-chloro-4-isocyanatobenzene in Europe?

1-chloro-4-isocyanatobenzene is available through specialized chemical distributors across Europe, with OYSI serving as a reliable European supplier for this technical chemical. Due to its hazardous classification and regulatory requirements, procurement is typically limited to qualified industrial users with appropriate safety infrastructure and handling capabilities. Buyers must demonstrate compliance with relevant safety regulations and provide appropriate documentation. Contact OYSI directly for availability, technical specifications, and regulatory compliance support for your specific application requirements.

Data Sources

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