2,6-dichlorobenzonitrile

C7H3Cl2N

CAS1194-65-6
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
1194-65-6
EC Number
214-787-5
UN Number
3077
Index Number
608-015-00-X
PubChem CID
3031

Physical-chemical properties

Molecular Formula
C7H3Cl2N
Molar Mass
172.01 g/mol
IUPAC Name
2,6-dichlorobenzonitrile

Chemical Identifiers

InChI
InChI=1S/C7H3Cl2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H
InChI Key
YOYAIZYFCNQIRF-UHFFFAOYSA-N

Overview

2,6-dichlorobenzonitrile (CAS 1194-65-6) is an aromatic nitrile compound with two chlorine substituents positioned ortho to the cyano group. This dichlorinated benzonitrile derivative represents an important intermediate in organic synthesis and pharmaceutical manufacturing. With the molecular formula C7H3Cl2N and a molecular weight of 172.01 g/mol, this crystalline compound exhibits distinct chemical properties due to its substitution pattern. The presence of two chlorine atoms in the 2,6-positions creates steric hindrance around the nitrile group, influencing its reactivity profile compared to other benzonitrile derivatives. From a safety perspective, 2,6-dichlorobenzonitrile is classified under GHS with acute toxicity category 4 and chronic aquatic toxicity category 2, requiring careful handling procedures. The compound carries warning pictograms GHS07 and GHS09, indicating both health hazards and environmental concerns. Its ADR classification as class 9 identifies it as a miscellaneous dangerous substance requiring appropriate transport protocols. The compound finds primary applications in pharmaceutical synthesis as a building block for various therapeutic agents, particularly in the development of anti-inflammatory and antimicrobial compounds. It serves as a valuable intermediate in agrochemical production, contributing to the synthesis of specialized crop protection products. Additionally, this nitrile derivative plays a role in fine chemical manufacturing, where its unique substitution pattern provides synthetic versatility. Unlike simpler derivatives such as diethyl 2-[(4-ethoxyanilino)methylidene]propanedioate, 2,6-dichlorobenzonitrile offers specific reactivity advantages in multi-step organic transformations. OYSI maintains reliable supplies of 2,6-dichlorobenzonitrile to support diverse industrial applications across European markets, ensuring consistent quality and regulatory compliance for our technical chemical customers.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H312

Harmful in contact with skin.

H411

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

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:

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 Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameDichlobenil (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 2,6-dichlorobenzonitrile?

2,6-dichlorobenzonitrile is an aromatic organic compound with the molecular formula C7H3Cl2N and CAS number 1194-65-6. This chemical features a benzene ring substituted with two chlorine atoms at positions 2 and 6, and a nitrile group (-CN). With a molecular weight of 172.01 g/mol, it belongs to the family of chlorinated benzonitriles and is classified as a moderately hazardous substance requiring careful handling procedures.

What are the physicochemical properties of 2,6-dichlorobenzonitrile?

2,6-dichlorobenzonitrile is typically a white to off-white crystalline solid at room temperature with a characteristic aromatic odor. The compound exhibits limited water solubility due to its chlorinated aromatic structure but shows good solubility in organic solvents such as acetone, ethanol, and chlorinated solvents. Its stability is generally good under normal conditions, though it should be protected from strong bases and reducing agents that could affect the nitrile group.

What is 2,6-dichlorobenzonitrile used for?

2,6-dichlorobenzonitrile is primarily used as an intermediate in pharmaceutical synthesis and agrochemical manufacturing. It serves as a key building block for producing various herbicides, fungicides, and pharmaceutical compounds. The compound is also utilized in organic synthesis research and chemical manufacturing processes where chlorinated aromatic intermediates are required. Its specific substitution pattern makes it valuable for creating molecules with desired biological or chemical properties.

How to handle 2,6-dichlorobenzonitrile safely?

2,6-dichlorobenzonitrile requires standard chemical safety precautions including wearing protective gloves, safety goggles, and lab coats to prevent skin and eye contact. Work should be conducted in well-ventilated areas or under fume hoods to avoid inhalation. The substance is classified as Acute Tox. 4, requiring careful handling to prevent accidental exposure. Avoid eating, drinking, or smoking when handling the material, and wash hands thoroughly after use.

How to store 2,6-dichlorobenzonitrile correctly?

2,6-dichlorobenzonitrile should be stored in a cool, dry, well-ventilated area away from direct sunlight and heat sources. Keep containers tightly closed and store in original packaging or compatible chemical-resistant containers. Separate from strong acids, bases, oxidizing agents, and reducing materials to prevent unwanted reactions. Ensure storage areas are equipped with appropriate spill containment measures and maintain proper inventory control to monitor container integrity and expiration dates.

What to do in case of contact with 2,6-dichlorobenzonitrile?

In case of skin contact with 2,6-dichlorobenzonitrile, 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 15 minutes while holding eyelids open. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician if symptoms develop or persist after exposure.

How to dispose of 2,6-dichlorobenzonitrile properly?

2,6-dichlorobenzonitrile waste must be disposed of in accordance with local, national, and EU waste regulations as a hazardous chemical waste. The substance cannot be disposed of in regular trash or sewage systems due to its toxicity and environmental persistence (Aquatic Chronic 2 classification). Contact licensed hazardous waste disposal companies for proper collection and treatment. Small laboratory quantities may require special packaging and labeling before disposal through institutional waste management programs.

How to transport 2,6-dichlorobenzonitrile?

2,6-dichlorobenzonitrile is classified under ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation purposes. This classification indicates it requires proper packaging, labeling, and documentation during transport but represents a lower degree of danger during transport. Packages must bear appropriate hazard labels and be accompanied by transport documents. Drivers must have appropriate training and vehicles should carry emergency response information and protective equipment as required by ADR regulations.

Is 2,6-dichlorobenzonitrile subject to specific regulations?

2,6-dichlorobenzonitrile is subject to European REACH regulation requiring registration for manufacture or import above certain tonnages. Under CLP regulation, it must be classified and labeled with GHS07 and GHS09 pictograms and 'Warning' signal word. The substance is not currently listed as SVHC (Substance of Very High Concern) but its Aquatic Chronic 2 classification means it requires environmental risk assessment. Industrial users must comply with occupational exposure limits and environmental discharge restrictions.

Where to buy 2,6-dichlorobenzonitrile in Europe?

2,6-dichlorobenzonitrile is available through OYSI, a specialized European distributor of industrial chemicals and intermediates. OYSI provides this compound with full regulatory documentation including safety data sheets, certificates of analysis, and REACH compliance information. As a professional chemical supplier, OYSI ensures proper packaging, labeling, and transport documentation for safe delivery across Europe while maintaining high quality standards and regulatory compliance for industrial and research applications.

Data Sources

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