2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile

C8Cl4N2

CAS1897-41-2
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
1897-41-2
EC Number
401-550-8
UN Number
3077
Index Number
608-016-00-5
PubChem CID
74694

Physical-chemical properties

Molecular Formula
C8Cl4N2
Molar Mass
265.90 g/mol
IUPAC Name
2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile

Chemical Identifiers

InChI
InChI=1S/C8Cl4N2/c9-5-3(1-13)6(10)8(12)4(2-14)7(5)11
InChI Key
TXRVDQMSXQKAPG-UHFFFAOYSA-N

Overview

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile (CAS 1897-41-2) is a chlorinated aromatic compound with strong electron-withdrawing properties and high chemical stability. This highly substituted benzene derivative represents an important class of halogenated organic intermediates used extensively in industrial chemical synthesis. The molecule features four chlorine atoms positioned at the 2,3,5,6 positions of the benzene ring, combined with two nitrile groups at the 1,4 positions, creating a symmetrical structure with unique reactivity patterns. With a molecular formula of C8Cl4N2 and molecular weight of 265.9 g/mol, this compound exhibits exceptional thermal stability and resistance to hydrolysis under normal conditions. The extensive chlorination and dicarbonitrile functionality make this substance particularly valuable as a building block for advanced materials and specialty chemicals. Its electron-deficient aromatic system enables selective reactions that are difficult to achieve with less substituted derivatives, distinguishing it from simpler compounds like 4-cyclopropyl-6-methyl-N-phenylpyrimidin-2-amine which lacks the multiple halogen substituents. Safety considerations are paramount when handling this material, as it is classified as a skin sensitizer (Skin Sens. 1) and poses significant environmental risks with acute and chronic aquatic toxicity (Aquatic Acute 1; Aquatic Chronic 1). The compound requires careful handling protocols and appropriate personal protective equipment to prevent skin contact and environmental release. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, as a precursor for advanced polymer materials, and in the production of specialized agrochemical compounds. The compound's unique substitution pattern makes it particularly suitable for creating complex molecular architectures in medicinal chemistry applications. OYSI maintains reliable supply chains for 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile to support European industrial customers requiring consistent quality and regulatory compliance.

Safety & Classification

Warning
Classification:

Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H317

May cause an allergic skin reaction.

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

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:

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 Name1,4-Dicyano-2,3,5,6-tetrachlorbenzen
Marine PollutantNo

Frequently Asked Questions

What is 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile is an organochlorine compound with the molecular formula C8Cl4N2 and CAS number 1897-41-2. This aromatic chemical features a benzene ring substituted with four chlorine atoms and two nitrile groups, giving it a molecular weight of 265.9 g/mol. It is classified as a skin sensitizer and poses environmental hazards to aquatic life, requiring careful handling in industrial applications.

What are the physicochemical properties of 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile is typically a crystalline solid at room temperature due to its highly substituted aromatic structure. The presence of four chlorine atoms and two nitrile groups makes it relatively nonpolar and likely poorly soluble in water but soluble in organic solvents. Its high degree of chlorination contributes to its chemical stability and persistence in the environment.

What is 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile used for?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile is primarily used as an intermediate in organic synthesis and chemical manufacturing processes. Its structure makes it valuable for producing specialized chemicals, pharmaceuticals, and potentially agrochemical compounds. The compound's multiple reactive sites (nitrile groups) and stable aromatic core make it useful in advanced chemical transformations requiring specific substitution patterns.

How to handle 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile safely?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile must be handled with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing due to its skin sensitization properties. Work should be conducted in well-ventilated areas or under fume hoods to minimize exposure. The compound requires careful handling to prevent environmental release given its aquatic toxicity classification under GHS07 and GHS09 pictograms.

How to store 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile correctly?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile should be stored in a cool, dry, well-ventilated area away from incompatible materials and ignition sources. Containers must be tightly sealed and properly labeled according to GHS requirements showing Warning signal word and appropriate pictograms. Storage areas should have spill containment measures to prevent environmental contamination due to the compound's aquatic toxicity properties.

What to do in case of contact with 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile?

Immediate skin contact with 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile requires thorough washing with soap and water for at least 15 minutes, removing contaminated clothing. For eye contact, flush immediately with clean water for 15 minutes. If inhaled, move to fresh air immediately. Given the compound's skin sensitization properties, seek medical attention if irritation develops or persists after exposure.

How to dispose of 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile appropriately?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile must be disposed of through licensed hazardous waste management facilities due to its environmental hazard classification. The compound cannot be discharged to sewers or waterways given its acute and chronic aquatic toxicity. Disposal must comply with local and European waste regulations, typically requiring high-temperature incineration or other approved treatment methods for chlorinated organic compounds.

How to transport 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile is classified as ADR Class 9 (Miscellaneous dangerous goods), Packing Group III, indicating moderate transport hazard. Packages must be properly labeled and marked according to ADR regulations with appropriate hazard labels. Transport requires compliance with dangerous goods documentation requirements and proper packaging to prevent environmental release during transit.

Is 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile subject to special regulations?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile is subject to REACH registration requirements for manufacture or import above threshold quantities in the EU. The compound is classified under CLP regulation with specific hazard statements for skin sensitization and aquatic toxicity. While not currently listed as a SVHC, its environmental properties require compliance with various environmental protection regulations and proper risk assessment procedures.

Where to buy 2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile in Europe?

2,3,5,6-tetrachlorobenzene-1,4-dicarbonitrile is available through OYSI, a specialized European distributor of technical chemicals. OYSI can provide this compound with proper documentation, safety data sheets, and regulatory compliance support for professional and industrial customers. As a regulated chemical requiring careful handling, purchase is typically restricted to qualified industrial users with appropriate facilities and expertise.

Data Sources

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