Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate

C15H7Cl2F3N2O2

phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate

CAS14255-88-0
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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Identification

CAS Number
14255-88-0
EC Number
238-134-9
UN Number
2757
Index Number
613-015-00-8
PubChem CID
26597

Physical-chemical properties

Molecular Formula
C15H7Cl2F3N2O2
Molar Mass
375.10 g/mol
IUPAC Name
phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate

Chemical Identifiers

InChI
InChI=1S/C15H7Cl2F3N2O2/c16-9-6-11-12(7-10(9)17)22(13(21-11)15(18,19)20)14(23)24-8-4-2-1-3-5-8/h1-7H
InChI Key
ISVQSVPUDBVFFU-UHFFFAOYSA-N

Overview

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate (CAS 14255-88-0) is a specialized benzimidazole derivative with dual chlorine substitution and trifluoromethyl functionality. This highly functionalized benzimidazole compound represents a significant advancement in specialty chemical synthesis, combining multiple halogen substituents that confer unique reactivity profiles. With its molecular formula C15H7Cl2F3N2O2 and molecular weight of 375.1 g/mol, this substance exhibits the characteristic stability and versatility associated with benzimidazole-based chemistry while offering enhanced properties through its chlorine and trifluoromethyl modifications. The compound's structure features a phenyl carboxylate ester linked to a benzimidazole core that bears dichloro substitution at the 5,6-positions and a trifluoromethyl group at the 2-position. This arrangement creates a molecule with distinct electronic properties and potential for selective chemical transformations. The presence of multiple electron-withdrawing groups significantly influences both its chemical behavior and biological activity profile. Safety considerations for this compound include acute toxicity warnings, as indicated by its classification under Acute Tox. 4 and the requirement for GHS07 pictogram labeling. Additionally, its aquatic toxicity classification (Aquatic Acute 1, Aquatic Chronic 1) and GHS09 environmental pictogram emphasize the need for careful environmental handling protocols. Transportation falls under ADR Class 6.1, reflecting its toxic nature. Industrial applications typically include use as an advanced pharmaceutical intermediate, particularly in the synthesis of antimicrobial agents and specialized agrochemicals. The compound also serves as a valuable building block in materials science applications where fluorinated benzimidazole derivatives provide enhanced performance characteristics. Similar halogenated compounds like methyl 2-chloro-3-(4-chlorophenyl)propanoate find parallel applications in pharmaceutical synthesis, highlighting the importance of this chemical class. OYSI maintains reliable supply chains for this specialized benzimidazole derivative to support European industrial and research applications.

Safety & Classification

Warning
Classification:

Acute Tox. 4 *; Acute Tox. 4 *; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H312

Harmful in contact with skin.

H302

Harmful if swallowed.

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

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:

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 Number2757
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NameFenazaflor (ISO)
Marine PollutantNo

Frequently Asked Questions

What is phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is a synthetic organic compound with the molecular formula C15H7Cl2F3N2O2 and CAS number 14255-88-0. This benzimidazole derivative contains chlorine and trifluoromethyl functional groups, giving it unique chemical properties. With a molecular weight of 375.1 g/mol, it belongs to the class of halogenated heterocyclic compounds and is classified as moderately toxic and environmentally hazardous according to GHS standards.

What are the physicochemical properties of phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is typically a solid compound at room temperature due to its aromatic structure and molecular weight of 375.1 g/mol. The presence of chlorine atoms and trifluoromethyl groups contributes to its chemical stability and influences its solubility characteristics. The compound's halogenated structure suggests limited water solubility but potential solubility in organic solvents. Specific physical properties such as melting point and exact appearance may vary depending on purity and crystalline form.

What is phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate used for?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is primarily used as an intermediate in pharmaceutical synthesis and agrochemical manufacturing. Its benzimidazole core structure makes it valuable for developing fungicides, antimicrobial agents, and other bioactive compounds. The compound serves as a building block in organic synthesis, particularly in the production of specialized chemicals requiring halogenated benzimidazole derivatives. Research and development laboratories also utilize this compound for medicinal chemistry applications and material science studies.

How to handle phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate safely?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate requires careful handling due to its Acute Tox. 4 classification. Essential PPE includes safety goggles, chemical-resistant gloves, and protective clothing to prevent skin and eye contact. Work in well-ventilated areas or use fume hoods to avoid inhalation. Avoid eating, drinking, or smoking during handling. Wash hands thoroughly after use and remove contaminated clothing immediately. Keep emergency eyewash and shower facilities accessible, and ensure personnel are trained in proper handling procedures.

How to store phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate correctly?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate should be stored in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Keep containers tightly sealed to prevent moisture absorption and contamination. Store separately from incompatible materials such as strong oxidizers, bases, and reducing agents. Use appropriate secondary containment and ensure storage areas are equipped with spill control measures. Maintain storage temperatures below 25°C when possible and regularly inspect containers for signs of deterioration or leakage.

What to do in case of contact with phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate?

Immediate action is required in case of contact with phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate due to its toxic properties. For skin contact, remove contaminated clothing and wash affected area with plenty of soap and water for at least 15 minutes. In case of eye contact, rinse immediately with clean water for 15-20 minutes and remove contact lenses if present. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician and provide the safety data sheet.

How to dispose of phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate appropriately?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate must be disposed of as hazardous waste due to its toxic and environmentally harmful properties (Aquatic Acute 1, Aquatic Chronic 1). Contact licensed hazardous waste disposal companies for proper treatment and disposal. Never dispose of in regular trash, sewers, or waterways. Small quantities may require incineration at authorized high-temperature facilities. Follow local and national waste disposal regulations, including proper labeling and documentation. Consult with environmental compliance specialists to ensure adherence to all applicable waste management laws.

How to transport phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is classified as ADR Class 6.1 (toxic substances), Packing Group III for transportation purposes. Use UN-approved packaging suitable for toxic solids and ensure proper labeling with hazard diamonds and shipping information. Transport vehicles must comply with ADR regulations for Class 6.1 materials, including appropriate placarding and driver training requirements. Shipping documentation must include proper shipping names, hazard classes, and emergency response information. Consult current ADR regulations and work with certified dangerous goods transport providers.

Is phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate subject to specific regulations?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is subject to multiple regulatory frameworks including REACH registration requirements in Europe and CLP classification regulations. While not currently listed as a Substance of Very High Concern (SVHC), it must comply with standard chemical safety reporting and classification requirements. Users must maintain safety data sheets, implement appropriate risk management measures, and follow occupational exposure limits where established. Import/export may require permits depending on jurisdiction, and some applications may face restrictions under national chemical control legislation.

Where to buy phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate in Europe?

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is available through OYSI, a specialized European distributor of fine chemicals and pharmaceutical intermediates. OYSI provides reliable supply chain management and ensures compliance with European chemical regulations including REACH and CLP requirements. As a professional chemical distributor, OYSI offers technical support, proper documentation, and quality assurance for laboratory and industrial customers. Contact OYSI directly for availability, specifications, and regulatory compliance documentation to meet your specific application requirements.

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Data Sources

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