2-cyclohexyl-4,6-dinitrophenol

C12H14N2O5

CAS131-89-5
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
131-89-5
EC Number
205-042-5
UN Number
2779
Index Number
609-028-00-3
PubChem CID
8540

Physical-chemical properties

Molecular Formula
C12H14N2O5
Molar Mass
266.25 g/mol
IUPAC Name
2-cyclohexyl-4,6-dinitrophenol

Chemical Identifiers

InChI
InChI=1S/C12H14N2O5/c15-12-10(8-4-2-1-3-5-8)6-9(13(16)17)7-11(12)14(18)19/h6-8,15H,1-5H2
InChI Key
QJYHUJAGJUHXJN-UHFFFAOYSA-N

Overview

2-cyclohexyl-4,6-dinitrophenol (CAS 131-89-5) is a substituted dinitrophenol compound with significant toxicological properties and environmental hazard classification. This organic compound belongs to the dinitrophenol family, characterized by its cyclohexyl substituent at the ortho position and two nitro groups at the 4 and 6 positions of the phenol ring. With a molecular formula of C12H14N2O5 and molecular weight of 266.25 g/mol, this substance exhibits the typical properties associated with nitrophenol derivatives. The presence of both electron-withdrawing nitro groups and the bulky cyclohexyl group significantly influences its chemical behavior and biological activity. The compound is classified under multiple acute toxicity categories (Acute Tox. 3) across different exposure routes, indicating serious health hazards upon contact, inhalation, or ingestion. Its environmental impact is equally concerning, with classifications as Aquatic Acute 1 and Aquatic Chronic 1, reflecting both immediate and long-term toxicity to aquatic organisms. The GHS06 and GHS09 pictograms emphasize its dual nature as both a health hazard and environmental threat, while its ADR class 6.1 designation requires careful handling during transportation. Industrial applications of 2-cyclohexyl-4,6-dinitrophenol typically include use as a pesticide intermediate and in specialized chemical synthesis processes. Its structural similarity to compounds like 2,4-dinitro-6-pentan-2-ylphenol makes it valuable in comparative toxicological studies and agricultural chemical development. The compound may also serve as a research tool in biochemical investigations, particularly in studies involving cellular respiration and metabolic processes. Due to its hazardous nature, proper safety protocols, specialized storage conditions, and regulatory compliance are essential when handling this material. OYSI maintains this technical grade compound in our European distribution network, ensuring quality standards and regulatory compliance for qualified industrial customers.

Safety & Classification

Danger
Classification:

Acute Tox. 3 *; Acute Tox. 3 *; Acute Tox. 3 *; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H331

Toxic if inhaled.

H311

Toxic in contact with skin.

H301

Toxic 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

Inhalation

Toxic

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

Toxic

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

Toxic

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 Number2779
ADR Class6.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NameDinex (ISO)
Marine PollutantNo

Frequently Asked Questions

What is 2-cyclohexyl-4,6-dinitrophenol?

2-cyclohexyl-4,6-dinitrophenol is an organic chemical compound with the molecular formula C12H14N2O5 and CAS number 131-89-5. This substance belongs to the dinitrophenol family and features a cyclohexyl group attached to a dinitrophenol core structure. With a molecular weight of 266.25 g/mol, it is classified as a highly toxic substance requiring careful handling and specialized safety measures in industrial applications.

What are the physicochemical properties of 2-cyclohexyl-4,6-dinitrophenol?

2-cyclohexyl-4,6-dinitrophenol is typically a crystalline solid at room temperature with characteristic yellow to orange coloration common to dinitrophenol derivatives. The compound exhibits limited water solubility due to its organic cyclohexyl substituent, but shows better solubility in organic solvents. Its molecular structure includes both hydrophobic cyclohexyl and hydrophilic phenolic groups, affecting its chemical behavior and environmental fate.

What is 2-cyclohexyl-4,6-dinitrophenol used for?

2-cyclohexyl-4,6-dinitrophenol is primarily used as a pesticide and acaricide in agricultural applications, particularly for controlling mites and certain insect pests. The compound acts as a metabolic uncoupler, disrupting cellular energy production in target organisms. It may also serve as an intermediate in the synthesis of other specialized chemical products, though its high toxicity limits its broader industrial applications.

How to handle 2-cyclohexyl-4,6-dinitrophenol safely?

2-cyclohexyl-4,6-dinitrophenol requires extreme caution due to its Acute Toxicity Category 3 classification across multiple exposure routes. Essential personal protective equipment includes chemical-resistant gloves, full-face respirator, protective clothing, and eye protection. Work should be conducted in well-ventilated areas or under fume extraction systems. Avoid skin contact, inhalation, and ingestion. Emergency eyewash stations and safety showers must be readily accessible.

How to store 2-cyclohexyl-4,6-dinitrophenol correctly?

2-cyclohexyl-4,6-dinitrophenol must be stored in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers tightly sealed and properly labeled according to GHS requirements with Danger signal word and appropriate pictograms (GHS06, GHS09). Store separately from oxidizing agents, bases, and food products. Access should be restricted to trained personnel only, with appropriate inventory tracking and security measures in place.

What to do in case of contact with 2-cyclohexyl-4,6-dinitrophenol?

Immediate action is critical due to the substance's high acute toxicity. For skin contact, remove contaminated clothing and wash thoroughly with soap and water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention. For eye contact, flush with clean water for 15 minutes. If ingested, do not induce vomiting and seek immediate medical care. Always consult poison control centers and provide safety data sheet to medical personnel.

How to dispose of 2-cyclohexyl-4,6-dinitrophenol appropriately?

2-cyclohexyl-4,6-dinitrophenol must be disposed of as hazardous waste through licensed waste management companies specializing in toxic chemical disposal. Due to its environmental hazard classification (Aquatic Acute 1, Aquatic Chronic 1), prevent release to water systems or soil. Incineration at high temperatures in approved facilities is typically required. Consult local environmental authorities for specific disposal requirements and maintain proper waste documentation and manifests.

How to transport 2-cyclohexyl-4,6-dinitrophenol?

2-cyclohexyl-4,6-dinitrophenol is classified under ADR as Class 6.1 (Toxic substances), Packing Group III, requiring specific transport documentation and packaging standards. Vehicles must display appropriate hazard placards and carry emergency response information. Drivers need ADR certification for dangerous goods transport. Packages must be properly labeled, secured against movement, and accompanied by transport documents specifying the hazard class and emergency procedures.

Is 2-cyclohexyl-4,6-dinitrophenol subject to particular regulations?

2-cyclohexyl-4,6-dinitrophenol is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification and labeling obligations. As a pesticide ingredient, it may fall under biocide regulations requiring authorization for specific uses. The substance's high toxicity profile subjects it to workplace exposure limits, environmental monitoring requirements, and potential restrictions on consumer applications depending on national implementations of EU chemical legislation.

Where to buy 2-cyclohexyl-4,6-dinitrophenol in Europe?

2-cyclohexyl-4,6-dinitrophenol is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers. As a highly regulated toxic substance, purchases typically require verification of legitimate end-use, appropriate handling capabilities, and compliance with applicable regulations. OYSI ensures proper packaging, documentation, and regulatory compliance for safe delivery throughout European markets while maintaining quality standards and technical support.

Data Sources

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