3,5,5-trimethylcyclohex-2-en-1-one

C9H14O

CAS78-59-1
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
78-59-1
EC Number
201-126-0
UN Number
Index Number
606-012-00-8
PubChem CID
6544

Physical-chemical properties

Molecular Formula
C9H14O
Molar Mass
138.21 g/mol
IUPAC Name
3,5,5-trimethylcyclohex-2-en-1-one

Chemical Identifiers

InChI
InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3
InChI Key
HJOVHMDZYOCNQW-UHFFFAOYSA-N

Overview

3,5,5-trimethylcyclohex-2-en-1-one (CAS 78-59-1) is a cyclic ketone compound with characteristic α,β-unsaturated structure and multiple methyl substituents. This organic compound, also known by its IUPAC designation, represents an important class of substituted cyclohexenones widely utilized in chemical synthesis and industrial applications. With the molecular formula C9H14O and a molecular weight of 138.21 g/mol, this cyclic ketone exhibits the typical reactivity patterns associated with α,β-unsaturated carbonyl systems. The presence of three methyl groups at positions 3, 5, and 5 of the cyclohexene ring significantly influences both its chemical behavior and physical properties. The compound carries several hazard classifications that require careful handling protocols. It is classified as a Category 2 carcinogen and exhibits acute toxicity properties, necessitating appropriate safety measures during storage and use. The substance also presents risks of eye irritation and specific target organ toxicity, reflected in its GHS08 and GHS07 pictogram classifications with a "Warning" signal word. In industrial applications, 3,5,5-trimethylcyclohex-2-en-1-one serves as a valuable synthetic intermediate in organic chemistry, particularly in the preparation of fragrances, pharmaceuticals, and specialty chemicals. Its unique structural features make it suitable for applications requiring specific steric and electronic properties. The compound finds use in similar industrial contexts as other specialized organic intermediates, including applications where compounds like 4-nitrophenol or 1,2-diphenylguanidine might be employed in different synthetic pathways. OYSI maintains reliable supply chains for this technical-grade chemical compound, ensuring consistent availability for European industrial customers requiring high-quality organic intermediates.

Safety & Classification

Warning
Classification:

Carc. 2; Acute Tox. 4 *; Acute Tox. 4 *; STOT SE 3; Eye Irrit. 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H351

Suspected of causing cancer.

H312

Harmful in contact with skin.

H302

Harmful if swallowed.

H335

May cause respiratory irritation.

H319

Causes serious eye irritation.

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

Irritant

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

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:

Eye Contact

Irritant

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.

Frequently Asked Questions

What is 3,5,5-trimethylcyclohex-2-en-1-one?

3,5,5-trimethylcyclohex-2-en-1-one is an organic chemical compound with the molecular formula C9H14O and CAS number 78-59-1. This cyclohexenone derivative has a molecular weight of 138.21 g/mol and features a six-membered ring structure with three methyl substituents and a ketone functional group. It is classified as a hazardous substance with multiple safety concerns including potential carcinogenic properties (Category 2) and acute toxicity warnings.

What are the physicochemical properties of 3,5,5-trimethylcyclohex-2-en-1-one?

3,5,5-trimethylcyclohex-2-en-1-one is a liquid organic compound at room temperature with characteristic ketone properties. As a cyclohexenone derivative, it typically exhibits moderate volatility and organic solvent solubility. The compound's molecular structure contains both saturated and unsaturated carbon centers along with a carbonyl group, influencing its reactivity and physical behavior. Specific physical parameters should be verified from technical data sheets for precise handling requirements.

What is 3,5,5-trimethylcyclohex-2-en-1-one used for?

3,5,5-trimethylcyclohex-2-en-1-one serves as an important intermediate in organic synthesis and chemical manufacturing processes. Its cyclohexenone structure makes it valuable for pharmaceutical synthesis, fragrance production, and as a building block for more complex organic molecules. The compound is typically used in controlled industrial environments where its reactive ketone functionality can be utilized for specific chemical transformations while managing associated safety risks.

How to handle 3,5,5-trimethylcyclohex-2-en-1-one safely?

3,5,5-trimethylcyclohex-2-en-1-one requires careful handling due to its carcinogenic potential and acute toxicity. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and respiratory protection in well-ventilated areas. Workers should avoid direct skin and eye contact, inhalation of vapors, and ensure proper training on handling procedures. All work should be conducted in designated chemical handling areas with appropriate safety equipment and emergency procedures readily available.

How to store 3,5,5-trimethylcyclohex-2-en-1-one correctly?

3,5,5-trimethylcyclohex-2-en-1-one should be stored in tightly sealed containers in cool, dry, well-ventilated areas away from heat sources and incompatible materials. Storage areas must be designed for hazardous chemicals with appropriate containment measures and restricted access. The compound should be kept away from strong oxidizing agents and sources of ignition. Regular container inspection and proper labeling according to GHS requirements are essential for safe storage management.

What to do in case of contact with 3,5,5-trimethylcyclohex-2-en-1-one?

Immediate action is required for any contact with 3,5,5-trimethylcyclohex-2-en-1-one due to its toxicity and irritant properties. For skin contact, wash immediately with plenty of water and remove contaminated clothing. In case of eye contact, flush with clean water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion or severe exposure, contact emergency medical services promptly and provide safety data sheet information.

How to dispose of 3,5,5-trimethylcyclohex-2-en-1-one properly?

3,5,5-trimethylcyclohex-2-en-1-one must be disposed of as hazardous waste through licensed waste management facilities in accordance with local and European regulations. The compound cannot be disposed of in regular waste streams due to its carcinogenic classification and toxicity. Waste containers should be properly labeled and handled by authorized personnel. Disposal methods typically include high-temperature incineration at approved facilities capable of managing hazardous organic compounds safely.

How to transport 3,5,5-trimethylcyclohex-2-en-1-one?

3,5,5-trimethylcyclohex-2-en-1-one transportation requires compliance with ADR regulations for hazardous materials, though specific classification details should be verified with current transport documentation. Proper packaging in approved containers with appropriate hazard labeling and documentation is mandatory. Transport vehicles must be suitable for chemical transport with trained drivers and emergency response equipment. Shipping documentation should include safety data sheets and emergency contact information for incident response.

Is 3,5,5-trimethylcyclohex-2-en-1-one subject to specific regulations?

3,5,5-trimethylcyclohex-2-en-1-one is subject to European REACH regulation and CLP classification requirements due to its hazardous properties. The compound's Carcinogen Category 2 classification imposes strict handling, labeling, and reporting obligations. While not currently listed as an SVHC, users must comply with occupational exposure limits and safety documentation requirements. Regular regulatory updates should be monitored as classification and restrictions may change based on ongoing safety assessments.

Where to buy 3,5,5-trimethylcyclohex-2-en-1-one in Europe?

3,5,5-trimethylcyclohex-2-en-1-one is available through OYSI, a specialized European distributor of technical chemicals with expertise in hazardous material handling. OYSI provides proper documentation, safety data sheets, and regulatory compliance support for this controlled substance. As a professional chemical distributor, OYSI ensures appropriate packaging, transport, and customer support for industrial users requiring this specialized organic intermediate while maintaining full regulatory compliance throughout Europe.

Data Sources

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