3,5,5-trimethylcyclohex-2-en-1-one
C9H14O
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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 with distinctive methylation pattern and α,β-unsaturated structure used in chemical synthesis applications. This organic compound, also known by its IUPAC designation, represents a specialized cyclohexenone derivative featuring three methyl substituents that significantly influence its reactivity profile. With a molecular formula of C9H14O and molecular weight of 138.21 g/mol, this substance exhibits the characteristic properties of both ketones and alkenes due to its conjugated system. The compound's structure contains a six-membered ring with a ketone functionality and a double bond, making it valuable for various synthetic transformations in organic chemistry. From a safety perspective, 3,5,5-trimethylcyclohex-2-en-1-one requires careful handling protocols as it carries multiple hazard classifications including Category 2 carcinogenicity, acute toxicity, and specific target organ toxicity. The substance displays GHS08 and GHS07 pictograms with a "Warning" signal word, indicating potential health hazards including eye irritation and respiratory effects. Proper ventilation, personal protective equipment, and adherence to occupational exposure limits are essential when working with this material. Industrial applications typically focus on its role as a synthetic intermediate in pharmaceutical chemistry, fragrance manufacturing, and specialty chemical production. The compound's reactivity makes it particularly useful in creating complex molecular frameworks through various organic reactions. Unlike simpler aromatic compounds such as 4-nitrophenol, this cyclohexenone derivative offers unique structural features that enable specific synthetic pathways. OYSI provides reliable access to 3,5,5-trimethylcyclohex-2-en-1-one for European industrial customers requiring consistent quality and comprehensive technical support for their specialized chemical applications.
Safety & Classification
Carc. 2; Acute Tox. 4 *; Acute Tox. 4 *; STOT SE 3; Eye Irrit. 2
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
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
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
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
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 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 with three methyl substituents and a ketone functional group. It is classified as a potentially carcinogenic substance (Category 2) and requires careful handling due to its toxicity profile.
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 with molecular formula C9H14O, it typically exhibits moderate volatility and organic solvent solubility. The compound contains both saturated and unsaturated carbon centers due to its cyclohexene ring structure, influencing its reactivity and physical behavior in various applications.
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 producing pharmaceuticals, agrochemicals, and specialty chemicals. The compound's reactive ketone and alkene functionalities enable various chemical transformations, making it useful in research applications and industrial synthesis where specific molecular modifications are required.
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 Category 2 carcinogenicity and acute toxicity classification. Essential safety measures include wearing appropriate personal protective equipment (gloves, safety goggles, lab coats), working in well-ventilated areas or fume hoods, and avoiding skin and eye contact. The compound carries GHS08 and GHS07 pictograms with a Warning signal word, indicating moderate hazard levels requiring standard laboratory precautions.
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. Given its organic nature and potential reactivity, storage should follow standard protocols for organic compounds with moderate hazard classifications. Keep containers properly labeled and ensure storage areas comply with local regulations for handling potentially carcinogenic substances and acute toxic materials.
What to do in case of contact with 3,5,5-trimethylcyclohex-2-en-1-one?
Immediate action is required upon contact with 3,5,5-trimethylcyclohex-2-en-1-one due to its toxicity and eye irritation potential. For skin contact, wash thoroughly with soap and water. In case of eye contact, rinse immediately with plenty of water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. Due to its carcinogenic classification, always seek medical advice after any significant exposure incident.
How to dispose of 3,5,5-trimethylcyclohex-2-en-1-one appropriately?
3,5,5-trimethylcyclohex-2-en-1-one disposal must comply with local and European waste regulations for hazardous chemicals. The substance should be treated as hazardous waste due to its carcinogenic and toxic properties and disposed of through licensed waste management facilities. Never discharge into drains, soil, or water systems. Consult safety data sheets and local environmental authorities for specific disposal requirements and approved waste disposal contractors.
How to transport 3,5,5-trimethylcyclohex-2-en-1-one?
3,5,5-trimethylcyclohex-2-en-1-one transport should follow general dangerous goods regulations despite not having a specific ADR classification listed. Proper packaging in appropriate containers with correct labeling including GHS pictograms (GHS08, GHS07) and Warning signal word is essential. Transportation should comply with local and international regulations for chemicals with carcinogenic and acute toxic properties, ensuring proper documentation and handling throughout the supply chain.
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 and CLP regulations governing chemical registration, classification, and labeling. While not currently listed as an SVHC (Substance of Very High Concern), its Category 2 carcinogenicity classification requires compliance with occupational health regulations and proper hazard communication. Users must follow workplace exposure limits and implement appropriate risk management measures as outlined in relevant safety data sheets and regulatory guidance.
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 and intermediates. OYSI provides reliable supply of this compound to industrial customers, research institutions, and chemical manufacturers across Europe. As a professional chemical distributor, OYSI ensures proper handling, documentation, and regulatory compliance for all shipments of this regulated substance throughout the European market.
Services for 3,5,5-trimethylcyclohex-2-en-1-one
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.