(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene

C10H16

CAS5989-27-5
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
5989-27-5
EC Number
227-813-5
UN Number
2052
Index Number
601-096-00-2
PubChem CID
440917

Physical-chemical properties

Molecular Formula
C10H16
Molar Mass
136.23 g/mol
IUPAC Name
(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene

Chemical Identifiers

InChI
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
InChI Key
XMGQYMWWDOXHJM-JTQLQIEISA-N

Overview

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene (CAS 5989-27-5) is a monoterpene hydrocarbon with distinctive aromatic properties and industrial versatility. This chiral cyclohexene derivative, with molecular formula C10H16 and molecular weight 136.23 g/mol, represents an important terpene compound widely utilized across multiple industrial sectors. The substance exhibits a characteristic six-membered ring structure with both methyl and propenyl substituents, contributing to its unique chemical reactivity and organoleptic properties. As EC number 227-813-5 indicates its established presence in European chemical commerce, this compound has gained significant recognition for its applications in fragrance, flavor, and specialty chemical manufacturing. From a safety perspective, (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene requires careful handling due to its classification as a flammable liquid (Class 3) with multiple hazard categories including skin irritation, sensitization potential, and aspiration toxicity. The presence of GHS pictograms GHS02, GHS08, GHS07, and GHS09 emphasizes the need for appropriate personal protective equipment and controlled storage conditions. Its aquatic toxicity profile necessitates environmental precautions during handling and disposal. Industrial applications primarily focus on fragrance and flavor formulations, where its terpene structure provides valuable aromatic characteristics. The compound also serves as an intermediate in organic synthesis and specialty chemical production. While structurally distinct from simpler hydrocarbons like propylbenzene, it shares certain handling considerations with other volatile organic compounds in industrial processing environments. OYSI maintains reliable supply chains for (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene, supporting European customers with consistent availability and technical expertise for diverse industrial applications.

Safety & Classification

Danger
Classification:

Flam. Liq. 3; Asp. Tox. 1; Skin Irrit. 2; Skin Sens. 1B; Aquatic Acute 1; Aquatic Chronic 3

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H226

Flammable liquid and vapour.

H304

May be fatal if swallowed and enters airways.

H315

Causes skin irritation.

H317

May cause an allergic skin reaction.

H400

Very toxic to aquatic life.

H412

Harmful to aquatic life with long lasting effects.

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:

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 Number2052
ADR Class3
Packing GroupIII
Tunnel CodeD/E
Proper Shipping Name(R)-1-Methyl-4-(1-methylethenyl)cyclohexen
Marine PollutantNo

Frequently Asked Questions

What is (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is a cyclic monoterpene hydrocarbon with the molecular formula C10H16 and CAS number 5989-27-5. This chiral compound features a cyclohexene ring structure with methyl and propenyl substituents, giving it a molecular weight of 136.23 g/mol. It belongs to the terpene family and exhibits characteristic properties of unsaturated hydrocarbons with multiple hazard classifications including flammability and sensitization potential.

What are the physicochemical properties of (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is a colorless to pale yellow liquid with a characteristic fresh, citrus-like odor typical of monoterpenes. The compound has low water solubility due to its hydrocarbon nature but is readily soluble in organic solvents. With its unsaturated structure containing double bonds, it demonstrates typical alkene reactivity and volatility. The molecular weight of 136.23 g/mol and cyclic structure contribute to its moderate boiling point and density.

What is (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene used for?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is primarily used in the fragrance and flavor industry due to its pleasant citrus-like aroma. It serves as an intermediate in organic synthesis for producing other terpene derivatives and aromatic compounds. The compound finds applications in cosmetics, personal care products, and as a chemical building block in pharmaceutical synthesis. Its reactivity makes it valuable for creating more complex molecular structures through various organic reactions.

How to handle (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene safely?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene requires careful handling due to its flammable nature and sensitization potential. Essential PPE includes chemical-resistant gloves, safety glasses, and protective clothing to prevent skin contact. Work in well-ventilated areas or under fume extraction to avoid inhalation exposure. Keep away from ignition sources, heat, and sparks due to its Class 3 flammability. Avoid skin contact as the substance can cause irritation and sensitization reactions.

How to store (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene correctly?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and ignition. Keep containers away from incompatible materials such as strong oxidizing agents which could react with the unsaturated bonds. Store in original containers with proper labeling including hazard warnings. Maintain temperatures below 25°C when possible and protect from direct sunlight to prevent degradation and reduce vapor formation.

What to do in case of contact with (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene?

Immediate skin contact with (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene requires thorough washing with soap and plenty of water for at least 15 minutes while removing contaminated clothing. For eye contact, flush immediately with clean water for 15-20 minutes and seek medical attention. If inhaled, move to fresh air immediately. If swallowed, do not induce vomiting due to aspiration toxicity risk - seek immediate medical attention. Remove contaminated clothing and wash before reuse.

How to dispose of (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene appropriately?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene must be disposed of as hazardous waste through licensed waste management companies in accordance with local and EU regulations. Do not discharge into drains, soil, or water bodies due to its aquatic toxicity classification. Contaminated materials should be collected and treated as chemical waste. Consider recovery or recycling options where economically viable. Always consult local environmental authorities for specific disposal requirements and approved facilities.

How to transport (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is classified under ADR Class 3 (flammable liquids), Packing Group III for transportation. Proper shipping names, UN numbers, and hazard labels must be displayed on packages and transport documents. Use appropriate packaging that meets ADR specifications for Class 3 substances. Ensure vehicles are properly equipped and drivers hold valid ADR certification. Transport documentation must include emergency response information and proper hazard declarations.

Is (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene subject to specific regulations?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is regulated under EU CLP Regulation with mandatory classification as flammable liquid, skin sensitizer, and aquatically toxic substance. REACH registration may be required depending on import/manufacture volumes. The substance is not currently listed as SVHC but requires safety data sheets and proper hazard communication. Cosmetic and food contact applications may have additional restrictions. Always verify current regulatory status before use in specific applications.

Where to buy (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene in Europe?

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to industrial customers across Europe with proper documentation including safety data sheets, certificates of analysis, and regulatory compliance information. As experienced chemical distributors, OYSI ensures proper packaging, labeling, and transport according to ADR regulations. Contact OYSI directly for availability, technical specifications, and quote requests for your specific requirements.

Data Sources

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