(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 flammable properties and characteristic aromatic profile. This chiral cyclic compound, also known by its systematic IUPAC name, belongs to the terpene family and exhibits the molecular formula C10H16 with a molecular weight of 136.23 g/mol. The substance presents as a colorless to pale yellow liquid with distinctive organoleptic properties that make it valuable across various industrial applications. Its structural configuration features a cyclohexene ring substituted with both methyl and isopropenyl groups, contributing to its unique chemical reactivity and physical characteristics. From a safety perspective, this compound requires careful handling due to its classification as a flammable liquid (Category 3) and aspiration toxicant (Category 1). The substance exhibits skin irritation potential and sensitization properties, necessitating appropriate personal protective equipment during industrial processing. Environmental considerations include its classification as acutely toxic to aquatic life, requiring controlled discharge and waste management protocols. The ADR Class 3 designation reflects its flammable nature, impacting transportation and storage requirements. Industrial applications primarily leverage its aromatic properties and chemical reactivity. The compound finds significant use in fragrance and flavor formulations, where its terpene structure provides desirable olfactory characteristics. Additionally, it serves as a valuable intermediate in organic synthesis, particularly in the production of other specialized chemicals. Unlike simpler hydrocarbons such as propylbenzene or 3-ethyl-3-methylpentane, this terpene offers unique stereochemical properties that enhance its utility in asymmetric synthesis applications. OYSI maintains reliable supply chains for (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene, ensuring consistent availability for European industrial customers requiring this specialized monoterpene compound.

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 monoterpene hydrocarbon with the molecular formula C10H16 and CAS number 5989-27-5. This organic compound has a molecular weight of 136.23 g/mol and features a cyclohexene ring structure with methyl and propenyl substituents. It is classified as a flammable liquid with skin sensitization properties and potential aspiration toxicity hazards.

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 at room temperature with a characteristic terpene-like odor. As a hydrocarbon with formula C10H16, it has low water solubility but is soluble in organic solvents like ethanol and oils. The compound exhibits typical monoterpene properties including volatility and lipophilicity due to its unsaturated cyclic structure.

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 as an aromatic ingredient. It serves as a building block in organic synthesis and pharmaceutical intermediates. The compound is also utilized in the production of specialty chemicals and may be employed in research applications involving monoterpene chemistry and natural product synthesis.

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 flammability and sensitization potential. Use appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas away from ignition sources. Avoid skin contact as the substance can cause irritation and sensitization. Ground equipment to prevent static electricity buildup during transfer operations.

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 and direct sunlight. Store at temperatures below 25°C to maintain stability. Ensure proper grounding of storage equipment and use appropriate secondary containment to prevent environmental release in case of spills.

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

Skin contact with (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene requires immediate removal of contaminated clothing and thorough washing with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for 15 minutes. If inhaled, move to fresh air immediately. If swallowed, do NOT induce vomiting due to aspiration toxicity risk - seek immediate medical attention and provide safety data sheet to medical personnel.

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

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene must be disposed of according to local and national hazardous waste regulations. Do not pour into drains or sewers due to its aquatic toxicity classification. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may be suitable for incineration at appropriate high-temperature facilities with proper emission controls and permits.

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

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is classified as ADR Class 3 (flammable liquids), Packing Group III for transport purposes. Shipments must comply with dangerous goods regulations including proper packaging, labeling with appropriate hazard pictogrammes (GHS02, GHS08, GHS07, GHS09), and documentation. Use approved packaging and ensure vehicles are equipped for flammable liquid transport with proper placarding and emergency equipment.

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

(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene is subject to REACH regulation requiring registration for manufacture or import above one tonne per year. It is not currently listed as a Substance of Very High Concern (SVHC). The substance must be classified and labeled according to CLP regulation with danger signal word and appropriate hazard statements for flammability, aspiration toxicity, skin irritation, sensitization, and aquatic toxicity.

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 monoterpene compound with full regulatory compliance including safety data sheets and proper hazard classification. As a professional chemical distributor, OYSI ensures quality products meeting European standards for industrial and research applications across the European market.

Data Sources

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