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1-methyl-4-methyl ethenyl cyclohexene sulfurized

1-methyl-4-methyl ethenyl cyclohexene sulfurized is a sulfurized dipentene derivative used as a citrus-flavored fragrance and flavoring agent.

General Material Description

1-methyl-4-methyl ethenyl cyclohexene sulfurized is a sulfurized terpene derivative primarily obtained through chemical reaction of dipentene with sulfur. This compound appears as a complex mixture bearing citrus and fresh fruity notes reminiscent of grapefruit, alongside green and spicy nutmeg nuances. Also known under synonyms such as corps pamplemousse and dipentene reaction product with sulfur, it belongs to the class of sulfurized cyclohexene compounds. It plays a significant role as a flavor and fragrance agent, providing characteristic citrus odor and taste impacts. Detailed chemical and structural information on this compound is indexed in the PubChem database under EINECS number 272-933-3. Its sourcing commonly involves synthetic modification of natural terpenes to enhance fragrance profiles.

Occurrence, Applicability & Potential Uses

Biologically, 1-methyl-4-methyl ethenyl cyclohexene sulfurized is not commonly found naturally but results from chemical processing of terpenes such as dipentene. This transformation introduces sulfur into the molecular framework to alter odor characteristics for industrial applications. Predominantly, it is utilized as a flavor and fragrance agent in perfumery and food flavoring formulations. The compound’s citrus and grapefruit-like scent qualities enhance compositions requiring fresh, fruity, and subtly spicy nuances. Regulatory frameworks such as the IFRA Code of Practice (Global) govern its usage to ensure safe concentration levels are maintained in consumer products, supporting both aromatic effect and compliance.

Physico-Chemical Properties Summary

1-methyl-4-methyl ethenyl cyclohexene sulfurized exhibits selective solubility, dissolving readily in alcohol solvents while being insoluble in water, which influences its application in various formulations. This solubility characteristic allows it to blend effectively into alcohol-based perfumes and flavor concentrates but necessitates careful formulation management when used in aqueous systems. Its chemical structure, incorporating sulfur atoms within a cyclohexene terpene skeleton, contributes to its distinctive citrus aroma and impacts volatility and stability. These physico-chemical properties guide its integration into flavoring and fragrance products where a balance between potency, miscibility, and sensory performance is critical.

FAQ

What is 1-methyl-4-methyl ethenyl cyclohexene sulfurized and what are its main sensory characteristics?
1-methyl-4-methyl ethenyl cyclohexene sulfurized is a chemically modified terpene derivative produced by sulfurization of dipentene. It is recognized for its fresh, fruity citrus odor, often described as grapefruit-like, with green and nutmeg spicy undertones. These sensory attributes make it valuable in flavor and fragrance formulations.
How is 1-methyl-4-methyl ethenyl cyclohexene sulfurized typically used and where does it occur?
This compound is not naturally occurring but is synthesized through the sulfurization of terpenes, mainly dipentene. It finds usage primarily as a flavoring and fragrance agent, imparting citrus citrus notes in perfumes, personal care products, and food flavorings. Its solubility in alcohol but not water influences formulation design within these applications.
What regulatory frameworks pertain to the use of 1-methyl-4-methyl ethenyl cyclohexene sulfurized and what safety information is available?
1-methyl-4-methyl ethenyl cyclohexene sulfurized is subject to standards such as the IFRA Code of Practice (Global), which outlines acceptable usage levels to ensure consumer safety in fragranced products. Current hazard classifications under OSHA (US) indicate no specific hazards, and safety data available from RIFM supports its use within defined concentration limits. Toxicology data remain limited but indicate no known acute toxicity.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

HMDB (The Human Metabolome Database):Search

General Material Information

Preferred name 1-methyl-4-methyl ethenyl cyclohexene sulfurized
Trivial Name Cyclohexene, 1-methyl-4-(1-methylethenyl)-, sulfurized
Short Description dipentene reaction product with sulfur
CAS Number 68921-26-6
ECHA Number 272-933-3
FDA UNII Search
MDL MFCD00804512
Synonyms
  • corps pamplemousse
  • dipentene reaction product with sulfur
  • p- menthylene sulfide 1% in limonene
  • 1-methyl-4-(1-methyl ethenyl) cyclohexene sulfurized
  • Cyclohexene, 1-methyl-4-(1-methylethenyl)-, sulfurized

PhysChem Properties

Material listed in food chemical codex No
Solubility
alcohol Yes
water No

Organoleptic Properties

Odor Type: Citrus
fresh, fruity, citrus, green, nutmeg, spicy
General comment At 10.00 % in dipropylene glycol. fresh fruity citrus green nutmeg spicy
Flavor Type: Citrus
grapefruit
General comment Grapefruit

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice

Safety references

AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):68921-26-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:068921266