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cedrol methyl ether

Cedrol methyl ether is a woody amber fragrance compound with a medium strength and excellent lasting power used in luxury and functional perfumery blends.
Chemical Structure

General Material Description

Cedrol methyl ether is a bicyclic sesquiterpene ether with the molecular formula C16H28O. This compound is also known by the trade name cedramber (IFF) and several synonyms reflecting its stereochemistry. It appears as a clear liquid with notable odor characteristics of dry woody cedar and a rich ambergris-like amber note. The scent is medium in strength with remarkable substantivity, maintaining presence for over five days at full concentration. Cedrol methyl ether is typically derived through synthetic transformation of sesquiterpenoid precursors sourced from essential oils of cedars or analogous botanicals. For detailed chemical information, see its PubChem entry. It is widely used as a fragrance ingredient due to its warm, woody character and its role in deepening amber accords.

Occurrence, Applicability & Potential Uses

Cedrol methyl ether occurs primarily as a synthetic fragrance ingredient inspired by the natural sesquiterpene cedrol, which occurs in certain cedarwood oils. It finds application extensively in perfumery as a woody amber fixative, providing a persistent dry cedar note and an animalic ambergris nuance. Its synergy with other amber ingredients such as methyl cedryl ketone (MCK) and Ambrofix enhances complexity and longevity in fragrance compositions. It is commonly employed in blends mimicking ambergris, patchouli, and leather accords, often in luxury perfumes. According to IFRA (Global) standards, cedrol methyl ether is recommended for fragrance use up to 2.0% concentration in concentrates. It is not authorized for flavoring purposes but may occasionally be used to emulate guaiacwood notes in aromatic applications. Its uses span fine fragrances, functional perfumery, and complex fantasy blends.

Physico-Chemical Properties Summary

Cedrol methyl ether exhibits a relatively high molecular weight of 236.4 g/mol and considerable lipophilicity with an estimated logP of 6.1, indicating its strong affinity for lipid phases in formulations. The compound is a clear liquid at room temperature with a boiling point ranging from 268 to 269 °C at atmospheric pressure, reflecting its moderate volatility suitable for prolonged scent diffusion. It has a specific gravity near 0.975 at 25 °C and a refractive index between 1.494 and 1.498 at 20 °C. Its vapor pressure is low (0.013 mmHg at 25 °C), consistent with its high substantivity on skin and substrate. The flash point is measured at 212 °F (approximately 100 °C), denoting moderate flammability precautions. Cedrol methyl ether is soluble in alcohol and slightly soluble in water (~1.4 mg/L). Stability data indicate compatibility with various product types including soaps, detergents, and shampoos when stored in cool, dry conditions away from heat and light.

FAQ

What is cedrol methyl ether and what are its key fragrance characteristics?
Cedrol methyl ether is a synthetic fragrance molecule classified as a sesquiterpene ether with a bicyclic octahydro-methanoazulene structure. It is prized for its medium-strength woody odor, combining dry cedarwood and ambergris-like amber notes with exceptional longevity, up to 124 hours at full concentration. This compound contributes warm, animalic, and slightly earthy nuances, making it valuable in depth-enhancing amber and woody perfume accords.
How is cedrol methyl ether used in perfumery and what standards regulate its application?
In perfumery, cedrol methyl ether is used as a fixative and woody amber note enhancer, often in luxury fragrances and complex blends. It works synergistically with ingredients like methyl cedryl ketone and Ambrofix to augment amber and patchouli facets. Usage recommendations established by IFRA (Global) permit its addition at concentrations up to 2.0% in fragrance concentrates. It is stable in various formulations, including soaps and detergents, when stored properly. The compound is not intended for flavor use and should be handled considering standard safety measures.
What safety information and regulatory references are associated with cedrol methyl ether?
Cedrol methyl ether is classified as an irritant (Xi) with hazard statements indicating possible irritation to the eyes, respiratory system, and skin, according to European safety information. Precautionary measures include avoiding exposure and using protective clothing. It has no established oral, dermal, or inhalation toxicity data reported under OSHA or GHS classifications. Registrations and detailed safety assessments are available via resources such as ECHA REACH (EU), FDA UNII, and the RIFM Fragrance Material Safety Assessment. Compliance with IFRA standards is advised to ensure safe cosmetic use.

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

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2909.20.0000
ChemSpider:View

General Material Information

Preferred name cedrol methyl ether
Trivial Name (3R,3aS,6S,7R,8aS)-Octahydro-6-methoxy-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene
Short Description cedramber (IFF)
Formula C16 H28 O
CAS Number 19870-74-7
ECHA Number 243-384-7
FDA UNII 4V8VL42TUG
Nikkaji Number J195.740F
MDL MFCD00216983
xLogP3-AA 4.40 (est)
NMR Predictor External link
Synonyms
  • cedramber (IFF)
  • cedryl methyl ether
  • methyl cedryl ether
  • (3R-(3alpha,3abeta, 6beta,7beta,8aalpha))- octahydro-6-methoxy-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene
  • (3R,3aS,6S,7R,8aS)- octahydro-6-methoxy-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene
  • 1H-3a,7-Methanoazulene, octahydro-6-methoxy-3,6,8,8-tetramethyl-, (3R,3aS,6S,7R,8aS)-
  • Cedrane, 8-methoxy-
  • 1H-3a,7-Methanoazulene, octahydro-6-methoxy-3,6,8,8-tetramethyl-, [3R-(3α,3aβ,6β,7β,8aα)]-
  • (3R,3aS,6S,7R,8aS)-Octahydro-6-methoxy-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 236.39836120605
Specific gravity @ 25 °C
Pounds per Gallon 8.08 to 8.146
Refractive Index 1.494 to 1.498 @ 20 °C
Boiling Point 268 to 269°C @ 760 mm Hg
Vapor Pressure 0.013 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 6.1
Shelf life 24 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
water, 1.436 mg/L @ 25 °C (est) Yes
Stability
acid cleaner Unspecified
alcoholic lotion Unspecified
antiperspirant Unspecified
bleach Unspecified
deo stick Unspecified
detergent Unspecified
fabric softener Unspecified
hard surface cleaner Unspecified
shampoo Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Woody
woody, dry, cedar, ambergris, earthy, vetiver
Odor strength medium
Substantivity 124 hour(s) at 100.00 %
Luebke, William tgsc, (1985) At 100.00 %. woody dry cedar ambergris earthy vetiver
General comment A dry, very diffusive, true ambergris note that also has rich woody cedarwood, dry aspects
Works exceptionally well alongside MCK (Vertofix, methyl cedryl ketone) and in synergy with stronger amber ingredients like Ambrofix or Fixateur 505. According to Arcadi Boix Camps it is “extraordinary and has a bright quality between amber and patchouli. This is one of my favourite aromatics and it can be used in luxury perfumery as well as to give vitality to the qualities of Vertofix, as in functional perfumery, where it confers an uncommon character and fixes marvellously well the floral-aldehydic notes of undecylenic and cyclamen aldehydes, Lilial, Lyral and others.” Woody, cedarwood, amber

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
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:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for cedrol methyl ether usage levels up to:
2.0000 % in the fragrance concentrate.
Recommendation for cedrol methyl ether flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):19870-74-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :88288
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
Chemidplus:0019870747