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oakmoss phenol

Oakmoss phenol is a fragrance compound with a characteristic medium-strength mossy odor used mainly in perfuming agents.
Chemical Structure

General Material Description

Oakmoss phenol, also known by its preferred chemical name 3-Methoxy-5-methylphenol, is an aromatic organic compound recognized for its distinctive mossy odor. This phenolic derivative is a crystalline solid with a molecular formula of C8H10O2 and a molecular weight of approximately 138.17 g/mol. It carries multiple synonyms in the fragrance industry including orcinyl 3, orcinyl (Givaudan), and orcinol monomethyl ether. The compound is often used as a fragrance material due to its characteristic odor profile that features mossy, woody, and subtle fruity notes. Oakmoss phenol is primarily derived from synthetic processes and is used to enhance the character of oakmoss absolute in perfumery. It serves as a key ingredient in woody, amber, and oriental fragrance accords and is linked to its PubChem record for detailed structural and chemical information. This compound is important due to its fragrance properties and its regulated status in cosmetic applications.

Occurrence, Applicability & Potential Uses

Oakmoss phenol occurs mainly as a synthetic analog of natural phenolic components found in oakmoss extracts, which are harvested from the lichen Evernia prunastri. In perfumery, it is valued for reinforcing the typical oakmoss odor and is widely used in the formulation of chypre, leather, woody, and tobacco fragrance accords. According to IFRA (Global) standards, oakmoss phenol is approved for use in fragrance concentrates but should be limited to concentrations up to 1.0% to ensure consumer safety and regulatory compliance. Due to its notable mossy and amber odor qualities, it also features in new mown hay and oriental-themed fragrances. Its substantivity is high, with an odor retention exceeding 400 hours at 20% concentration. Oakmoss phenol is primarily applied as a perfuming agent and is not intended for flavoring use.

Physico-Chemical Properties Summary

Oakmoss phenol presents as a material with moderate volatility and solubility characteristics relevant to fragrance formulation. It exhibits a boiling point near 254 to 255°C at standard atmospheric pressure and a low vapor pressure of approximately 0.01 mmHg at 25°C, indicating limited volatility at ambient conditions that contributes to prolonged odor substantivity. The compound’s estimated octanol-water partition coefficient (logP) is around 2.385, suggesting moderate lipophilicity conducive to blending with other fragrance ingredients. Oakmoss phenol is soluble in alcohol and water at an estimated 4810 mg/L at 25°C, although reported water solubility is inconsistent and may be limited. The flash point is approximately 275°F (135°C), indicating reasonable thermal stability in formulation processes. These physical and chemical properties influence its persistence, blending behavior, and safety considerations in cosmetic use.

FAQ

What is oakmoss phenol and what are its primary characteristics?
Oakmoss phenol is an aromatic compound chemically identified as 3-Methoxy-5-methylphenol. It is known for its medium-strength mossy odor with additional woody and fruity nuances, making it valuable in perfume compositions. The compound appears as a crystalline solid with a molecular weight of about 138.17 g/mol and several synonyms including orcinyl 3 and orcinyl (Givaudan). It serves as a synthetic analog to natural oakmoss constituents and enhances fragrances where a mossy profile is desired.
How is oakmoss phenol used and where does it commonly occur?
Oakmoss phenol is largely used in the fragrance industry as a perfuming agent to impart mossy, woody, and amber nuances. It occurs as a synthetic derivative of compounds found in oakmoss lichens and is employed to reinforce oakmoss notes in complex fragrance accords such as chypre, leather, and oriental blends. Its composition allows blending with other ingredients like Evernyl for desirable olfactive effects. The compound is valued for its long-lasting odor substantivity and versatility in topnote formulations.
What safety regulations and sourcing considerations apply to oakmoss phenol?
Oakmoss phenol is managed under the IFRA (Global) Code of Practice, which permits its use in fragrance concentrates up to 1.0% concentration to mitigate potential sensitization risks. It is not recommended for flavor applications. Safety data classify it as harmful if swallowed and irritating to skin and eyes, necessitating appropriate handling precautions such as gloves and eye protection. Regulatory references include its ECHA (EU) registration and SDS documentation. Users must consult these sources for compliance and safe handling guidance.
What is oakmoss phenol and how is it used?
Oakmoss phenol, chemically known as 3-Methoxy-5-methylphenol, is a fragrance compound characterized by a medium-strength mossy and woody aroma. Its primary use is as a perfuming agent that reinforces oakmoss notes in complex fragrance blends. It appears as a liquid with phenolic and sweet nuances and is employed to enhance amber, tobacco, and chypre accords in perfumery formulations.
Where does oakmoss phenol occur naturally, and what are common ways it is applied in fragrances?
Oakmoss phenol occurs naturally in oakmoss lichens, which are harvested for their aromatic components. It is often synthesized to complement or substitute natural extracts in fragrances. The compound is used mainly in the topnote and heart of perfumes to impart mossy, woody, and hay-like scents. It blends well with other fragrance ingredients like Evernyl and is integral to chypre, leather, and oriental fragrance families.
Is oakmoss phenol regulated and what safety guidelines apply to its use?
Use of oakmoss phenol is regulated by the IFRA (International Fragrance Association) globally, which recommends limiting the concentration to 1.0% in fragrance concentrates. It is not approved for flavor use. Safety information notes that the compound is harmful if swallowed and may irritate skin or eyes, necessitating appropriate handling precautions. Detailed safety data and best practices can be found in reputable safety data sheets and regulatory documents.

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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
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2909.49.1500
ChemSpider:View

General Material Information

Preferred name oakmoss phenol
Trivial Name 3-Methoxy-5-methylphenol
Short Description orcinyl (Givaudan)
Formula C8 H10 O2
CAS Number 3209-13-0
ECHA Number 221-716-1
FDA UNII UYA9W3L847
Nikkaji Number J208.735I
MDL MFCD00059261
xLogP3-AA 1.90 (est)
NMR Predictor External link
Synonyms
  • 3-hydroxy-5-methoxytoluene
  • 5-methoxy-3-methylphenol
  • 3-methoxy-5-methyl phenol
  • 3-methoxy-5-methylphenol
  • 5-methoxy-m-cresol
  • 5-methoxy-meta-cresol
  • oak moss phenol
  • orcinol monomethyl ether
  • orcinyl (Givaudan)
  • orcinyl 3 (Givaudan)
  • orcinyl-3 (Givaudan)
  • phenol, 3-methoxy-5-methyl-
  • m-Cresol, 5-methoxy-
  • 3-Methoxy-5-methylphenol
  • 3-Hydroxy-5-methoxytoluene
  • Orsin monomethyl ether
  • 3-Methyl-5-methoxyphenol
  • O-Methylorcinol
  • orcinyle
  • Orcinyl-3

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 138.16610717773
Boiling Point 254 to 255°C @ 760 mm Hg
Vapor Pressure 0.01 mmHg @ 25 °C
Flash Point TCC Value 135 °C TCC
logP (o/w) 2.385 est
Solubility
alcohol Yes
water, 4810 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Mossy
oakmoss, fruity, marine, woody, hay
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 400 hour(s) at 20.00 %
Luebke, William tgsc, (1985) At 10.00 % in dipropylene glycol. oakmoss fruity iodine woody hay
Due to its typical oakmoss note, Orcinyl 3 reinforces the character of this absolute in all compounds. It can be substituted for oakmoss when used together with Evernyl. It blends very well with chypre, leather,woody and tobacco accords. Oakmoss, Sweet, Phenolic

Potential Uses

Applications
Odor purposes Amber , Hay new mown hay , Moss , Ocean sea , Oriental , Woody
Other purposes Topnotes
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
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:
oral-rat LD50 1500 mg/kg
Due to its typical oakmoss note, Orcinyl 3 reinforces the character of this absolute in all compounds. It can be substituted for oakmoss when used together with Evernyl. It blends very well with chypre, leather,woody and tobacco accords.

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 oakmoss phenol usage levels up to:
1.0000 % in the fragrance concentrate.
Recommendation for oakmoss phenol 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):3209-13-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :76674
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
3-methoxy-5-methylphenol
Chemidplus:0003209130