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woody cyclohexanone

Woody cyclohexanone is a synthetic fragrance ingredient with a warm, woody, amber-like scent used primarily in perfumery.
Chemical Structure

General Material Description

Woody cyclohexanone, also known by its trivial name 4-(1-ethoxyethenyl)-3,3,5,5-tetramethylcyclohexanone, is a synthetic fragrance molecule with the molecular formula C14H24O2. It appears as a liquid and is recognized for its distinctive woody odor that includes amber and tobacco undertones. The compound is commonly called kephalis, among other synonyms, and is widely used in perfumery as a heart or base note ingredient. It is listed in chemical registries such as PubChem (CID 118292). Sourced mainly by industrial synthesis, woody cyclohexanone is valued for its versatility in creating rich, warm fragrance profiles.

Occurrence, Applicability & Potential Uses

Woody cyclohexanone is not naturally occurring but is synthesized for use as a fragrance agent. It serves as a key ingredient in perfuming agents where it imparts medium-strength, warm woody, amber, herbal, and tobacco notes. The odorant blends well with floral components such as jasmine, rose, and violet, as well as woody-aldehydic and masculine accords. It is known for its high substantivity, lasting up to 96 hours at 100% concentration. This compound is included under the fragrance material safety guidelines established by IFRA (Global), which supports its controlled use in cosmetic formulations.

Physico-Chemical Properties Summary

With a molecular weight of approximately 224.34 g/mol, woody cyclohexanone has a moderate estimated octanol-water partition coefficient (log P) of 4.05, indicating significant lipophilicity. Its vapor pressure at 25 °C is low, measured at 0.003 mmHg, reflecting low volatility. The compound has good solubility in alcohol and moderate solubility in water, at about 261 mg/L at 20 °C. Its flashpoint is around 122 °C (261 °F) by Tag Closed Cup method, suggesting relative stability under typical handling conditions. Woody cyclohexanone exhibits good stability in alcoholic solutions and soaps but shows moderate to poor stability in alkaline or bleach-containing environments. Such properties influence its formulation versatility, particularly in diffusion-based and perfuming products.

FAQ

What is woody cyclohexanone and what are its main characteristics?
Woody cyclohexanone, also known as 4-(1-ethoxyethenyl)-3,3,5,5-tetramethylcyclohexanone or kephalis, is a synthetic fragrance molecule. It is distinguished by a medium-strength woody odor with warm amber and tobacco notes. The compound is primarily employed as a heart or base note in perfumery, valued for its rich, long-lasting scent profile that can persist for up to 96 hours. It is commonly used in various fragrance compositions for its ability to blend harmoniously with floral and woody accords.
How is woody cyclohexanone used in fragrance formulations, and what types of scents does it complement?
In fragrance formulations, woody cyclohexanone functions as a versatile agent, providing a sustained woody and ambery character. It is effectively combined with floral notes such as jasmine, rose, violet, and lavender, as well as with amber, aldehydic, tobacco, and masculine accords. The compound's medium volatility and high substantivity make it suitable for creating complex aromatic layers in perfumes, colognes, and other scented products. Usage levels up to 8% in fragrance concentrates are recommended by IFRA (Global) standards.
What safety standards and regulations apply to woody cyclohexanone, and where is it sourced from?
Woody cyclohexanone is regulated under IFRA (Global) guidelines, which recommend usage limits to ensure consumer safety, generally up to 8% in fragrance concentrates. The compound is classified in Europe as an irritant to skin and eyes and carries associated hazard statements advising caution during handling. It is synthesized industrially and not derived from natural sources. Safety evaluations show no significant sensitization or toxicity at common use concentrations, with regulatory dossiers available through agencies such as the European Chemicals Agency (ECHA) and the Research Institute for Fragrance Materials (RIFM).

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

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Other Information

General Material Information

Preferred name woody cyclohexanone
Trivial Name 4-(1-Ethoxyethenyl)-3,3,5,5-tetramethylcyclohexanone
Short Description kephalis (Givaudan)
Formula C14 H24 O2
CAS Number 36306-87-3
ECHA Number 252-961-2
FDA UNII A27U1GP15P
Nikkaji Number J209.339A
Beilstein Number 2258311
xLogP3-AA 3.10 (est)
NMR Predictor External link
Synonyms
  • cyclohexanone, 4-(1-ethoxyethenyl)-3,3,5,5-tetramethyl-
  • 4-(1-ethoxyethenyl)-3,3,5,5-tetramethylcyclohexan-1-one
  • 4-(1-ethoxyethenyl)-3,3,5,5-tetramethylcyclohexanone
  • 4-(1-ethoxyvinyl)-3,3,5,5-tetramethyl cyclohexanone
  • 4-(1-ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone
  • 3,3,5,5-etramethyl-4-ethoxyvinylcyclohexanone
  • kephalan
  • kephalis (Givaudan)
  • kephalor
  • tetrambrone (A.C.S. International)
  • 3,3,5,5-tetramethyl-4-(1-ethoxyvinyl) cyclohexanone
  • 3,3,5,5-tetramethyl-4-(1-ethoxyvinyl)-1-cyclohexanone
  • 3,3,5,5-tetramethyl-4-(1-ethoxyvinyl)cyclohexanone
  • 3,3,5,5-tetramethyl-4-ethoxyvinyl cyclohexanone
  • 3,3,5,5-tetramethyl-4-ethoxyvinylcyclohexanone
  • 4-(1-ethoxyethenyl)-3,3,5,5-tetramethylcyclohexan-1-one
  • 4-(1-Ethoxyethenyl)-3,3,5,5-tetramethylcyclohexanone
  • Kephalis
  • LRG 1182
  • 4-(1-Ethoxyvinyl)-3,3,5,5-tetramethylcyclohexanone
  • 4-(1-Ethoxyvinyl)-3,3,5,5-tetramethylcyclohexan-1-one

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 224.34367370605
Vapor Pressure 0.003 mmHg @ 25 °C
Flash Point TCC Value 127.22 °C TCC
logP (o/w) 4.05 est
Solubility
alcohol Yes
water, 261 mg/L @ 20 °C (exp) Yes
Stability
alcoholic - good Unspecified
antiperspirant spray - poor Unspecified
APC (pH = 10) - moderate Unspecified
candles - good Unspecified
damp fabric - moderate Unspecified
dry fabric - moderate Unspecified
liquid bleach - poor Unspecified
pH = 2 - moderate Unspecified
powder detergent - moderate Unspecified
powder detergent + activator - moderate Unspecified
soap - good Unspecified
toiletries - good Unspecified

Organoleptic Properties

Odor Type: Woody
woody, woody old wood, amber, tobacco, herbal
Odor strength medium
Substantivity 96 hour(s) at 100.00 %
Luebke, William tgsc, (1987) At 100.00 %. woody old wood amber tobacco hot herbal
Kephalis is a very versatile and rich product, used as a long lasting heart/basic note. It blends well with floral notes (jasmine, rose, violet, lavender, etc.) as well as sophisticated amber, woody-aldehydic, tobacco and masculine creations. Rich, Warm, Woody, Ambery, Tobacco
Blends-well-with - +iso-E-Super Woody herbal character somewhat reminiscent of honey
The Scent and Chemistry authors point out that Kephalis, just like Cashmeran, is often a key component of synthetic reconstructions of agarwood. Rich, Warm, Woody, Ambery, Tobacco

Potential Uses

Applications
Odor purposes Aldehydic , Amber , Angel essence , Animal , Balsam , Cedar , Clean linen , Herbal , Incense , Jasmin , Lavender , Leather , Moss , Musk , Oriental , Patchouli , Rain , Rose , Sandalwood , Tobacco , Vetiver , Violet , Woody
Other purposes Diffusion
Cosmetic purposes Perfuming agents

Safety Information

Safety information

European information :
Most important hazard(s):
Xi - Irritant
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 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.
Human Experience:
10 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 20, Pg. 835, 1982.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 20, Pg. 835, 1982.

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 woody cyclohexanone usage levels up to:
8.0000 % in the fragrance concentrate.
Recommendation for woody cyclohexanone 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):36306-87-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :118292
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
4-(1-ethoxyethenyl)-3,3,5,5-tetramethylcyclohexan-1-one
Chemidplus:0036306873