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patchwood
Patchwood is a tropical-scented fragrance compound known for its woody and earthy nuances, used primarily in perfumery and fragrance agents.
General Material Description
Patchwood, chemically known as hexahydro-5,5-dimethyl-2H-2,4a-methanonaphthalen-1(5H)-one, is a ketone-type fragrance compound with the molecular formula C13H20O. This odorant exhibits a medium-strength tropical scent combined with woody and earthy undertones, adding complexity to perfumery compositions. It is characterized by a clear, colorless to pale yellow appearance and is classified under fragrance agents. Recognized synonyms include 5,5-dimethyl hexahydro-2H,2,4a-methanonaphthalene-1(5H)-one, among others. Patchwood is derived mainly through synthetic organic routes, designed to mimic natural sources for use in aroma formulations. For further chemical details, see the PubChem entry.
Occurrence, Applicability & Potential Uses
Patchwood occurs primarily as a synthetic fragrance ingredient utilized in various perfume and scent formulations. Its medium-strength tropical odor with woody and earthy notes makes it suitable for enhancing autumnal or fresh aromatic profiles. The substance's substantivity, measured at approximately 85 hours at full concentration, supports its lasting effect in products. Usage levels are regulated by IFRA (Global), which permits incorporation up to 5% in fragrance concentrates. Due to its odor and stability profile, patchwood finds application exclusively in fragrance agents rather than flavoring, supporting versatile olfactory experiences in consumer products.
Physico-Chemical Properties Summary
Patchwood is a moderately lipophilic ketone with an estimated molecular weight of 192.3 g/mol and a predicted partition coefficient (XLogP3) of 3.30, indicative of significant affinity for organic solvents. It exhibits limited aqueous solubility, estimated at 36.72 mg/L at 25 °C, which influences formulation choices favoring lipophilic carriers or solvents like dipropylene glycol. The compound remains stable under standard ambient conditions, displaying an odor profile best appreciated at concentrations of 10% or lower. These physical and chemical attributes inform its effective integration into fragrance systems, ensuring persistence and compatibility with other aromatic ingredients.
FAQ
What is patchwood and what are its key characteristics?
Patchwood is a synthetic fragrance compound known chemically as hexahydro-5,5-dimethyl-2H-2,4a-methanonaphthalen-1(5H)-one. It features a medium-strength tropical odor combining fresh, woody, earthy, and ozone nuances. This ketone is used exclusively as a fragrance agent and is characterized by its prolonged substantivity, preserving scent longevity in perfumery applications.
How is patchwood used and regulated in fragrance formulations?
Patchwood is employed in perfume and aroma products as a fragrance ingredient to impart tropical and woody notes. Its odor strength suggests usage at concentrations at or below 10%, with IFRA (Global) guidelines recommending a maximum of 5% in fragrance concentrates for safety and regulatory compliance. It is not intended for flavor use, reflecting its specific applicability and regulatory categorization.
Where can patchwood be sourced and what safety considerations apply?
Patchwood is manufactured synthetically and is available to fragrance producers from specialty chemical suppliers. Safety data classify it as harmful if swallowed, and precautions such as avoiding skin and eye contact and wearing protective gloves are advised based on European regulatory information. No specific GHS hazard classifications are reported, but established guidelines from IFRA and recognized safety assessments inform its safe handling and use.
US / EU / FDA / JECFA / FEMA / Scholar / Patents
| Google Scholar | Start search |
| Google Books | Start search |
| Google Patents | Start search |
| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
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 |
General Material Information
| Preferred name | patchwood |
| Trivial Name | Hexahydro-5,5-dimethyl-2H-2,4a-methanonaphthalen-1(5H)-one |
| Short Description | 2H-2,4a-methanonaphthalen-1(5H)-one, hexahydro-5,5-dimethyl- |
| Formula | C13 H20 O |
| CAS Number | 77923-74-1 |
| FDA UNII | Search |
| xLogP3-AA | 3.30 (est) |
| NMR Predictor | External link |
| Synonyms |
|
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 192.30160522461 |
| Solubility | |
| water, 36.72 mg/L @ 25 °C (est) | Yes |
Organoleptic Properties
| Odor Type: Tropical | |
| tropical, autumn, fresh, ozone, orris, woody, earthy | |
| Odor strength | medium , recommend smelling in a 10.00 % solution or less |
| Substantivity | 85 hour(s) at 100.00 % |
| Luebke, William tgsc, (2010) | At 10.00 % in dipropylene glycol. tropical autumn fresh ozone orris woody earthy |
Safety Information
Safety information
| European information : | |
| Most important hazard(s): | |
| Xn - Harmful. | |
| R 22 - Harmful if swallowed. 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: | |
| 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 patchwood usage levels up to: | |||
| 5.0000 % in the fragrance concentrate. | |||
| Recommendation for patchwood 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):77923-74-1 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| National Institute of Allergy and Infectious Diseases:Data |
| 2,2-dimethyl-octahydro-1H-2,4a-methanonapthalene-8-one |
| Chemidplus:0077923741 |