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rhubafuran
Rhubafuran is a furan derivative with a tangy rhubarb and green citrus odor, primarily used as a fragrance agent in perfumery and air fresheners.
General Material Description
Rhubafuran, known systematically as 2,4-dimethyl-4-phenyltetrahydrofuran, is an organic compound classified under substituted tetrahydrofuran derivatives. Its molecular formula is C12H16O, and it is composed of a tetrahydrofuran ring bearing methyl and phenyl substituents. This compound has a distinctive sensory profile characterized by intense tangy rhubarb, green eucalyptus, and citrus notes, making it valuable in perfumery and fragrance formulations. Also referenced under multiple synonyms, including 2,4-dimethyl-4-phenyloxolane, rhuboxide, and tetrahydro-2,4-dimethyl-4-phenylfuran, it is documented in chemical databases such as PubChem. Rhubafuran is typically sourced or synthesized for use as a fragrance agent, appreciated for its unique aromatic characteristics that contribute fresh, herbal nuances to olfactory compositions.
Occurrence, Applicability & Potential Uses
Rhubafuran is not commonly found in natural biological systems but is synthetically produced for use primarily as a fragrance component. In the fragrance industry, it finds application as a key ingredient in perfuming agents and air fresheners owing to its medium-strength citrus, green, and rhubarb-like odor. Its distinctive green eucalyptus undertone is particularly suited to citrus accords and fresh scent compositions. The compound’s use is governed by fragrance safety standards such as the IFRA Code of Practice (Global), which recommends maximum usage levels up to 2.0% in fragrance concentrates. Rhubafuran’s unique odor profile supports its role in enhancing complexity and freshness in a variety of cosmetic and household fragrance products.
Physico-Chemical Properties Summary
Rhubafuran exhibits physical and chemical properties that influence its formulation potential and handling. It has a molecular weight of approximately 176.26 g/mol and presents a boiling point range near 248 to 249°C at standard atmospheric pressure (760 mm Hg). The specific gravity at 20°C ranges between 0.985 and 0.991, and its refractive index varies from 1.514 to 1.52 at the same temperature, indicating its density and optical properties relevant for formulation consistency. The estimated logP value of 2.77 suggests moderate lipophilicity, implying solubility in organic solvents such as alcohol, while its water solubility remains very low. Vapor pressure measured at 25°C is about 0.038 mmHg, classifying it as a low volatility compound. The flash point is approximately 93°C (200°F), important for safe handling considerations during manufacturing and storage.
FAQ
What is rhubafuran and what are its key characteristics?
Rhubafuran is an organic compound belonging to the class of substituted tetrahydrofurans. It has a molecular formula C12H16O and is recognized for its distinctive tangy rhubarb and citrus odor with green herbal and eucalyptus undertones. It is mainly used as a fragrance ingredient in perfumery and air freshening products due to this unique sensory profile. Synonyms include 2,4-dimethyl-4-phenyltetrahydrofuran and rhuboxide.
How and where is rhubafuran used commercially?
Rhubafuran is synthetically produced for use as a fragrance agent primarily in cosmetic formulations and household products such as air fresheners. Its medium-intensity citrus and green rhubarb aroma make it suitable for enhancing freshness in perfuming compositions. The compound is valued particularly in citrus accords and blends requiring herbal and woody notes. Its formulation properties support solubility in organic solvents, enabling versatile incorporation into fragrance concentrates.
What regulations and safety standards apply to rhubafuran in fragrance use?
Rhubafuran is subject to safety assessments within the fragrance industry, with usage governed by standards such as the IFRA Code of Practice (Global), which currently recommends maximum levels up to 2.0% in fragrance concentrates. There are no assigned GHS hazard classifications according to OSHA standards, and limited toxicological data are available. The compound is not intended for flavor use. Safety evaluations focus on ensuring appropriate handling and exposure controls in its applications as a perfuming agent.
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 |
Literature & References
| Leffingwell: | Chirality or Article |
| 2,4-dimethyl-4-phenyloxolane | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 82461-14-1 |
| Pubchem (cid): | 113514 |
| Pubchem (sid): | 135247985 |
| Publications by US Patents | |
| 4,549,029 - Substituted tetrahydrofurans | |
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): | HMDB36021 |
| FooDB: | FDB014839 |
| Export Tariff Code: | 2932.19.0000 |
| ChemSpider: | View |
| EFSA Update of results on the monitoring of furan levels in food: | Read Report |
| EFSA Previous report: Results on the monitoring of furan levels in food: | Read Report |
| EFSA Report of the CONTAM Panel on provisional findings on furan in food: | Read Report |
General Material Information
| Preferred name | rhubafuran |
| Trivial Name | 2,4-Dimethyl-4-phenyltetrahydrofuran |
| Short Description | furan, tetrahydro-2,4-dimethyl-4-phenyl- |
| Formula | C12 H16 O |
| CAS Number | 82461-14-1 |
| ECHA Number | 279-967-8 |
| FDA UNII | 85JUZ61OL5 |
| Nikkaji Number | J320.399I |
| xLogP3-AA | 2.90 (est) |
| NMR Predictor | External link |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 176.25871276855 |
| Specific gravity | @ 20 °C |
| Pounds per Gallon | 8.206 to 8.256 |
| Refractive Index | 1.514 to 1.52 @ 20 °C |
| Boiling Point | 248 to 249°C @ 760 mm Hg |
| Vapor Pressure | 0.038 mmHg @ 25 °C |
| Flash Point TCC Value | 93.33 °C TCC |
| logP (o/w) | 2.773 est |
| Solubility | |
| alcohol | Yes |
| water, 65.97 mg/L @ 25 °C (est) | Yes |
| water | No |
Organoleptic Properties
| Odor Type: Citrus | |
| green, rhubarb, grapefruit, citrus, herbal, eucalyptus, woody | |
| Odor strength | medium , recommend smelling in a 10.00 % solution or less |
| Substantivity | 24 hour(s) at 100.00 % |
| General comment | At 10.00 % in dipropylene glycol. green rhubarb grapefruit citrus herbal eucalyptus woody |
| Rhubafuran has an intense tangy rhubarb character, with a green eucalyptus heart very suitable in citrus accords. It is especially good for air fresheners. | Rhubarb, Green, Fresh, Citrus |
Potential Uses
| Applications | |
| Odor purposes | Citrus , Grapefruit , Green , Herbal , Rhubarb |
| Cosmetic purposes | Perfuming agents |
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: | |||
| 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 rhubafuran usage levels up to: | |||
| 2.0000 % in the fragrance concentrate. | |||
| Recommendation for rhubafuran flavor usage levels up to: | |||
| not for flavor use. | |||
Safety references
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :113514 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 2,4-dimethyl-4-phenyloxolane |
| Chemidplus:0082461141 |