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tiglyl tiglate
Tiglyl tiglate is a fragrance ester known for its green, damp forest scent used primarily in perfuming agents.
General Material Description
Tiglyl tiglate is an ester compound with the IUPAC name (2E)-2-Methyl-2-buten-1-yl (2E)-2-methyl-2-butenoate and molecular formula C10H16O2. It appears as a liquid with characteristic green odor notes reminiscent of damp forest soil, fungus, mushroom, anise, flowery leaf buds when diluted at 10% in dipropylene glycol. This compound is referenced within controlled-vocabulary databases such as ChEBI. Tiglyl tiglate can be derived synthetically or identified as a constituent in certain natural flavor and fragrance mixtures, particularly due to its fresh and green odor features. It is used chiefly in fragrance applications rather than as a flavor additive.
Occurrence, Applicability & Potential Uses
Tiglyl tiglate is not widely reported as a natural extract but belongs to a class of esters contributing to green and fresh odor profiles in plant-derived volatiles. Its application domain is mainly in fragrance formulations as a perfuming agent to reproduce nuanced green notes evocative of forest environments. The compound’s utilization is regulated under IFRA (Global), which provides guidelines ensuring safe levels in perfumery. This ester is not approved for flavoring purposes. The physico-chemical traits make it suitable for blending in various cosmetic and personal care products without compromising stability or scent integrity.
Physico-Chemical Properties Summary
This compound has a molecular weight of approximately 168.24 g/mol and exhibits moderate lipophilicity with an estimated log P of about 3.0, indicating good solubility in alcohol-based solvents but limited water solubility (estimated at 65.16 mg/L at 25°C). It boils between 216 and 218°C at atmospheric pressure and has a low vapor pressure of 0.127 mmHg at 25°C, suggesting moderate volatility that favors fragrance retention. The flash point is around 191°F (about 88°C), implying moderate flammability under elevated temperature conditions. Such properties influence formulation decisions, particularly regarding solvent choice, volatility, and storage requirements in cosmetic applications.
FAQ
What is tiglyl tiglate and what are its key characteristics?
Tiglyl tiglate is an ester compound primarily used in perfumery due to its distinct green and natural odor reminiscent of forest soil and anise. Chemically, it is known as trans-2-methyl-2-butenyl trans-2-methyl-2-butenoate with the molecular formula C10H16O2. It appears as a liquid and contributes a fresh, flowery, and leafy aroma to fragrance formulations.
How is tiglyl tiglate used, and where does it occur naturally or synthetically?
Tiglyl tiglate is typically synthesized for use as a fragrance ingredient to impart green and forest-like notes in perfumes and personal care products. It is not commonly found as a major natural constituent but may be present in trace amounts in certain plant emissions. Its primary function is in perfuming agents rather than flavoring, where it is valued for enhancing fresh, natural aroma profiles.
What regulations and safety information apply to tiglyl tiglate in fragrance use?
The use of tiglyl tiglate in fragrances is governed by standards from IFRA (Global), which provide guidelines and restrictions to ensure consumer safety. Currently, there are no identified classification hazards under OSHA HCS (US) regulations, and no specific safety warnings or precautionary statements have been established. It is designated for fragrance use and not authorized for flavor applications. Safety assessments can be referenced from RIFM Fragrance Material Safety and related regulatory sources.
US / EU / FDA / JECFA / FEMA / Scholar / Patents
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Literature & References
| [(E)-2-methylbut-2-enyl] (E)-2-methylbut-2-enoate | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5281188 |
| Pubchem (sid): | 135234406 |
| Publications by US Patents | |
| 4,567,291 - 2-Methyl-2-buten-1-yl tiglate | |
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 |
| CHEBI: | View |
| KEGG (GenomeNet): | C08546 |
| HMDB (The Human Metabolome Database): | Search |
| ChemSpider: | View |
General Material Information
| Preferred name | tiglyl tiglate |
| Trivial Name | (2E)-2-Methyl-2-buten-1-yl (2E)-2-methyl-2-butenoate |
| Short Description | trans-2-methyl-2-butenyl trans-2-methyl-2-butenoate |
| Formula | C10 H16 O2 |
| CAS Number | 72845-40-0 |
| FDA UNII | Search |
| Nikkaji Number | J447.303E |
| xLogP3-AA | 2.80 (est) |
| NMR Predictor | External link |
| Synonyms |
|
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 168.2359161377 |
| Boiling Point | 216 to 218°C @ 760 mm Hg |
| Vapor Pressure | 0.127 mmHg @ 25 °C |
| Flash Point TCC Value | 88.4 °C TCC |
| logP (o/w) | 3.003 est |
| Solubility | |
| alcohol | Yes |
| water, 65.16 mg/L @ 25 °C (est) | Yes |
| water | No |
Organoleptic Properties
| Odor Type: Green | |
| forest, humus, fungal, mushroom, anise, floral, leafy | |
| General comment | At 10.00 % in dipropylene glycol. damp forest soil fungus mushroom anise flowery leaf buds |
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 tiglyl tiglate 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):72845-40-0 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5281188 |
| National Institute of Allergy and Infectious Diseases:Data |
| [(E)-2-methylbut-2-enyl] (E)-2-methylbut-2-enoate |
| Chemidplus:0072845400 |