Safranal
1,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl- · FEMA 3389 · 2,6,6-trimethylcyclohexa-1,3-diene-1-carbaldehyde · 2,6,6-Trimethyl-1,3-cyclohexadiene-1-carboxaldehyde · 2,3-DIHYDRO-2,2,6-TRIMETHYLBENZALDEHYDE · 2,6,6-Trimethyl-1,3-cyclohexadienal · 2,3-Dihydro-2,2,6-trimethylbenzalhyde · SAFRANAL
Identifikatoren & physikalische Daten
| CAS No. | 116-26-7 |
|---|---|
| Summenformel | C10H14O |
| Durchschnittliche Molmasse | 150,22 g/mol |
| Monoisotopische Masse | 150,10446507 g/mol |
| SMILES | CC1=C(C=O)C(C)(C)CC=C1 |
| InChIKey | SGAWOGXMMPSZPB-UHFFFAOYSA-N |
| PubChem CID | 61041 |
| ChEMBL | CHEMBL3183495 |
| ChEBI | CHEBI:53169 |
| EC No. | 204-133-7 |
| DTXSID | DTXSID7049398 |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 231 |
| Duftstoffe | Fragrance substance (2,6,6-Trimethylcyclohex-1,3-dienyl methanal) -> IFRA amendment 49Fragrance Ingredient (2,6,6-Trimethylcyclohexa-1,3-dienyl methanal) -> IFRA transparency List |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.968-0.980 (20 °C)0.966 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | Insoluble in watersoluble in oilsMiscible at room temperature (in ethanol)Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)514.9mg/L at 20℃ |
| Siedepunkt | 70.00 °C. @ 1.00 mm Hg70 °C (1 mm Hg)70 °C1 mm Hg(lit.) |
| Schmelzpunkt | < 25 °C<25 °C |
| Brechungsindex | 1.525-1.533n20/D 1.523(lit.) |
| Physical Description | SolidPale yellowish oily liquidpowerful, sweet green-floral and somewh/ tobacco-herbaceous odour. |
| Dampfdruck | 10.3Pa at 20℃ |
| FEMA | 3389 | 2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL METHANAL |
| Flammpunkt | 186 °F |
| Lagerbedingungen | Inert atmosphere,Store in freezer, under -20°C |
| Aggregatzustand | Oil |
| Farbe | Yellow to Dark Yellow |
| Geruch | at 1.00 % in dipropylene glycol. fresh herbal phenolic metallic rosemary tobacco spicy |
| Geruchsart | herbal |
| Biologische Quelle | synthetic |
| Merck | 13,8394 |
| JECFA Number | 977 |
| BRN | 1932918 |
| Stabilität | Light Sensitive |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3 |
| InChIKey | SGAWOGXMMPSZPB-UHFFFAOYSA-N |
| SMILES | CC1=C(C=O)C(C)(C)CC=C1 |
| LogP (Verteilungskoeffizient) | 2.7 at 20℃ |
| EPA chemische Informationen | 1,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl- (116-26-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (80.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1700 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 01-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/173021,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 1,3-Cyclohexadiene-1-carboxaldehyde, 2,6,6-trimethyl-: Environment tier I assessment |
| Hazard Classes and Categories | Acute Tox. 4 (80.4%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Chronic 2Eye Irrit. 2Skin Irrit. 2Skin Sens. 1A |
Anwendungen & Verwendung
Occurrence
Occurring naturally as a glucoside (picrocrocin) in saffron. Also reported found in grapefruit juice, saffron, black tea, green tea, microbial fermented tea, Bourbon vanilla, lemon balm, grapefruit juice, maté and sweet grass oil.
Verwenden
Safranal, is isolated from Saffron, and is primarily responsible for the aroma of saffron. It has also been shown to have anticonvulsant properties, acting as agonist at GABAA receptors. It is also possessing anticancer and antidepressant properties.
Herstellung & Synthese
synthetische
By acid hydrolysis of picrocrocin, the bitter principle in saffron; by catalytic dehydrogenation of β-cyclocitral or α-cyclogeranic acid with selenium dioxide.