6-Methylhepta-3,5-dien-2-on
6-Methyl-3,5-heptadiene-2-one · 6-methylhepta-3,5-dien-2-one · METHYL HEPTADIENONE · 3,5-Heptadien-2-one, 6-methyl- · FEMA 3363 · 6-methyl-5-heptadien-2-one · 5-Heptadien-2-one,6-methyl-3 · (E)-6-Methylhepta-3,5-dien-2-one
Identifikatoren & physikalische Daten
| CAS No. | 1604-28-0 |
|---|---|
| Summenformel | C8H12O |
| Durchschnittliche Molmasse | 124,18 g/mol |
| Monoisotopische Masse | 124,088815 g/mol |
| SMILES | CC(=O)C=CC=C(C)C |
| InChIKey | KSKXSFZGARKWOW-UHFFFAOYSA-N |
| PubChem CID | 27971 |
| EC No. | 216-507-7 |
| DTXSID | DTXSID7051761 |
| Lokaler Name | 6-Methylhepta-3,5-dien-2-on |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 148 |
| Dichte | 0.895-0.8990,89 g/cm3 |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | almost insoluble in watersoluble in oilsMiscible at room temperature (in ethanol)Miscible with alcohol. Immiscible with water. |
| Siedepunkt | 190 °C95-96°C 20mm |
| Brechungsindex | 1.528-1.5371.5340 |
| Physical Description | Colourless to pale yellow oily liquidcinnamon-like odour with a coconut undertone |
| FEMA | 3363 | 6-METHYL-3,5-HEPTADIEN-2-ONE |
| Flammpunkt | 95-96°C/20mm |
| Lagerbedingungen | Storage temp. 2-8°C |
| Aggregatzustand | liquid |
| Geruch | at 1.00 % in dipropylene glycol. cinnamon coconut spice woody sweet weedy |
| Geruchsart | spicy |
| JECFA Number | 1134 |
| BRN | 1699937 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C8H12O/c1-7(2)5-4-6-8(3)9/h4-6H,1-3H3/b6-4+ |
| InChIKey | KSKXSFZGARKWOW-GQCTYLIASA-N |
| SMILES | C\C(C)=C\C=C\C(C)=O |
| LogP (Verteilungskoeffizient) | 1.68 |
| EPA chemische Informationen | 3,5-Heptadien-2-one, 6-methyl- (1604-28-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1609 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012) |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | WGK 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 1224 |
| Zollcode | 29141900 |
| R-Sätze (R) | 10-36/38-36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36-36/37-37 |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
6-Methyl-3,5-heptadien-2-one has a cinnamon-like odor with a coconut undertone. May be prepared by reacting 2-methylbuten- 2-al with acetone in the presence of sodium ethylate or sodium hydroxide; by pyrolysis of tertiary actylenic carbinyl acetoacetates in the presence of an acid catalyst.
Occurrence
Reported as occurring in the oil of lavandin, grapes, tomato and tomato paste, green tea, filberts, cooked rice and rice bran, licorice, corn oil and lemon balm
Verwenden
6-Methyl-3,5-heptadien-2-one is used in the preparation of (RS)-(E)-2,6-dimethyl-1,2-epoxy-3,5-heptadiene.
Herstellung & Synthese
synthetische
By reacting 2-methylbuten-2-al with acetone in the presence of sodium ethylate or sodium hydroxide; by pyrolysis of tertiary acetylenic carbinyl acetoacetates in the presence of an acid catalyst.