Hex-2-en-1-ol
TRANS-2-HEXENOL · 2-hexen-1-ol · FEMA 2562 · 2-HEXENOL · T2 HEXENOL · hex-2-en-1-ol · HEXEN-1-OL,TRANS-2- · HEX-2(TRANS)-EN-1-OL
Identifikatoren & physikalische Daten
| CAS No. | 2305-21-7 |
|---|---|
| Summenformel | C6H12O |
| Durchschnittliche Molmasse | 100,16 g/mol |
| Monoisotopische Masse | 100,088815 g/mol |
| SMILES | CCCC=CCO |
| InChIKey | ZCHHRLHTBGRGOT-UHFFFAOYSA-N |
| PubChem CID | 13577 |
| DTXSID | DTXSID3051882 |
| Lokaler Name | Hex-2-en-1-ol |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 48,1 |
| SpringerMaterials Properties | Density |
| Schmelzpunkt | -46.6°C (estimate) |
| Siedepunkt | 158-160 °C(lit.) |
| Dichte | 0.849 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.438(lit.) |
| FEMA | 2562 | 2-HEXEN-1-OL |
| Flammpunkt | 130 °F |
| pKa (Säurekonstante) | 14.70±0.10(Predicted) |
| Geruch | at 0.10 % in dipropylene glycol. fruity green leafy |
| Geruchsart | fruity |
| JECFA Number | 1354 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| LogP (Verteilungskoeffizient) | 1.76 |
| EPA chemische Informationen | 2-Hexen-1-ol (2305-21-7) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1987 3/PG 3 |
| RTECS-Nr. | MP8390000 |
| R-Sätze (R) | 10-36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
Anwendungen & Verwendung
Beschreibung
2-Hexen-l-ol has a powerful, fruity, green, wine-like, leafy odor and a sweet, fruity flavor important to strawberry and orange juice. The ds-form can be prepared by hydrogenation of ds-2-hexenol, using an aqueous suspension of colloidal palladium; from cis- 4-chloro-2-butenol and magnesium ethyl bromide; the commercial product is a mixture of the cis- and trans-isomers and can be prepared from propyl vinyl carbinol by heating with aluminum oxide.
Occurrence
Reported found as a constituent of fresh raspberry aroma; also identified in Valencia orange juice and apple aroma, probably occurring as an ester. Also reported found in raw and cooked asparagus, cooked potato, cooked beef, hop oil, brandy, beer, white wine, roasted peanut, soybean, olive, prune, prickly pear, malt, kiwifruit, loquat, quince, apple, peach, strawberry, tamarind, tomato and tea
Verwenden
Trans-2-hexen-1-ol's use in perfumes is somewhat limited. Lavender and Lavandin oil compositions may benefit from the topnote created with this alcohol, and certain floral bouquets can be improved with pleasantly green, sweet and natural notes from the subject material. It finds increasing use in artificial Geranium oils.In flavors, traces are used in fruit complexes, and it is a common ingredient in artificial Strawberry. It adds freshness to Mint compositions, and it is often used to reconstitute the flavor in Orange juice, whose flavor suflers severely during the processing.
Herstellung & Synthese
synthetische
The cis-form can be prepared by hydrogenation of cis-2-hexenol, using an aqueous suspension of colloidal palladium; from cis-4-chloro-2-butenol and magnesium ethyl bromide; the commercial product is a mixture of the cis- and trans-isomers and can be prepared from propyl vinyl carbinol by heating with aluminum oxide.