4-(1-Methylethyl)benzolmethanol
CUMINYL ALCOHOL · p-Cymen-7-ol · Cuminol · Cuminic alcohol · P-ISOPROPYLBENZYL ALCOHOL · Cumyl alcohol · (4-ISOPROPYLPHENYL)METHANOL · Cumin alcohol
Identifikatoren & physikalische Daten
| CAS No. | 536-60-7 |
|---|---|
| Summenformel | C10H14O |
| Durchschnittliche Molmasse | 150,22 g/mol |
| Monoisotopische Masse | 150,10446507 g/mol |
| SMILES | CC(C)c1ccc(CO)cc1 |
| InChIKey | OIGWAXDAPKFNCQ-UHFFFAOYSA-N |
| PubChem CID | 325 |
| ChEMBL | CHEMBL3183500 |
| ChEBI | CHEBI:27628 |
| EC No. | 208-640-4 |
| DTXSID | DTXSID0021626 |
| Lokaler Name | 4-(1-Methylethyl)benzolmethanol |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 101 |
| Schmelzpunkt | 28 °C |
| Siedepunkt | 135-136 °C/26 mmHg (lit.) |
| Dichte | 0.982 g/mL at 25 °C (lit.) |
| FEMA | 2933 | P-ISOPROPYLBENZYL ALCOHOL |
| Brechungsindex | n20/D 1.519(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | alcohol: miscible |
| pKa (Säurekonstante) | 14.48±0.10(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to slightly yellow |
| Geruch | at 100.00 %. strong cumin caraway spicy herbal leather |
| Geruchsart | spicy |
| Biologische Quelle | synthetic |
| Merck | 14,2619 |
| JECFA Number | 864 |
| BRN | 636665 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3 |
| InChIKey | OIGWAXDAPKFNCQ-UHFFFAOYSA-N |
| SMILES | CC(C)c1ccc(CO)cc1 |
| LogP (Verteilungskoeffizient) | 2.37 |
| CAS Datenbank | 536-60-7(CAS DataBase Reference) |
| EPA chemische Informationen | Benzenemethanol, 4-(1-methylethyl)- (536-60-7) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29062990 |
| RTECS-Nr. | GZ7260000 |
| R-Sätze (R) | 22-38-36/37/38-20/21/22 |
| Toxizität | The acute oral LD50 in rats was reported as 1.02 g/kg (0.9-1.14 g/kg) (Moreno, 1973). The acute dermal LD50 in rabbits was reported as 2.5 g/kg (0.5-3.0 g/kg) (Moreno, 1973). |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Acute Tox. 4 OralSkin Irrit. 2 |
Anwendungen & Verwendung
Beschreibung
p-Isopropylbenzyl alcohol has an intense, persistent, caraway-like odor and an aromatic, burning taste. Prepared from cuminaldehyde with H2 or NH3 under pressure in methanol solution and in the presence of Raney Ni catalyst; or by catalytic reduction of methyl p-isopropy lbenzoate.
Occurrence
Reported found in the oil from fruits of Cuminum cyminum and Carum carvi L.; also in the oils of Eucalyptus bakeris (esterified) and French lavender. Also reported found in mandarin peel oil, lingonberry, black currants, blackberry, tomato, cumin seed, peppermint oil, nutmeg, thymus, cognac, licorice, lovage seed, dill, laurel, turmeric, calabash nutmeg, angelica root oil and mastic gum leaf and fruit oil
Verwenden
4-Isopropylbenzyl alcohol is occasionally used in perfume compositions for its natural and warm-herbaceous-spicy effect, perceptible in the topnote and often through the dryout. Also used in the artistic duplication of certain floral notes, such as Mimosa and Cassie, particularly in connection with Methylionones. Finds some use in flavor compositions, mainly Berry, Fruit, Spice and Liquor flavors. The concentration in the finished product will normally be about 0.5 to 35 ppm.
Herstellung & Synthese
synthetische
From cuminaldehyde with H2 or NH3 under pressure in methanol solution and in the presence of Raney Ni catalyst, or by catalytic reduction of methyl p-isopropylbenzoate