4-tert-Butylcyclohexanon
98-53-3 · 4-t-Butylcyclohexanone · 4-tert-Butyl · 4CO · c64 · TBHK · c 64 · YLANATKETON
Identifikatoren & physikalische Daten
| CAS No. | 98-53-3 |
|---|---|
| Summenformel | C10H18O |
| Durchschnittliche Molmasse | 154,25 g/mol |
| Monoisotopische Masse | 154,1357652 g/mol |
| SMILES | CC(C)(C)C1CCC(=O)CC1 |
| InChIKey | YKFKEYKJGVSEIX-UHFFFAOYSA-N |
| PubChem CID | 7392 |
| ChEMBL | CHEMBL3188541 |
| ChEBI | CHEBI:188365 |
| EC No. | 202-678-5 |
| DTXSID | DTXSID7044394 |
| Lokaler Name | 4-tert-Butylcyclohexanon |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 143 |
| Duftstoffe | Fragrance substance (4-tert-Butylcyclohexanone) -> IFRA amendment 51Fragrance Ingredient (p-tert-Butylcyclohexanone) -> IFRA transparency List |
| Pestizide | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| Schmelzpunkt | 47-50 °C (lit.) |
| Siedepunkt | 113-116 °C/20 mmHg (lit.) |
| Dichte | 0.893 |
| Dampfdruck | 7.91-14.2Pa at 20-25℃ |
| Brechungsindex | 1.4570 (estimate) |
| Flammpunkt | 205 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly)Almost insoluble in water, soluble in alcohol and oils.Soluble in alcohol, ethanol (0.5g/10 mL). Insoluble in water. |
| Aggregatzustand | Crystalline Powder |
| Farbe | White to almost white |
| Geruch | Powerful, dry-camphoraceous, slightly minty odor with woody Cedar-Patchouli-like undertones. |
| Geruchsart | woody |
| BRN | 507309 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C10H18O/c1-10(2,3)8-4-6-9(11)7-5-8/h8H,4-7H2,1-3H3 |
| InChIKey | YKFKEYKJGVSEIX-UHFFFAOYSA-N |
| SMILES | CC(C)(C)C1CCC(=O)CC1 |
| LogP (Verteilungskoeffizient) | 2.91 |
| CAS Datenbank | 98-53-3(CAS DataBase Reference) |
| NIST chemische Informationen | Cyclohexanone, 4-(1,1-dimethylethyl)-(98-53-3) |
| EPA chemische Informationen | Cyclohexanone, 4-(1,1-dimethylethyl)- (98-53-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 11.8% (212 of 1796) of reports.WarningH302 (85.9%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1796 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Cyclohexanone, 4-(1,1-dimethylethyl)-Status: Active Update: 16-04-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13934Cyclohexanone, 4-(1,1-dimethylethyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (85.9%) |
| Protective Action Criteria (PAC) | 15 [mg/m3]170 [mg/m3]990 [mg/m3] |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29142990 |
| RTECS-Nr. | GW1140000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits were reported to be 5 g/kg |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Chronic 3 |
Anwendungen & Verwendung
Occurrence
Has apparently not been reported to occur in nature.
Verwenden
4-tert-Butylcyclohexanone is used as a perfuming agents and in cosmetic. This material, commercially available for almost two decades, has only temporarily gained some importance as a powerful, “lifting” soap perfume ingredient, or as an in-expensive additive to Patchouli notes for soap and detergent fragrances, etc. It has more power and much less tenacity than Cedarwood and Patchouli, which is only an advantage in certain types of household products, where tenacity is not always very desirable. The title ketone can also give powerful “lift” to certain types of floral fragrance and to most of the herbaceous ones, Lavender, Lavandin, Rosemary, etc.
Herstellung & Synthese
synthetische
By hydrogenation of p-ferr-butylphenol. Care must be taken that no free p-tert-butylphenol remains, because it is a sensitizer and depigmenting agent(Opdyke, 1974).