3-Methylbutylbutyrat
3-methylbutyl butanoate · 3-METHYLBUTYL BUTYRATE · ISOPENTYL BUTYRATE · Isopentyl butanoate · 2-METHYLBUTYL BUTANOATE · FEMA 2060 · ISOAMYL BUTANOATE · 3-methyl-1-butylbutanoate
Identifikatoren & physikalische Daten
| CAS No. | 106-27-4 |
|---|---|
| Summenformel | C9H18O2 |
| Durchschnittliche Molmasse | 158,24 g/mol |
| Monoisotopische Masse | 158,13067982 g/mol |
| SMILES | CCCC(=O)OCCC(C)C |
| InChIKey | PQLMXFQTAMDXIZ-UHFFFAOYSA-N |
| PubChem CID | 7795 |
| ChEMBL | CHEMBL3187370 |
| ChEBI | CHEBI:87422 |
| EC No. | 203-380-8 |
| DTXSID | DTXSID3042059 |
| Lokaler Name | 3-Methylbutylbutyrat |
Chemische & physikalische Eigenschaften
| XLogP | 2,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 108 |
| Lipide | Fatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710] |
| SpringerMaterials Properties | Boiling point |
| Duftstoffe | Fragrance Ingredient (Isoamyl butyrate) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 3.250 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.861 - 0.8660.862 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | 118 mg/L @ 25 °C (exp)Soluble in ethanol and most fixed oils, insoluble in glycerol, propylene glycol and water1ml in 4ml 70% ethanol (in ethanol)0.5g/l184.7mg/L at 20℃ |
| Siedepunkt | 179.00 °C. @ 760.00 mm Hg179 °C184-185 °C (lit.) |
| Schmelzpunkt | -73.2 °C-73 °C |
| Brechungsindex | 1.409 - 1.414n20/D 1.411(lit.) |
| Physical Description | LiquidColourless liquid with a fruity odour |
| Dampfdichte | 5.45 (vs air) |
| Dampfdruck | 1.1 hPa (20 °C) |
| FEMA | 2060 | ISOAMYL BUTYRATE |
| Flammpunkt | 136 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | liquid |
| Farbe | Colorless to Almost colorless |
| Wichte | 0.866 (20/4℃) |
| Geruch | at 100.00 %. fruity green apricot pear banana |
| Geruchsart | fruity |
| Biologische Quelle | synthetic |
| Merck | 14,5115 |
| JECFA Number | 45 |
| Henry-Konstante | 1.1×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielektrizitätskonstante | 3.9(20℃) |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C9H18O2/c1-4-5-9(10)11-7-6-8(2)3/h8H,4-7H2,1-3H3 |
| InChIKey | PQLMXFQTAMDXIZ-UHFFFAOYSA-N |
| SMILES | CCCC(=O)OCCC(C)C |
| LogP (Verteilungskoeffizient) | 3.99 at 22.4℃ |
| CAS Datenbank | 106-27-4(CAS DataBase Reference) |
| NIST chemische Informationen | Butanoic acid, 3-methylbutyl ester(106-27-4) |
| EPA chemische Informationen | Isoamyl butyrate (106-27-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (98.6%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1927 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: Butanoic acid, 3-methylbutyl esterRegulation (EC) No 1831/2003 (amended)Butanoic acid, 3-methylbutyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, 3-methylbutyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)REACH registered substance: 3-methylbutyl butyrate (EC: 203-380-8)Isoamyl butyrate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Butanoic acid, 3-methylbutyl ester: Human health tier I assessment |
| Hazard Classes and Categories | Flam. Liq. 3 (98.6%)Flammable liquids - Category 3 |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3272 3/PG 3 |
| Zollcode | 29156019 |
| RTECS-Nr. | ET5034000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36/37/39-24/25 |
| Gefahrenklasse | 3Aquatic Chronic 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Beschreibung
Isoamyl butyrate has a strong, characteristic, fruity (pear-like) odor and a sweet, corresponding taste. Usually prepared by esterification of commercial isoamyl alcohols with butyric acid by heating in the presence of TwitchelFs reagent; or by fermentation from butyric acid and isoamyl alcohol.
Occurrence
Reported found in the oil of Eucalyptus macarthuri and in coconut oil. Also reported found in apple, apricot, banana, kumquat peel oil, guava, grapes, melon, strawberry, tomato, cheeses, beer, cognac, rum, Scotch whiskey, cider, grape wines, port, honey, yellow passion fruit, plum, mango, plum wine, cashew apple, cherimoya, bilberry wine, mountain papaya, Roman chamomile, mastic gum leaf and fruit oil.
Verwenden
Isoamyl Butyrate is a synthetic flavoring agent that is a stable, col- orless liquid of strong fruity odor. it is usually prepared by esterifica- tion of isoamyl alcohols with butyric acid. it is soluble in most fixed oils and mineral oil and is insoluble in glycerin and propylene gly- col. storage should be in glass, tin, or resin-lined containers. it is used in fruit flavors such as pineapple, raspberry, and strawberry and has application in dessert gels, puddings, and baked goods at 50–60 ppm.
Herstellung & Synthese
synthetische
Usually prepared by esterification of commercial isoamyl alcohols with butyric acid by heating in the presence of Twitchell’s reagent; or by fermentation from butyric acid and isoamyl alcohol