Grundinformationen
- CAS
104-50-7- Standard-SMILES
CCCCC1CCC(=O)O1- InChIKey
IPBFYZQJXZJBFQ-UHFFFAOYSA-N- Summenformel
- C8H14O2
- Durchschnittliche Molmasse
- 142,2 g/mol
- Monoisotopische Masse
- 142,09937969
Überblick
Gamma-octalactone is a gamma-lactone that is oxolan-2-one substituted by a butyl group at position 5. It is a volatile compound found in peaches, mangoes, beef and ham. It has a role as an insect attractant, a flavouring agent, a mammalian metabolite, a mouse metabolite, a plant metabolite and a fungal metabolite. It is a volatile organic compound, a gamma-lactone and a tetrahydrofuranone.
Namen und Bezeichner
- Bevorzugter Name
- gamma-Octalactone
- IUPAC
- 5-butyloxolan-2-one
- Lokaler Name
- Octan-4-olid
- Englischer Name
- gamma-Octanoic lactone
- Summenformel
- C8H14O2
- Molmasse
- 142.2
Namen und Synonyme
GAMMA-OCTALACTONE104-50-74-Octanolide5-butyloxolan-2-one4-Hydroxyoctanoic acid lactone2(3H)-Furanone, 5-butyldihydro-5-Butyldihydro-2(3H)-furanone8-Oxo-5-octanolideOctanoic acid, gamma lactonegamma-Butyl-gamma-butyrolactonegamma-N-Butyl-gamma-butyrolactoneFEMA No. 2796
Weitere Namen anzeigen
γ-Octalactoneγ-OctalactoneΓ-OCTALACTONEγ-octanoic lactonegama-OctalactoneFEMA 2796
DTXSID1047609UHD6M52X0KNSC-24270NSC-26509DTXCID9027609CHEBI:145738RefChem:639598203-208-1
Datenbank-Bezeichner
- CAS
104-50-7- PubChem CID
- 7704
- DTXSID
DTXSID1047609- ChEMBL
CHEMBL3559967- ChEBI
CHEBI:145738
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,6
- Polarare Oberfläche (TPSA)
- 26,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 120
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Lactones
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704]
FragrancesFragrance Ingredient (gamma-Octalactone) -> IFRA transparency List
Food Additives
FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Food
Density0.970-0.980
Flavoring AgentsEU Flavoring substances
Solubility
slightly
soluble in alcohol and slightly soluble in water
(in ethanol)
Boiling Point
234.00 °C. @ 760.00 mm Hg
234 °C
Refractive Index1.443-1.447
Physical Description
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 92.8% (1616 of 1742) of all reports.
Not Classified
Aggregated GHS information provided per 1742 reports by companies from 9 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: 2(3H)-Furanone, 5-butyldihydro-
Regulation (EC) No 1831/2003 (amended)
2(3H)-Furanone, 5-butyldihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2(3H)-Furanone, 5-butyldihydro- 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)
Status: Active Update: 10-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/27548
2(3H)-Furanone, 5-butyldihydro-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS] See Butyrolactone. See gamma-Nonalactone.
Hazard Classes and CategoriesNot Classified
Toxikologische Informationen
Adverse EffectsNeurotoxin - Acute solvent syndrome
Sicherheitsdaten
- wgk
- 1
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsCytoplasm
Verwendung und Herstellung
UsesUsed as flavoring agent or adjuvant; [FDA]
U.S. Production2023: 7,000,000 - <8,500,000 lb
Consumer UsesFragrance
Industry UsesFragrance
Household ProductsInformation on 20 consumer products that contain Gamma-Octalactone in the following categories is provided:
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
2(3H)-Furanone, 5-butyldihydro-: ACTIVE
Anwendungen
Beschreibungy-Octalactone has a strong, fruity odor reminiscent of coconut with a very sweet taste. This substance may be prepared synthetically from epoxy-1,2-hexane and sodio-malonic ester; after saponification the oxyacid is extracted with ether and is lactonized.
OccurrenceReported found in apricot, peach, blue cheese, butter, cooked chicken and cooked pork, licorice, milk, raspberry, roasted barley, and roasted filbert.
(Gamma)-Octalactone is a synthetic flavoring agent that is a stable, colorless to slightly yellow liquid of peach odor. It should be stored in glass or tin containers. It is used in flavors for peach with applications in baked goods, candy, and ice cream at 5–17 ppm.
Zugehörige Reaktionen
3
Notizen zur Verbindung
Wird geladen…