Gamma-Decalactone

HCID 12813CAS 2825-92-5

Substructure search Find similar structures

Basic information

Standard SMILES: CCCCCCC1CCC(=O)O1
InChIKey: IFYYFLINQYPWGJ-UHFFFAOYSA-N
Molecular formula: C10H18O2
Average molar mass: 170.25 g/mol
Monoisotopic mass: 170.13067982

Overview

Gamma-decalactone is a gamma-lactone that is oxolan-2-one substituted by a hexyl group at position 5. It has a role as a flavouring agent, an anticonvulsant and a food additive. It is a gamma-lactone and a tetrahydrofuranone.

Names & identifiers

Preferred name: Gamma-Decalactone
IUPAC: 5-hexyloxolan-2-one
English name: 5-Hexyldihydro-2(3H)-furanone
Molecular formula: C10H18O2
Molecular weight: 170.24872

Names & synonyms

gamma-Decalactone706-14-9gamma-Decanolactone5-hexyloxolan-2-oneDecan-4-olide2(3H)-Furanone, 5-hexyldihydro-2-Decalactone5-Hexyldihydro-2(3H)-furanone4-Hexyl-4-butanolidegamma-N-Decalactone5-Hexyltetrahydro-2-furanonegamma-Hexyl-gamma-butyrolactone

Show more names

4-Hexyl-gamma-butyrolactoneFEMA No. 2360DTXSID4022109gamma-N-Hexyl-gamma-butyrolactone4-Hexyl-4-hydroxybutanoic acid lactone7HLS05KP9ONSC-24248NSC-26510

Database identifiers

CAS: 2825-92-5、706-14-9
PubChem CID: 12813
DTXSID: DTXSID4022109
ChEMBL: CHEMBL365740
ChEBI: CHEBI:145740
UNII: 7HLS05KP9O
EC Number: 211-892-8、684-209-8
Nikkaji: J14.171B

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 5
Heavy atoms: 12
Formal charge: 0
Complexity: 143

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Lactones

FragrancesFragrance Ingredient (gamma-Decalactone) -> IFRA transparency List

LogP · 2 items

2.720

2.72

Food Additives · 2 items

FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Food

Density0.950-0.955

Flavoring AgentsEU Flavoring substances

Physicochemical properties

Boiling point: 125 · 125-127 °C(Press: 3.5 Torr)
Density: 0.9482 g/cm3 · 0.9482 g/cm3

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 92.2% (1780 of 1930) of all reports.

Not Classified

Aggregated GHS information provided per 1930 reports by companies from 12 notifications to the ECHA C&L Inventory.

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Chemical: 2(3H)-Furanone, 5-hexyldihydro-

Regulation (EC) No 1831/2003 (amended)

2(3H)-Furanone, 5-hexyldihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2(3H)-Furanone, 5-hexyldihydro- 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: 11-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5281

2(3H)-Furanone, 5-hexyldihydro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

A moderate skin irritant; Causes anticonvulsant effects, altered sleep time, and decreased body temperature in acute oral studies of mice; [RTECS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; [Alfa Aesar MSDS] See Butyrolactone.

Hazard Classes and Categories · 2 items

Not Classified

Skin Irrit. 2 (100%)