4-Heptanolide

4-Heptanolide Basic information
Product Name:4-Heptanolide
Synonyms:5-Propyldihydro-2(3H)-furanone;4-hydroxyheptanoic;4-Hydroxyheptanoic acid lactone;4-hydroxyheptanoicacidlactone;Dihydro-5-propylfuran-2(3H)-one;γ-Heptanolactone;γ-Heptalactone >=99.0%;γ-Heptalactone,Natural
CAS:105-21-5
MF:C7H12O2
MW:128.17
EINECS:203-279-9
Product Categories:lactone flavors;Cosmetics
Mol File:105-21-5.mol
4-Heptanolide Structure
4-Heptanolide Chemical Properties
Boiling point 61-62 °C2 mm Hg(lit.)
density 0.999 g/mL at 25 °C(lit.)
vapor pressure 2.8hPa at 20℃
FEMA 2539 | GAMMA-HEPTALACTONE
refractive index n20/D 1.442(lit.)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Soluble), Methanol (Slightly)
form Oil
color Colourless
Odorat 10.00 % in dipropylene glycol. sweet coconut nutty caramel tonka hay
Odor Typecoconut
Water Solubility 23g/L at 20℃
JECFA Number225
BRN 109569
LogP1 at 20℃
CAS DataBase Reference105-21-5(CAS DataBase Reference)
NIST Chemistry Reference2(3H)-furanone, dihydro-5-propyl-(105-21-5)
EPA Substance Registry System2(3H)-Furanone, dihydro-5-propyl- (105-21-5)
Safety Information
Hazard Codes Xi
Risk Statements 38-36/38
Safety Statements 36-37/39-26
WGK Germany 2
RTECS LU3697000
HS Code 29322090
Toxicityrabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 703, 1982.
MSDS Information
ProviderLanguage
SigmaAldrich English
4-Heptanolide Usage And Synthesis
Descriptiony-Heptalactone has a sweet, nut-like, caramel odor and a malty, caramel, sweet, herbaceous taste. This substance may be obtained in low yields by hydrogenation of ethyl P-furylacrylate;1 by lactoniation of heptenoic acid; also by condensation of methylacrylate butyl alcohol using a catalyst.
Chemical Propertiesγ-Heptalactone has a sweet, coconut-like, caramel and a malty, caramel, sweet odor, and herbaceous taste.
Chemical PropertiesClear colorless to pale yellow liquid
OccurrenceReported found in green tea, asparagus, beer, strawberry, peach and beef
UsesFood additive.
PreparationObtained in low yields by hydrogenation of ethyl β-furylacrylate; by lactoniation of heptonic acid; also by condensation of methylacrylate butyl alcohol using a catalyst.
DefinitionChEBI: Dihydro-5-propyl-2(3H)-furanone is a lactone.
Aroma threshold valuesDetection: 400 ppb.
Taste threshold valuesTaste characteristics at 15 ppm: sweet, lactonic, creamy, coconut and coumarin, with milky and tobacco Nuances.
Synthesis Reference(s)Journal of the American Chemical Society, 99, p. 7360, 1977 DOI: 10.1021/ja00464a048
General Descriptionγ-Heptalactone is a volatile flavor compound found in mangoes, strawberries, pineapples as well as in some dairy products. It is used as a flavoring agent in the food and cosmetic industry.
HazardA skin irritant.
4-Heptanolide Preparation Products And Raw materials
Raw materials3-HEPTENOIC ACID
BETA-BUTYROLACTONE 2-Oxetanone Undecan-4-olide gamma-Decalactone TRIOXSALEN Propyl gallate 4-Hexanolide 4-Aminobutyric acid 4-Dodecanolide D-GLUCOHEPTONO-1,4-LACTONE gamma-Octanoic lactone (-)-4,5-O-CYCLOHEXYLIDENEQUINIC ACID LACTONE gamma-Nonanolactone Dihydrojasmone lactone ALPHA,BETA-GLUCOOCTANOIC GAMMA-LACTONE 4-Heptanolide Propyl butyrate 1,6-DIOXASPIRO[4.4]NONANE-2,7-DIONE

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