4-Dodecanolide

4-Dodecanolide
  • CAS No.:2305-05-7
Other grades of this product :
4-Dodecanolide Basic information
Product Name:4-Dodecanolide
Synonyms:γ-dodecalactone,4-dodecanolide,dihydro-5-octyl-2(3H)-furanone;(±)-γ-octyl-γ-butyrolactone;DIHYDRO-5-OCTYL-2-FURANONE;(Z)-4-HYDROXY-6-DODECENOICACIDLACTONE;Dihydro-5-octylfuran-2(3H)-on;DODECALACTON-GAMMA;Natural gamma dodecalactone;5-Octyldihydrofuran-2(3H)-one
CAS:2305-05-7
MF:C12H22O2
MW:198.3
EINECS:218-971-6
Product Categories:Cosmetics;Food Additive
Mol File:2305-05-7.mol
4-Dodecanolide Chemical Properties
Melting point 17-18 °C(lit.)
Boiling point 130-132 °C1.5 mm Hg(lit.)
density 0.936 g/mL at 25 °C(lit.)
vapor pressure 7.3hPa at 20℃
refractive index n20/D 1.452(lit.)
FEMA 2400 | GAMMA-DODECALACTONE
Fp >230 °F
storage temp. Refrigerator, under inert atmosphere
solubility Chloroform (Sparingly), Methanol (Slightly)
form Oil
color Colourless
Specific Gravity0.94
Water Solubility 60mg/L at 20℃
JECFA Number235
BRN 126680
InChIKeyWGPCZPLRVAWXPW-UHFFFAOYSA-N
LogP2.7 at 20℃
CAS DataBase Reference2305-05-7(CAS DataBase Reference)
NIST Chemistry Reference«GAMMA» dodecalactone(2305-05-7)
EPA Substance Registry System2(3H)-Furanone, dihydro-5-octyl- (2305-05-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 2
RTECS LU3600000
Hazard Note Irritant
HS Code 29322090
Toxicityskn-rbt 500 mg/24H MOD FCTXAV 14,751,76
MSDS Information
ProviderLanguage
SigmaAldrich English
4-Dodecanolide Usage And Synthesis
Chemical Propertiesγ-Dodecalactone has a fatty, peachy, somewhat musky odor and buttery, peach-like flavor
OccurrenceReported found in apricot, cooked pork, milk products, peach, bilberry, guava fruit, papaya, pineapple, fresh blackberry, strawberry, celery leaves and stalks, celery root, blue cheeses, cheddar cheese, Swiss cheese, meats, beer, rum, mushrooms, plum brandy, quince, chervil, naranjilla fruit and other natural sources
Uses4-Dodecanolide was one of the organic compounds from meat charbroiling operations studied.
PreparationFrom 1-dodecen-12-oic acid with H2SO4 at 90°C; from 4-hydroxydodecanoic acid by lactonization; also from methylacrylate and octanol
Aroma threshold valuesDetection: 7 ppb; aroma characteristics at 1.0%; sweet, creamy, fruity peach and apricot, lactonic, with dairy waxy and fatty nuances.
Taste threshold valuesTaste characteristics at 1 to 10 ppm: sweet, fruity peach, milky fatty and waxy with a pulpy fruity mouthfeel.
Synthesis Reference(s)Journal of the American Chemical Society, 108, p. 3745, 1986 DOI: 10.1021/ja00273a032Organic Syntheses, Coll. Vol. 7, p. 400, 1990
Safety ProfileA skin irritant. When heated todecomposition it emits acrid smoke and irritating vapors
4-Dodecanolide Preparation Products And Raw materials
Raw materialsMethyl acrylate-->DODECANOIC ACID-1-13C

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