ChemicalBook Product Catalog Flavors and fragrances Synthetic fragrances Oxygen-containing heterocyclic compounds Lactones 4-Dodecanolide

4-Dodecanolide

Product Name4-Dodecanolide
CAS2305-05-7
MFC12H22O2
MW198.3
EINECS218-971-6
MOL File2305-05-7.mol

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
Flash point	>230 °F
storage temp.	Refrigerator, under inert atmosphere
solubility	Chloroform (Sparingly), Methanol (Slightly)
form	Oil
color	Colourless
Specific Gravity	0.94
Odor	at 100.00 %. fatty peach sweet metallic fruity
Odor Type	fruity
biological source	synthetic
Water Solubility	60mg/L at 20℃
JECFA Number	235
BRN	126680
Henry's Law Constant	3.7×10¹ mol/(m³Pa) at 25℃, Abney (2021)
Major Application	flavors and fragrances
Cosmetics Ingredients Functions	PERFUMING
InChI	1S/C12H22O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h11H,2-10H2,1H3
InChIKey	WGPCZPLRVAWXPW-UHFFFAOYSA-N
SMILES	CCCCCCCCC1CCC(=O)O1
LogP	2.7 at 20℃
CAS DataBase Reference	2305-05-7(CAS DataBase Reference)
NIST Chemistry Reference	«GAMMA» dodecalactone(2305-05-7)
EPA Substance Registry System	2(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
TSCA	TSCA listed
HS Code	29322090
Storage Class	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
Toxicity	skn-rbt 500 mg/24H MOD FCTXAV 14,751,76

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

γ-Dodecalactone has a fatty, peachy, somewhat musky odor and buttery, peach-like flavor

Occurrence

Reported 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

Uses

4-Dodecanolide was one of the organic compounds from meat charbroiling operations studied. Finds some use in perfume compositions for fatty-fruity topnotes and long tenacity, e.g., in heavy floral fragrances. It is also used in combination with newer synthetic musks to produce exceptional tenacity and lasting sweetness in powdery and floral types. Used in flavour compositions, mainly in Butter, Butterscotch, Coconut, Tutti-frutti, Maple, Nut, Peach, Pineapple, etc.

Definition

ChEBI: Xi-Dihydro-5-octyl-2(3H)-furanone is a gamma-lactone.

Preparation

From 1-dodecen-12-oic acid with H2SO4 at 90°C; from 4-hydroxydodecanoic acid by lactonization; also from methylacrylate and octanol

Aroma threshold values

Detection: 7 ppb; aroma characteristics at 1.0%; sweet, creamy, fruity peach and apricot, lactonic, with dairy waxy and fatty nuances.

Taste threshold values

Taste 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/ja00273a032
Organic Syntheses, Coll. Vol. 7, p. 400, 1990

Safety Profile

A skin irritant. When heated todecomposition it emits acrid smoke and irritating vapors

4-Dodecanolide

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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