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| 5-Decanolide Basic information |
| 5-Decanolide Chemical Properties |
| Melting point | -27 °C (lit.) | | Boiling point | 117-120 °C/0.02 mmHg (lit.) | | alpha | 0°(neat) | | density | 0.954 g/mL at 25 °C (lit.) | | vapor pressure | 0.63Pa at 25℃ | | refractive index | n20/D 1.458(lit.) | | FEMA | 2361 | DELTA-DECALACTONE | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Oil | | color | Clear Colourless | | Specific Gravity | 0.9720.954 | | Water Solubility | Soluble in water (4 mg/ml at 28°C), alcohols, and propylene glycol. | | JECFA Number | 232 | | BRN | 117520 | | InChIKey | GHBSPIPJMLAMEP-UHFFFAOYSA-N | | LogP | 3.016 at 25℃ | | CAS DataBase Reference | 705-86-2(CAS DataBase Reference) | | NIST Chemistry Reference | 5-Hydroxy decanoic acid, lactone(705-86-2) | | EPA Substance Registry System | 2H-Pyran-2-one, tetrahydro-6-pentyl- (705-86-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 24/25-37/39-26 | | WGK Germany | 1 | | RTECS | UQ1355000 | | Hazard Note | Irritant | | TSCA | Yes | | HS Code | 29322090 |
| 5-Decanolide Usage And Synthesis |
| Chemical Properties | clear colorless to light yellow oily liquid | | Chemical Properties | 5-Decanolide is a flavor constituent
of many types of fruit, cheese, and other dairy products. It is a colorless,
viscous liquid with a creamy-coconut, peach-like aroma. | | Chemical Properties | δ-Decalactone has an oily, peach odor and taste. | | Occurrence | Reported found in rum, coconut, raspberry, apricot, bilberry, peach, strawberry, Swiss cheese, other cheeses,
butter, milk, milk powder, mutton fat, mango and nectarine. | | Uses | Used in pharmaceutical preparations, feed additive, flavorings agent. Also used by food and flavor industries for its coconut fragrance and taste. It is also used as a reagent in the synthesis of (±)-Massoilactone (M197600); a chemical component with antibacterial activity found in volatile oils. | | Preparation | δ-Decalactone can be prepared by peracid oxidation of 2-pentylcyclopentanone.
(R)-δ-decalactone is obtained in high optical purity by starting from (R)-2-
pentylcyclopentanone . Hydrogenation or fermentation of
massoia lactone is also a practicable method to produce this
enantiomer.
A newer development for the preparation ofδ-decalactone describes a carboxylation
of 1-nonen-4-ol with carbon monoxide in the presence of a homogenous
palladium catalyst in an aqueous system. | | Definition | ChEBI: A delta-lactone that is 5-valerolactone substituted by a pentyl group at position 6. | | Aroma threshold values | Detection: 100 ppb | | Taste threshold values | Taste characteristics at 2 ppm: waxy, coconut, lactonic, fatty, creamy, nutty and fruity. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 55, p. 462, 1990 DOI: 10.1021/jo00289a016 | | General Description | Measurement of optical rotatory dispersion and circular dichroism of (+) 5-decanolide (tetrahydro-6-pentyl-2H-pyran-2-one) has been reported. | | Flammability and Explosibility | Notclassified | | Synthesis | From hexylethylene oxide and sodium malonic ester; also from decanoic acid. |
| 5-Decanolide Preparation Products And Raw materials |
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