| Identification | More | [Name]
5-Decanolide | [CAS]
705-86-2 | [Synonyms]
(+/-)-5-DECANOLIDE
5-HYDROXYDECANOIC ACID BETA1 LACTONE
5-HYDROXYDECANOIC ACID DELTA-LACTONE
(+/-)-6-PENTYLTETRAHYDRO-2H-PYRAN-2-ONE
AMYL-DELTA-VALEROLACTONE
D-DECALACTONE
DELTA-CAPRINOLACTONE
DELTA-DECALACTONE
DELTA-DECANOLACTONE
(+/-)-DELTA-PENTYL-DELTA-VALEROLACTONE
FEMA 2361
.delta.-Decanolide
2H-Pyran-2-one, tetrahydro-6-pentyl-
5-decanolide (delta-decalactone)
5-Pentyl-5-pentanolide
AI3-36028
-decalactone
Decanoic acid, 5-hydroxy-, delta-lactone
Decanolide-1,5
delta-Amylvalerolactone | [EINECS(EC#)]
211-889-1 | [Molecular Formula]
C10H18O2 | [MDL Number]
MFCD00006649 | [Molecular Weight]
170.25 | [MOL File]
705-86-2.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow oily liquid | [Melting point ]
-27 °C (lit.) | [alpha ]
0°(neat) | [Boiling point ]
117-120 °C/0.02 mmHg (lit.) | [density ]
0.954 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.63Pa at 25℃ | [FEMA ]
2361 | [refractive index ]
n20/D 1.458(lit.)
| [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 | [Odor]
at 100.00 %. fresh sweet oily coconut fruity peach creamy dairy | [Odor Type]
coconut | [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]
705-86-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
1
| [RTECS ]
UQ1355000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29322090 |
| Hazard Information | Back Directory | [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]
clear colorless to light yellow oily liquid | [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. | [Definition]
ChEBI: A delta-lactone that is 5-valerolactone substituted by a pentyl group at position 6. | [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. | [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. |
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