Identification | Back Directory | [Name]
(-)-FENCHONE | [CAS]
4695-62-9 | [Synonyms]
FENCHONE L-FENCHONE fenchanone 2-fenchanone (-)-FENCHONE (S)-Fenchone (1S)-Fenchone L(-)-FENCHONE FENCHONE, (-)- ALPHA-FENCHONE L-ALPHA-FENCHONE (S)-(+)-Fenchone (1S,4R)-fenchone (1R)-(-)-FENCHONE D(+)-Fenchone,97% d-FENCHONE, NATURAL D(+)-Fenchone, 97% 25GR D(+)-Fenchone, 97% 100GR d-1,3,3-Trimethyl-2-norbornanone d-1,3,3-Trimethyl-2-norcamphanone (-)-1,3,3-TRIMETHYL-2-NOEBORNANOL (-)-1,3,3-TRIMETHYL-2-NORBORNANONE L(-)-1,3,3-TRIMETHYL-2-NORBORBANONE (1S)-1,3,3-trimethyl-norbornan-2-one 1,3,3-trimethyl-,(1r,4s)-(+)-2-norbornanon 3,3-trimethyl-(1s)-bicyclo(2.2.1)heptan-2-on 3,3-trimethyl-(1s)-bicyclo[2.2.1]heptan-2-on D(+)-1,3,3-Trimethylbicylo[2.2.1]heptan-2-one 2-Norbornanone, 1,3,3-trimethyl-, (1R,4S)-(+)- 2-Norbornanone, 1,3,3-trimethyl-, (1S,4R)-(+)- L(-)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE (1R)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE LAEVO-1,3,3-TRIMETHYLBICYCLO[2.2.1]-2-HEPTANONE 1,3,3-trimethyl-,(1S)-Bicyclo[2.2.1]heptan-2-one Bicyclo(2.2.1)heptan-2-one, 1,3,3-trimethyl-, (1R)- Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S)- Bicyclo2.2.1heptan-2-one, 1,3,3-trimethyl-, (1S,4R)- (+)-Fenchone purum, >=98.0% (sum of enantiomers, GC) (+)-1,3,3-Trimethyl-2-norbornanone, (1S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one (+)-Fenchone,(+)-1,3,3-Trimethyl-2-norbornanone, (1S)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one | [EINECS(EC#)]
232-107-5 | [Molecular Formula]
C10H16O | [MDL Number]
MFCD00151104 | [MOL File]
4695-62-9.mol | [Molecular Weight]
152.23 |
Chemical Properties | Back Directory | [Appearance]
clear colorless to pale yellow liquid | [Melting point ]
5-6 °C(lit.)
| [alpha ]
D20 +66.9° | [Boiling point ]
192-194 °C(lit.)
| [density ]
0.948 g/mL at 25 °C(lit.)
| [FEMA ]
2479 | D-FENCHONE | [refractive index ]
n20/D 1.461(lit.)
| [Fp ]
127 °F
| [storage temp. ]
2-8°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Liquid | [color ]
Clear colorless to pale yellow | [Odor]
at 100.00 %. camphor thuja cedarleaf herbal earthy woody | [Odor Type]
balsamic | [optical activity]
[α]20/D +62±1°, neat | [Water Solubility ]
2.147g/L(25 ºC) | [JECFA Number]
1396 | [Merck ]
14,3968 | [BRN ]
2206555 | [Dielectric constant]
12.0(20℃) | [LogP]
2.089 (est) | [EPA Substance Registry System]
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)- (4695-62-9) |
Hazard Information | Back Directory | [Chemical Properties]
clear colorless to pale yellow liquid | [Definition]
ChEBI: A fenchone that has 1S,4R stereochemistry. A colourless, oily liquid found in fennel oil, it is used in perfumery and as flavour in foods. | [Uses]
As flavor in foods; in perfumes. | [Description]
d-Fenchone has a camphor-like odor, powerful and sweet, and a warm, somewhat bitter, burning taste. d-Fenchone is isolated from cedarleaf oil (thuja oil).
| [Occurrence]
Reported found in several essential oils: Thuja plicata, Thuja occidentalis, Thuja standishii, Russian anise, fennel, a few Artemisia varieties (A frigida, A verlotorum, A santolinaefolia), Lavanda stoechas, Lavanda burmannii, and others; the highest levels are found in fennel oil (12 to 19%); two optically active forms have been isolated Also reported found in basil, caraway, cedar leaf oil, cloves, dill, licorice and thyme | [Preparation]
Isolated from cedarleaf oil (thuja oil). | [Aroma threshold values]
Detection: 510 ppb; aroma characteristics at 1.0%: cooling camphoreous, terpy, spicy, sweet mentholic pine-like. | [Taste threshold values]
Taste characteristics at 5 ppm: cooling camphoreous, with green citrus lime nuances. | [General Description]
Produced and qualified by HWI pharma services GmbH. Exact content by quantitative NMR can be found on the certificate. | [Purification Methods]
The oily liquid is purified by distillation in a vacuum and is very soluble in EtOH and Et2O. [Boyle et al. J Chem Soc, Chem Commun 395 1971, Hückel Justus Liebigs Ann Chem 549 186 1941, (±)-isomer: Braun & Jacob Chem Ber 66 1461 1933.] It forms two oximes, cis-oxime: m 167o (crystallises from pet ether) [] D +46.5o (c 2, EtOH), O-benzoyloxime m 81o, [] D +49o |
Safety Data | Back Directory | [Risk Statements ]
10 | [Safety Statements ]
23-24/25 | [RIDADR ]
UN 1224 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
RB7875200 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29142990 | [Toxicity]
LD50 orally in rats: 6.16 g/kg (Jenner) |
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