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| | (-)-FENCHONE Basic information |
| | (-)-FENCHONE Chemical Properties |
| 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) | | Merck | 14,3968 | | JECFA Number | 1396 | | BRN | 2206555 | | LogP | 2.089 (est) | | EPA Substance Registry System | Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)- (4695-62-9) |
| 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) |
| | (-)-FENCHONE Usage And Synthesis |
| 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).
| | Chemical Properties | d-Fenchone has a camphor-like odor, powerful and sweet and a warm, somewhat bitter, burning taste. | | Chemical Properties | clear colorless to pale yellow liquid | | 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 | | Uses | Reference Standard in the analysis of herbal medicinal products | | Uses | As flavor in foods; in perfumes. | | 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. | | 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 |
| | (-)-FENCHONE Preparation Products And Raw materials |
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