(-)-FENCHONE
(-)-FENCHONE
  • CAS No.:4695-62-9
Other grades of this product :
(-)-FENCHONE Basic information
Product Name:(-)-FENCHONE
Synonyms:(1S)-1,3,3-trimethyl-norbornan-2-one;L(-)-1,3,3-TRIMETHYL-2-NORBORBANONE;L(-)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE;LAEVO-1,3,3-TRIMETHYLBICYCLO[2.2.1]-2-HEPTANONE;L-ALPHA-FENCHONE;L(-)-FENCHONE;L-FENCHONE;(-)-FENCHONE
CAS:4695-62-9
MF:C10H16O
MW:152.23
EINECS:225-160-0
Product Categories:Miscellaneous Natural Products;Bicyclic Monoterpenes;Biochemistry;Terpenes
Mol File:4695-62-9.mol
(-)-FENCHONE Chemical Properties
Melting point 5-6 °C(lit.)
Boiling point 192-194 °C(lit.)
alpha D20 +66.9°
density 0.948 g/mL at 25 °C(lit.)
refractive index n20/D 1.461(lit.)
FEMA 2479 | D-FENCHONE
Fp 127 °F
storage temp. 2-8°C
form Liquid
color Clear colorless to pale yellow
optical activity[α]20/D +62±1°, neat
Water Solubility 2.147g/L(25 ºC)
JECFA Number1396
Merck 14,3968
BRN 2206555
EPA Substance Registry SystemBicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)- (4695-62-9)
Safety Information
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
ToxicityLD50 orally in rats: 6.16 g/kg (Jenner)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
(-)-FENCHONE Usage And Synthesis
Descriptiond-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 Propertiesd-Fenchone has a camphor-like odor, powerful and sweet and a warm, somewhat bitter, burning taste.
Chemical Propertiesclear colorless to pale yellow liquid
OccurrenceReported 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
UsesReference Standard in the analysis of herbal medicinal products
UsesAs flavor in foods; in perfumes.
DefinitionChEBI: 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.
PreparationIsolated from cedarleaf oil (thuja oil).
Aroma threshold valuesDetection: 510 ppb; aroma characteristics at 1.0%: cooling camphoreous, terpy, spicy, sweet mentholic pine-like.
Taste threshold valuesTaste characteristics at 5 ppm: cooling camphoreous, with green citrus lime nuances.
General DescriptionProduced and qualified by HWI pharma services GmbH.Exact content by quantitative NMR can be found on the certificate.
Purification MethodsThe 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
Preparation Products2-ETHYLFENCHOL-->(+)-Fenchol

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