4695-62-9 Usage
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
Different sources of media describe the Chemical Properties of 4695-62-9 differently. You can refer to the following data:
1. d-Fenchone has a camphor-like odor, powerful and sweet and a warm, somewhat bitter, burning taste.
2. 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
Different sources of media describe the Uses of 4695-62-9 differently. You can refer to the following data:
1. Reference Standard in the analysis of herbal medicinal products
2. 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
Check Digit Verification of cas no
The CAS Registry Mumber 4695-62-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,9 and 5 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4695-62:
(6*4)+(5*6)+(4*9)+(3*5)+(2*6)+(1*2)=119
119 % 10 = 9
So 4695-62-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
4695-62-9Relevant articles and documents
Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids
Hu, Yi-Ming,Huang, Xiao-Rui,Meng, Zhong-Lei,Qin, Rong-Xiu,Wen, Ru-Si,Zhou, Yong-Hong
, (2022/02/17)
We report the use of five alpha-hydroxy acids (citric, tartaric, mandelic, lactic and glycolic acids) as catalysts in the synthesis of terpineol from alpha-pinene. The study found that the hydration rate of pinene was slow when only catalyzed by alpha-hydroxyl acids. Ternary composite catalysts, composed of AHAs, phosphoric acid, and acetic acid, had a good catalytic performance. The reaction step was hydrolysis of the intermediate terpinyl acetate, which yielded terpineol. The optimal reaction conditions were as follows: alpha-pinene, acetic acid, water, citric acid, and phosphoric acid, at a mass ratio of 1:2.5:1:(0.1–0.05):0.05, a reaction temperature of 70? C, and a reaction time of 12–15 h. The conversion of alpha-pinene was 96%, the content of alpha-terpineol was 46.9%, and the selectivity of alpha-terpineol was 48.1%. In addition, the catalytic performance of monolayer graphene oxide and its composite catalyst with citric acid was studied, with acetic acid used as an additive.
Secondary Phosphine Oxides as Multitalented Preligands En Route to the Chemoselective Palladium-Catalyzed Oxidation of Alcohols
Vasseur, Alexandre,Membrat, Romain,Gatineau, David,Tenaglia, Alphonse,Nuel, Didier,Giordano, Laurent
, p. 728 - 732 (2017/03/13)
Secondary phosphine oxides O=PHR2 (SPOs) were identified as multitalented preligands for the chemoselective Pd-catalyzed oxidation of alcohols by a hydrogen-abstracting methodology. SPOs were found to promote the hydrogen-abstraction step as well as hydrogen transfer to a Michael acceptor by generating a putative active H?Pd species. The catalytic system operates under neutral conditions and was proven to be compatible with various electrophilic and nucleophilic functionalities within the substrates as well as water- and air-sensitive functional groups.
