?????????
|
|
????????? ??
- ???
- 63-65 °C (lit.)
- ?? ?
- 120 °C/0.3 mmHg (lit.)
- ??
- 0.897 g/mL at 25 °C (lit.)
- ???
- 0.009Pa at 40℃
- ???
- 1.4637 (estimate)
- ???
- 120°C/0.3mm
- ?? ??
- Sealed in dry,Room Temperature
- ???
- ???? ???
- ??? ??
- powder to crystal
- ??
- ?? ???? ??.
- ??
- ????? ??? ? 10.00%. ???? ??? ?? ?? ???
- ?? ??
- ??
- ???
- 578μg/L at 20℃
- BRN
- 1618444
- ??? ?? ??
- ???
??
- InChI
- 1S/C15H28O/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-15/h1-14H2
- InChIKey
- OSOIQJGOYGSIMF-UHFFFAOYSA-N
- SMILES
- O=C1CCCCCCCCCCCCCC1
- LogP
- 5.6 at 20℃
- CAS ??????
- 502-72-7(CAS DataBase Reference)
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- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ????? | 22-24/25 | ||
|---|---|---|---|
| WGK ?? | 2 | ||
| RTECS ?? | GY0900000 | ||
| TSCA | TSCA listed | ||
| HS ?? | 29142900 | ||
| ???? ??? | 11 - Combustible Solids | ||
| ???? ?? | KE-09294 |
????????? C??? ??, ??, ??
??? ??
Cyclopentadecanone is a musk fragrance found in the scent gland of the male civet cat.A number of syntheses have been developed for its manufacture [260]. Among these, the so-called Story procedure is the only route that has the potential to make cyclopentadecanone available on a larger scale, but due to the handling of hydroperoxides, the process is difficult to manage.
The process starts from tricyclohexylidene triperoxide, which is obtained by oxidation of cyclohexanone with hydrogen peroxide. Pyrolysis leads to a mixture of 1,16-hexadecanolide and cyclopentadecane. The latter is oxidized by oxygen under boric acid catalysis to cyclopentadecanol, which is subsequently oxidized to cyclopentadecanone.
Due to the availability of long-chained aliphatic dicarboxylic acids by biotechnological processes, a Dieckmann condensation reaction may also possibly be a useful route to produce this macrocyclic ketone.
Cyclopentadecanone is used in fine fragrances：
??
Reported to be found in the scent glands of the Louisiana muskrat Ondatra zibethicus rivalicius (Guenther, 1949).??
Cyclopentadecanone is the main odoriferous component of musk.?? ??
By the cyclization of dinitriles in high dilution (Bedoukian. 1967).?? ??
Ketones are not readily metabolized, although most of them probably undergo appreciable reduction to the corresponding secondary alcohols, which are excreted in the urine as glucuronic acid conjugates (Williams, 1959). Cyclopentadecanone was hydroxylated in cultures of four steroid-hydroxylating fungi (Calonectria decora, Rhizopus nigricans, Daedalea rufescens and Ophiobolus herpotrichus), but was not affected by Aspergillus ochraceus. Initial attack occurred at the most remote carbon atom, with yields of up to 26% of 8-hydroxycyclopentadecanone, plus dihydroxy compounds and more polar products (Ashton, Bailey & Jones, 1974).Purification Methods
Subliming Exaltone is better than crystallising it from aqueous EtOH for purification. The semicarbazone has m 186-187o. [Stevens & Erickson J Am Chem Soc 64 146 1942, Mathur et al. J Chem Soc 3505 1963, Biens & Hess Helv Chim Acta 71 1704 1988, Beilstein 7 III 203, 7 IV 118.]????????? ?? ?? ? ???
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