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Cyclopentadecanone

CAS No.
502-72-7
Chemical Name:
Cyclopentadecanone
Synonyms
MUSK 15;exalton;EXALTONE;Normuscon;NORMUSCONE;CYCLOPENTADECONE;Cyclopentadecanon;CYCLOPENTADECANONE;CYCLOPENTANDECANONE;Exaltone~Normuscone
CBNumber:
CB2416348
Molecular Formula:
C15H28O
Molecular Weight:
224.38
MDL Number:
MFCD00001266
MOL File:
502-72-7.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

Cyclopentadecanone Properties

Melting point 63-65 °C (lit.)
Boiling point 120 °C/0.3 mmHg (lit.)
Density 0.897 g/mL at 25 °C (lit.)
vapor pressure 0.009Pa at 40℃
refractive index 1.4637 (estimate)
Flash point 120°C/0.3mm
storage temp. Sealed in dry,Room Temperature
solubility soluble in Alcohol
form powder to crystal
color Colourless crystal needles.
Odor at 10.00 % in dipropylene glycol. powdery musk animal natural greasy
Odor Type musk
Water Solubility 578μg/L at 20℃
BRN 1618444
LogP 5.6 at 20℃
CAS DataBase Reference 502-72-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII T09G246LET
NIST Chemistry Reference Cyclopentadecanone(502-72-7)
EPA Substance Registry System Cyclopentadecanone (502-72-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501
Safety Statements  22-24/25
WGK Germany  2
RTECS  GY0900000
TSCA  Yes
HS Code  29142900
NFPA 704
0
1 0

Cyclopentadecanone price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C111201 Cyclopentadecanone 98% 502-72-7 5g $82.2 2024-03-01 Buy
TCI Chemical C1422 Cyclopentadecanone >98.0%(GC) 502-72-7 5g $43 2024-03-01 Buy
TCI Chemical C1422 Cyclopentadecanone >98.0%(GC) 502-72-7 25g $171 2024-03-01 Buy
Alfa Aesar A17652 Cyclopentadecanone, 99% 502-72-7 5g $54.5 2021-12-16 Buy
Alfa Aesar A17652 Cyclopentadecanone, 99% 502-72-7 1g $13.1 2021-12-16 Buy
Product number Packaging Price Buy
C111201 5g $82.2 Buy
C1422 5g $43 Buy
C1422 25g $171 Buy
A17652 5g $54.5 Buy
A17652 1g $13.1 Buy

Cyclopentadecanone Chemical Properties,Uses,Production

Chemical Properties

WHITE CRYSTALLINE POWDER

Chemical Properties

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:

Occurrence

Reported to be found in the scent glands of the Louisiana muskrat Ondatra zibethicus rivalicius (Guenther, 1949).

Uses

Cyclopentadecanone is the main odoriferous component of musk.

Preparation

By the cyclization of dinitriles in high dilution (Bedoukian. 1967).

Synthesis Reference(s)

Chemistry Letters, 7, p. 1283, 1978
The Journal of Organic Chemistry, 36, p. 3266, 1971 DOI: 10.1021/jo00821a003

Toxicity evaluation

Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno. 1975). The acute ip LD100 of cyclopentadecanone was not reached but was estimated to be >35mmol/kg for mice; an ip dose of 11-25 mmol/kg caused no deaths in 24 hr and one of 8-92 mmol/kg caused no deaths in 4 days (the length of the study). An oral dose of ≥45 mmol/kg caused no deaths in mice. Intense agitation accompanied by catatonia of the tail was caused by low doses of cyclopentadecanone; gross examination of the mice revealed no specific pathology but occasionally degenerative hepatitis, proximal tubular nephritis and, rarely, pancreatic necrosis were found following dosing with cycloalkanones (Caujolle & Caujolle, 1965).

Flammability and Explosibility

Non flammable

Metabolism

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.]

Cyclopentadecanone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cyclopentadecanone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyclopentadecanone pictures 2024-11-19 Cyclopentadecanone
502-72-7
US $50.00 / mg 98% 10g TargetMol Chemicals Inc.
Cyclopentadecanone pictures 2024-11-13 Cyclopentadecanone
502-72-7
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Cyclopentadecanone pictures 2024-06-27 Cyclopentadecanone
502-72-7
US $0.00-0.00 / kg 1kg 0.99 50000kg Hebei Kingfiner Technology Development Co.Ltd
  • Cyclopentadecanone pictures
  • Cyclopentadecanone
    502-72-7
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Kingfiner Technology Development Co.Ltd
Cyclopentadecanone, 96% 5GR Normuscon NORMUSCONE OXOCYCLOPENTADECANE MUSK 15 CYCLOPENTADECANONE CYCLOPENTADECONE EXALTONE Exaltone~Normuscone exalton CYCLOPENTANDECANONE Cyclopentadecanon Cyclopentadecane-1-one Ketocyclopentadecane Cyclopentadecanone,96% Cyclopentadecanone,99% Cyclopentadecanone > Cyclopentadecanone USP/EP/BP exaltone (Firmenich) Cyclopentadecanone, ≥ 98.0% Cyclopentadecanone in isooctane C11832000 Cyclopentadecanone 502-72-7 C15H28O Ketones Organic Building Blocks Building Blocks Carbonyl Compounds C15 to C38 C15 to C38 Carbonyl Compounds Ketones Building Blocks C15 to C38 Carbonyl Compounds Chemical Synthesis Organic Building Blocks