Cyclopentadecanone

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Cyclopentadecanone

Product Name: 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
Formula Weight: 224.38
MOL File: 502-72-7.mol

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Cyclopentadecanone Property

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)
NIST Chemistry Reference: Cyclopentadecanone(502-72-7)
EPA Substance Registry System: Cyclopentadecanone (502-72-7)

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Safety

Safety Statements: 22-24/25
WGK Germany: 2
RTECS: GY0900000
TSCA: Yes
HS Code: 29142900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P233Keep container tightly closed.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304IF INHALED:

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P340Remove victim to fresh air and keep at rest in a position comfortable for breathing.

P362Take off contaminated clothing and wash before reuse.

P403Store in a well-ventilated place.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C111201
Product name: Cyclopentadecanone
Purity: 98%
Packaging: 5g
Price: $82.2
Updated: 2024/03/01

TCI Chemical

Product number: C1422
Product name: Cyclopentadecanone
Purity: >98.0%(GC)
Packaging: 5g
Price: $43
Updated: 2024/03/01

TCI Chemical

Product number: C1422
Product name: Cyclopentadecanone
Purity: >98.0%(GC)
Packaging: 25g
Price: $171
Updated: 2024/03/01

Alfa Aesar

Product number: A17652
Product name: Cyclopentadecanone, 99%
Packaging: 5g
Price: $54.5
Updated: 2021/12/16

Alfa Aesar

Product number: A17652
Product name: Cyclopentadecanone, 99%
Packaging: 1g
Price: $13.1
Updated: 2021/12/16

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Cyclopentadecanone Chemical Properties,Usage,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

Muscone

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Cyclopentadecanone Suppliers

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View Lastest Price from Cyclopentadecanone manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: Cyclopentadecanone 502-72-7
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-13

Hebei Kingfiner Technology Development Co.Ltd

Product: Cyclopentadecanone 502-72-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 50000kg
Release date: 2024-06-27

Hebei Mojin Biotechnology Co., Ltd

Product: Cyclopentadecanone 502-72-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-06-29

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502-72-7

C15H28O

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C15 to C38

Carbonyl Compounds

Ketones

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C15 to C38

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Chemical Synthesis

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