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Musk ketone

Product NameMusk ketone
CAS81-14-1
MFC14H18N2O5
MW294.3
EINECS201-328-9
MOL File81-14-1.mol

Chemical Properties

Melting point	134-137 °C
Boiling point	436.08°C (rough estimate)
Density	1.2051 (rough estimate)
vapor pressure	0.001Pa at 25℃
refractive index	1.5110 (estimate)
Flash point	2 °C
storage temp.	2-8°C
solubility	DMSO : 250 mg/mL (849.47 mM; Need ultrasonic)
form	Solid
color	White to off-white
Odor	at 10.00 % in benzyl benzoate. fatty musk soapy dry floral powdery
Odor Type	musk
biological source	synthetic
Water Solubility	Insoluble (<0.1 g/100 mL at 20 ºC)
BRN	2062638
Henry's Law Constant	3.0×10⁰ mol/(m³Pa) at 25℃, Lee et al. (2012)
Stability	Stable. Incompatible with strong oxidizing agents, strong acids, strong bases.
Major Application	environmental
Cosmetics Ingredients Functions	FRAGRANCE PERFUMING
InChI	1S/C14H18N2O5/c1-7-10(9(3)17)8(2)13(16(20)21)11(14(4,5)6)12(7)15(18)19/h1-6H3
InChIKey	WXCMHFPAUCOJIG-UHFFFAOYSA-N
SMILES	CC(=O)c1c(C)c(c(c(c1C)[N+]([O-])=O)C(C)(C)C)[N+]([O-])=O
LogP	4.24 at 25℃
CAS DataBase Reference	81-14-1(CAS DataBase Reference)
NIST Chemistry Reference	2,6-Dimethyl-3,5-dinitro-4-t-butylacetophenone(81-14-1)
EPA Substance Registry System	Musk ketone (81-14-1)

Safety Information

Hazard Codes	F,Xn,N
Risk Statements	11-20/21/22-36-50/53-40
Safety Statements	16-36/37-61-60-46
RIDADR	UN1648 3/PG 2
WGK Germany	2
RTECS	KM5775841
TSCA	TSCA listed
HS Code	2914790060
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Flam. Liq. 2
Hazardous Substances Data	81-14-1(Hazardous Substances Data)
Toxicity	Both the acute oral LD₅₀ in rats and the acute dermal LD₅₀ in rabbits exceeded 10 g/kg (Fogleman, 1970).

MSDS

Provider	Language
Musk ketone	English
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Chemical Properties

It forms yellowish crystals with a sweet, very persistent, slightly animal musk odor.Musk ketone is prepared by Friedel–Crafts acetylation of 1,3-dimethyl-5-tert-butylbenzene and nitration of the resulting 2,6- dimethyl-4-tert-butylacetophenone with nitric acid.
Musk ketone is widely used as a fixative in blossom and fantasy compositions.

Occurrence

Has apparently not been reported to occur in nature.

Uses

Musk ketone is used as fragrance and fixative in after-shave lotions, perfumes, ete.

Preparation

Nitration of the corresponding benzene derivative (Bedoukian, 1967).

Definition

ChEBI: 4'-tert-Butyl-2',6'-dimethyl-3',5'-dinitroacetophenone is an aromatic ketone.

General Description

Light yellow crystalline solid. Insoluble in water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A nitrated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Health Hazard

Several studies provided convincing evidence of lack of a genotoxic potential for musk ketone (MK). However, MK was identified as a strong inducer of phase I enzymes in rodents and a cogenotoxicant in vitro in human derived cells in rather low doses, suggesting that exposure to MK might increase the susceptibility to health hazards caused by carcinogens in humans.

Fire Hazard

Flash point data is not available for Musk ketone, however, Musk ketone is probably combustible.

Flammability and Explosibility

Not classified

Potential Exposure

As a result of its inherently low biodegradability, musk ketone (MK) has been detected in the aquatic environment (surface water, sediments, edible fish). Moreover, it has been shown that MK concentrates in human fatty tissue and breast milk, indicating that humans are constantly exposed.

Purification Methods

Purify the ketone by recrystallisation from MeOH. It has a strong odour of musk and is used in perfumery. [Fuson et al. J Org Chem 12 587 1947, Beilstein 7 IV 808.]

Musk ketone

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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