ChemicalBook CAS DataBase List 6485-40-1

6485-40-1

Name	L(-)-Carvone
CAS	6485-40-1
EINECS(EC#)	229-352-5
Molecular Formula	C10H14O
MDL Number	MFCD00001578
Molecular Weight	150.22
MOL File	6485-40-1.mol

Chemical Properties

Appearance	clear colorless to pale yellow liquid
Occurrence	R-Carvone is the main substance in spearmint oil, also present in toothpastes; it is the cause of delayed-type allergy resulting in cheilitis, but Hansson et al. also described a case of angioedema of the lips appearing within minutes after contact with toothpaste, with an open test resulting in an immediate and strong reaction to carvone.
Melting point	25°C
alpha	-57 º (neat)
Boiling point	227-230 °C (lit.)
density	0.960 g/mL at 20 °C(lit.)
vapor density	5.2 (vs air)
vapor pressure	0.4 mm Hg ( 20 °C)
FEMA	2249
refractive index	n20/D 1.498
Fp	192 °F
storage temp.	2-8°C
solubility	Chloroform, Methanol
form	Liquid
color	Clear colorless to pale yellow
Odor	at 100.00 %. sweet spearmint herbal minty
Odor Type	minty
optical activity	[α]20/D 61°, neat
Water Solubility	PRACTICALLY INSOLUBLE
JECFA Number	380
Merck	1874
BRN	2206714
Dielectric constant	11.0（22℃）
InChIKey	ULDHMXUKGWMISQ-SECBINFHSA-N
LogP	2.74 at 20-37℃
CAS DataBase Reference	6485-40-1(CAS DataBase Reference)
NIST Chemistry Reference	Carvone(6485-40-1)
EPA Substance Registry System	6485-40-1(EPA Substance)

Safety Data

Hazard Codes	Xn
Risk Statements	R22:Harmful if swallowed. less more
Safety Statements	S36:Wear suitable protective clothing . less more
WGK Germany	2
RTECS	OS8650000
F	8-10-23
TSCA	Yes
HS Code	29142900
Safety Profile	Poison by intravenous route. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

Caravone occurs in different forms. l-Carvone exhibits odor of spearmint, while d-carvone exhibits odor reminiscent of caraway.

Chemical Properties

clear colorless to pale yellow liquid

Uses

(R)-(-)-Carvone is used in the flavor and food industry such as chewing gum additives. It is used in air freshening products such as in essential oils as well as in aromatherapy and alternative medicine. It is used to prepare carvomenthol, carvomenthone, dihydrocarvone, carveol and limonene. It reacts with lithium dimethylcuprate to place a methyl group trans to the isopropenyl group with good stereoselectivity. It is also used as a mosquito repellent and prevent premature sprouting of potatoes. Further, it is employed as an important starting material for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1 and (4S,6R,7R)-trihydroxy-1-octyne derivatives. It is utilized as a vital raw material for the asymmetric total synthesis of natural products. In addition to this, it is used as a chiral starting material.

Definition

ChEBI: A carvone having (R) configuration.

Aroma threshold values

Detection: d-Carvone: 6.7 to 820 ppb; l-carvone: 2.7 to 600 ppb

General Description

(-)-Carvone, a monoterpene ketone which is the main active component of mentha plant species like Mentha spicata. It has antinociceptive activity which is found to be associated with decreased peripheral nerve excitability.

Synthesis

Carvone occurs in the dextro, levo and racemic form; l-carvone can be isolated from the essential oil of spearmint or is commercially synthesized from d-limonene; d-carvone is usually prepared by fractional distillation of oil of caraway, also from dillseed and dillweed oils, but this type differs in odor and flavors.

Material Safety Data Sheet(MSDS)

Questions And Answer

Spectrum Detail

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6485-40-1

Chemical Properties

Safety Data

Raw materials And Preparation Products

Raw materials

Hazard Information

Chemical Properties

Chemical Properties

Uses

Definition

Aroma threshold values

General Description

Synthesis

Material Safety Data Sheet(MSDS)

Questions And Answer

Description

References

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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