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L(-)-Carvone

Description References

L(-)-Carvone

CAS No.6485-40-1
Chemical Name:L(-)-Carvone
CBNumber:CB1733358
Molecular Formula:C10H14O
Formula Weight:150.22
MOL File:6485-40-1.mol

L(-)-Carvone Property

Melting point 25°C
alpha -57 º (neat)
Boiling point 227-230 °C (lit.)
Density 0.959 g/mL at 25 °C (lit.)
vapor density 5.2 (vs air)
vapor pressure 0.4 mm Hg ( 20 °C)
FEMA 2249 | CARVONE
refractive index n20/D 1.498
Flash point 192 °F
storage temp. Keep in dark place,Inert atmosphere,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
biological source synthetic
Viscosity 2.72-17.054mm2/s
optical activity [α]20/D 61°, neat
Water Solubility PRACTICALLY INSOLUBLE
JECFA Number 380
Merck 14,1874
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)
EWG's Food Scores 1-2
FDA UNII 5TO7X34D3D
NIST Chemistry Reference Carvone(6485-40-1)
EPA Substance Registry System 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5R)- (6485-40-1)
UNSPSC Code 85151701
NACRES NA.24

Safety

Hazard Codes :Xn
Risk Statements :22
Safety Statements :36-24/25
WGK Germany :2
RTECS :OS8650000
F :8-10-23
TSCA :Yes
HS Code :29142900

NFPA 704:

	2
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H317
Precautionary statements P261-P264-P270-P280-P301+P312-P302+P352

L(-)-Carvone Price More Price(14)

Brand: Sigma-Aldrich(India)
Product number: W224908
Product name : L-Carvone
Purity: natural, 99%, FG
Packaging: 1SAMPLE-K
Price: ₹5347.55
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: W224908
Product name : L-Carvone
Purity: natural, 99%, FG
Packaging: 100G
Price: ₹8118.75
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: W224908
Product name : L-Carvone
Purity: natural, 99%, FG
Packaging: 500G
Price: ₹32550.78
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: W224908
Product name : L-Carvone
Purity: natural, 99%, FG
Packaging: 1KG
Price: ₹46146.98
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W224901
Product name : L-Carvone
Purity: ≥97%, FCC, FG
Packaging: 1SAMPLE-K
Price: ₹5141.88
Updated: 2022/06/14
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L(-)-Carvone Chemical Properties,Usage,Production

Description L-(-)-Carvone is the principal odor component of spearmint. It is with a refreshingly cool, minty odor and taste. It is used as flavor ingredient in a variety of foods and beverages, as well as in toothpaste and mouthwash. It is used as a fragrance in personal care products. It is intended for use in the manufacture of an area repellent for mosquitoes and biting flies. L-(-)-carvone is also used in agriculture as a sprout inhibitor of potatoes.
References [1] Charles S Sell, The Chemistry of Fragrances: From Perfumer to Consumer, 2nd Edition, 2006
[2] https://www.epa.gov
[3] K. J. Hartmans, P. Diepenhorst, W. Bakker and L. G. M. Gorris, The use of carvone in agriculture: sprout suppression of potatoes and antifungal activity against potato tuber and other plant diseases, Industrial Crops and Products, 1995, vol. 4, 3-13
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
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.
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.
Safety Profile Poison by intravenous route. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
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.