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L(-)-Carvone

CAS No.
6485-40-1
Chemical Name:
L(-)-Carvone
Synonyms
L-CARVONE;(-)-Carvone;(-)-CARVONE;(R)-(-)-CARVONE;CARVOL;Levo-carvone;(?)-Carvone;2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone;2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (R)-;L(-)-Car
CBNumber:
CB1733358
Molecular Formula:
C10H14O
Molecular Weight:
150.22
MDL Number:
MFCD00001578
MOL File:
6485-40-1.mol
MSDS File:
SDS
Last updated:2024-04-25 13:42:50

L(-)-Carvone Properties

Melting point 25°C
Boiling point 227-230 °C (lit.)
alpha -57 º (neat)
Density 0.959 g/mL at 25 °C (lit.)
vapor density 5.2 (vs air)
vapor pressure 0.4 mm Hg ( 20 °C)
refractive index n20/D 1.498
FEMA 2249 | CARVONE
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
Viscosity 2.72-17.054mm2/s
optical activity [α]20/D 61°, neat
Water Solubility PRACTICALLY INSOLUBLE
Merck 14,1874
JECFA Number 380
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P261-P264-P270-P280-P301+P312-P302+P352
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36-24/25
WGK Germany  2
RTECS  OS8650000
8-10-23
TSCA  Yes
HS Code  29142900
NFPA 704
2
2 0

L(-)-Carvone price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W224908 L-Carvone natural, 99%, FG 6485-40-1 100g $88.9 2024-03-01 Buy
Sigma-Aldrich W224908 L-Carvone natural, 99%, FG 6485-40-1 1kg $507 2024-03-01 Buy
Sigma-Aldrich W224901 L-Carvone ≥97%, FCC, FG 6485-40-1 1kg $102 2024-03-01 Buy
Sigma-Aldrich W224901 L-Carvone ≥97%, FCC, FG 6485-40-1 5kg $392 2024-03-01 Buy
Sigma-Aldrich 124931 (R)-(?)-Carvone 98% 6485-40-1 5ml $23.1 2024-03-01 Buy
Product number Packaging Price Buy
W224908 100g $88.9 Buy
W224908 1kg $507 Buy
W224901 1kg $102 Buy
W224901 5kg $392 Buy
124931 5ml $23.1 Buy

L(-)-Carvone Chemical Properties,Uses,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.

224966-84-1
6485-40-1
Synthesis of L(-)-Carvone from 2-Cyclohexen-1-one, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-, (5S,6S)-
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View Lastest Price from L(-)-Carvone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L(-)-Carvone pictures 2024-04-25 L(-)-Carvone
6485-40-1
US $10.00 / kg 1kg 99.8% 10000ton Ouhuang Engineering Materials (Hubei) Co., Ltd
L(-)-Carvone pictures 2023-09-06 L(-)-Carvone
6485-40-1
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
L(-)-Carvone pictures 2023-08-02 L(-)-Carvone
6485-40-1
US $0.00-0.00 / kg 1kg 0.99 500000kg Hebei Yibangte Import and Export Co. , Ltd.
  • L(-)-Carvone pictures
  • L(-)-Carvone
    6485-40-1
  • US $10.00 / kg
  • 99.8%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • L(-)-Carvone pictures
  • L(-)-Carvone
    6485-40-1
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
  • L(-)-Carvone pictures
  • L(-)-Carvone
    6485-40-1
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Yibangte Import and Export Co. , Ltd.
(L)-(-)-P-MENTHA-6,8-DIEN-2-ONE L-P-MENTHA-6,8-DIEN-2-ONE LAEVO-CARVEONE L(-)-CARVONE L-1-METHYL-4-ISOPROPENYL-6-CYCLOHEXEN-2-ONE FEMA 2249 CARVONE, (-)- 1-Methyl-4-isopropenyl-6-cyclohexen-2-one 1'CARVONE 6,8-p-menthadien-2-one (R)-(-)-P-MENTHA-6,8-DIEN-2-ONE (R)-5-ISOPROPENYL-2-METHYL-2-CYCLOHEXENONE (R)-(-)-5-ISOPROPHENYL-2-METHYL-2-CYCLOHEXENONE P-MENTHA-6,8-DIEN-2-ONE P-MENTHA-6,8-DIENE-2-ONE 4-MENTHA-6,8-DIEN-2ONE l-p-mentha-1(6),8-dien-2-one CARVONE (L) FCC L-CARVONE 97+% FCC L(-)-Carvone, 99+% (-)-carvone,l-p-mentha-6,8(9)-dien-2-one;1-methyl-4-isopropenyl-6-cycloxen-2-one,l-carvone 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5R)- (-)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol (-)-Carvone, (R)-(-)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, Carvol 2,3-Dimethyl-5-isopropylidene-cyclohexanone (-)-CARVONE WITH GC CARVON-LINKS l-p-Mentha-1(6),8-dien-2-on (5R)-2-Methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one [R,(-)]-2-Methyl-5-(1-methylvinyl)-2-cyclohexen-1-one L(-)-Carvone, 99+% 100GR L(-)-Carvone, 99+% 5GR (R)-(-)-CARVONE FOR SYNTHESIS L(-)-Car Spearmint Herb (-)-p-mentha-8-dien-2-one (4R)-(-)-Carvone (r)-(-)-p-mentha-8-dien-2-one (r)-2-cyclohexen-1-on (r)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one 2-methyl-5-(1-methylethenyl)-,(R)-2-Cyclohexen-1-one l-6,8(9)-p-Menthadien-2-one p-Mentha-6,8-dien-2-one, (R)-(-)- L-Carvone FCC (R)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone (R)-(-)-Carvone 98% L(-)-Carvone USP/EP/BP Spices L (-) -Carvone / Carvone E Liquid CAS 6485-40-1 2-[N-(benzenesulfonyl)-4-methoxyanilino]-N-(2-fluorophenyl)acetamide L-carvone 6485-40-1 carvone E:candyli(at)speedgainpharma(dot)com (R)-(-)-Carvone > (5R)-2-hydroxy-5-isopropenyl-cyclohex-2-en-1-one (-)-Carvone (?)-Carvone Levo-carvone 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (R)-