Description References
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L(-)-Carvone

Description References
Product Name
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
Formula Weight
150.22
MOL File
6485-40-1.mol
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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)
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
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)
NIST Chemistry Reference
Carvone(6485-40-1)
EPA Substance Registry System
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5R)- (6485-40-1)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36-24/25
WGK Germany 
2
RTECS 
OS8650000
8-10-23
TSCA 
Yes
HS Code 
29142900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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N-Bromosuccinimide Price

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

clear colorless to pale yellow liquid

Chemical Properties

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

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.

L(-)-Carvone Preparation Products And Raw materials

Raw materials

Preparation Products

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L(-)-Carvone Suppliers

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View Lastest Price from L(-)-Carvone manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L(-)-Carvone 6485-40-1
Price
US $60.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-14
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L (-) -Carvone 6485-40-1
Price
US $120.00-65.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-29
Shandong Deshang Chemical Co., Ltd.
Product
L(-)-Carvone 6485-40-1
Price
US $10.00-7.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
10 tons
Release date
2024-06-05

6485-40-1, L(-)-CarvoneRelated Search:


  • (L)-(-)-P-MENTHA-6,8-DIEN-2-ONE
  • L-P-MENTHA-6,8-DIEN-2-ONE
  • LAEVO-CARVEONE
  • L(-)-CARVONE
  • L-CARVONE
  • L-1-METHYL-4-ISOPROPENYL-6-CYCLOHEXEN-2-ONE
  • FEMA 2249
  • (-)-CARVONE
  • CARVONE, (-)-
  • CARVOL
  • 1-Methyl-4-isopropenyl-6-cyclohexen-2-one
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  • (R)-(-)-5-ISOPROPHENYL-2-METHYL-2-CYCLOHEXENONE
  • P-MENTHA-6,8-DIEN-2-ONE
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  • (-)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol
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