ChemicalBook > CAS DataBase List > CARVONE

CARVONE

Product Name
CARVONE
CAS No.
99-49-0
Chemical Name
CARVONE
Synonyms
DL-carvone;p-Mentha-6(1),8-dien-2-one;2-methyl-5-(1-methylethenyl)-2-Cyclohexen-1-one;5-Isopropenyl-2-methyl-2-cyclohexen-1-one;2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one;2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-;Karvon;Cavone;CARVONE;NSC 6275
CBNumber
CB0773601
Molecular Formula
C10H14O
Formula Weight
150.22
MOL File
99-49-0.mol
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CARVONE Property

Melting point:
230℃
Boiling point:
232℃ (760.0 Torr)
Density 
0.963 g/cm3 (15℃)
refractive index 
1.710
FEMA 
2249 | CARVONE
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Oil
color 
Light Orange to Light Brown
Odor
at 100.00 %. minty licorice
Odor Type
minty
JECFA Number
380
Dielectric constant
11.0(22℃)
Stability:
Light Sensitive
LogP
3.07
CAS DataBase Reference
99-49-0
EPA Substance Registry System
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)- (99-49-0)
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Safety

Hazardous Substances Data
99-49-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

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

P272Contaminated work clothing should not be allowed out of the workplace.

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

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

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
C184195
Product name
Carvone
Packaging
5g
Price
$160
Updated
2021/12/16
AK Scientific
Product number
6982AC
Product name
Carvone
Packaging
25g
Price
$100
Updated
2021/12/16
AHH
Product number
MT-04537
Product name
Carvone
Purity
98%
Packaging
2500g
Price
$418
Updated
2021/12/16
Chemenu
Product number
CM202210
Product name
2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
Purity
95%
Packaging
100g
Price
$527
Updated
2021/12/16
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CARVONE Chemical Properties,Usage,Production

Chemical Properties

Carvone occurs as (S)-(+)- carvone ([α]18 D +64.3°,), (R)-(?)-carvone ([α]20 D ?62.5°), or racemic carvone. The optical isomers differ considerably in their sensory properties. They occur in high percentages in a number of essential oils. (+)-Carvone is the main component of caraway oil (about 60%) and dill oil; (?)- carvone occurs in spearmint oil at a concentration of 70–80%.
Both (+)- and (?)-carvone are used to flavor a number of foods and beverages. (?)-Carvone is produced in much larger quantities and is mainly used in oral hygiene products.

Chemical Properties

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

Chemical Properties

Pale-yellowish or colorless liquid with a strong characteristic odor. Soluble in alcohol, ether, chloroform, propylene glycol, and mineral oils; insoluble in glycerol and water. Combustible.

Physical properties

The carvones are colorless to slightly yellow liquids.(+)-Carvone has a herbaceous odor reminiscent of caraway and dill seeds, whereas (?)-carvone has a herbaceous odor reminiscent of spearmint. Depending on the reaction conditions, hydrogenation of carvone yields either carveol or dihydrocarvone, which are also used as flavor compounds. When treated with strong acids, carvone isomerizes to carvacrol.

Occurrence

The optically active and inactive forms have been reported among the constituents of about 70 essential oils. The dextro form is present in carvi, Antheum graveolens, Antheum sowa, Lippia carviodora, Mentha arvensis, etc. The levo form is present in Metha vifidis var. crispa, Mentha longifolia from South Africa, Eucalyptus globules and several mint species. The racemic form is present in ginger grass, Litsea gutalemaleusis, lavender and Artemisia ferganensis. Reported found in citrus oil and juice (lemon, lime, orange), celery seed, anise, clove, coriander seed, calamus, caraway herb and dill seed.

Uses

Carvone is useful for the treatment of various metabolic disorders and GI related disorders.

Uses

Flavoring, liqueurs, perfumery, soaps.

Definition

A ketone derived from the terpene dipentene. It is optically active, occurring naturally in both d- and l-forms.

Preparation

In the past, (+)- and (?)-carvones were isolated by fractional distillation of caraway oil and spearmint oil, respectively. However, these carvones are now prepared synthetically, the preferred starting materials being (+)- and (?)- limonenes, which are converted into the corresponding optically active carvones. Since optical rotation is reversed in the process, (+)-limonene is the startingmaterial for (?)-carvone.
Thepreferred industrialmethod of carvone synthesis utilizes the selective addition of nitrosyl chloride to the endocyclic double bond of limonene. If a lower aliphatic alcohol is used as solvent, limonene nitrosochloride is obtained in high yield. It is converted into carvone oxime by elimination of hydrogen chloride in the presence of a weak base. Acid hydrolysis in the presence of a hydroxylamine acceptor, such as acetone, yields carvone.
An alternative process for the production of (?)-carvone has recently been commercialized. Starting from (+)-limonene 1,2-epoxide, a regioselective rearrangement of the epoxide leads to (?)-carveol (trans- :[2102-58-1]; cis- :[2102-59-2]). Thereaction is effected by the use of a catalyst consisting of a combination of metal salts and phenolic compounds.
(?)-Carveol is subsequently oxidized to (?)-carvone by anOppenauer oxidation or by dehydrogenation in the presence of special catalysts.The reaction may also be performed as a one-pot reaction.

Aroma threshold values

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

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 3435, 1984 DOI: 10.1021/jo00192a054
Synthesis, p. 223, 1980 DOI: 10.1055/s-1980-28975

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.

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CARVONE Suppliers

TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Quzhou Juhua Friendship Co., Ltd
Tel
0570-3066667
Fax
0570-3063388
Country
China
ProdList
3930
Advantage
58
RiZhao LiDeShi Chemical Co., Ltd.
Tel
010-51268198
Fax
010-63833209
Email
leadershipchem@126.com
Country
China
ProdList
2546
Advantage
58
Shanghai ideal Industrial Co., Ltd.
Tel
021-58957966 18930537195
Fax
021-60899437
Email
wouchina@126.com
Country
China
ProdList
3027
Advantage
58
GuangTuo Chemical (Shanghai) Co., Ltd.
Tel
021-60899189-8001 18918189673
Fax
021-60899304
Email
gtchem@126.com
Country
China
ProdList
2656
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
16166
Advantage
55
Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Fax
025-83263139
Email
sales@dolonchem.com
Country
China
ProdList
2331
Advantage
50
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9958
Advantage
58
Quzhou Rundong Chemical (Technology) Co.
Tel
0570-8789886 18892685668
Fax
0570-8789985
Email
info@rundongchemical.com
Country
China
ProdList
3970
Advantage
60
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4511
Advantage
55
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View Lastest Price from CARVONE manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
CARVONE 99-49-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 MT
Release date
2024-11-14
Hebei Weibang Biotechnology Co., Ltd
Product
CARVONE 99-49-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-31
Hebei Mojin Biotechnology Co., Ltd
Product
CARVONE 99-49-0
Price
US $50.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
5000KG
Release date
2023-08-09

99-49-0, CARVONERelated Search:


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