(-)-Carvone

Base Information Edit

Chemical Name:(-)-Carvone
CAS No.:6485-40-1
Molecular Formula:C10H14O
Molecular Weight:150.22
Hs Code.:29142900
European Community (EC) Number:229-352-5
UNII:5TO7X34D3D
DSSTox Substance ID:DTXSID7041413
Nikkaji Number:J15.688D
Wikidata:Q27089417
Metabolomics Workbench ID:28097
ChEMBL ID:CHEMBL2229268
Mol file:6485-40-1.mol

Synonyms:(-)-Carvone;6485-40-1;l-Carvone;(R)-(-)-Carvone;(R)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone;L(-)-Carvone;(R)-Carvone;Levo-carvone;(4R)-Carvone;R-(-)-Carvone;(-)-(R)-Carvone;(-)-p-Mentha-6,8-dien-2-one;Carvone, (-)-;2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5R)-;l-Carvone (natural);laevo-carvone;CHEBI:15400;(5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one;(-)-(4R)-carvone;l-p-Mentha-1(6),8-dien-2-one;UNII-5TO7X34D3D;l-1-Methyl-4-isopropenyl-6-cyclohexen-2-one;5TO7X34D3D;(R)-(-)-p-Mentha-6,8-dien-2-one;l-6,8(9)-p-Menthadien-2-one;(R)-2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one;CARVONE, L-;EINECS 229-352-5;(4R)-(-)-Carvone;p-Mentha-6,8-dien-2-one, (-)-;Carvol;AI3-36200;(R)-5-Isopropenyl-2-methyl-2-cyclohexenone;DTXSID7041413;EC 229-352-5;(R)-5-isopropenyl-2-methylcyclohex-2-en-1-one;(5R)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one;(5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one;(4R)-p-mentha-1(6),8-dien-2-one;FEMA NO. 2249, (-)-;MFCD00001578;p-Mentha-6,8-dien-2-one, (R)-(-)-;2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (R)-;(R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one;2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (theta)-;r-carvone;07V;5-isopropenyl-2-methylcyclohex-2-en-1-one;(+) Carvone;CARVONE L-FORM;CARVONE [FHFI];bmse000500;Epitope ID:141509;CARVONE L-FORM [MI];(5R)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one;SCHEMBL230994;(-)-CARVONE [FCC];CHEMBL2229268;DTXCID5021413;(R)-(-)-Carvone, 98%;L-Carvone, natural, 99%, FG;(-)-Carvone, analytical standard;(R)-p-mentha-6,8-dien-2-one;L-Carvone, >=97%, FCC, FG;Tox21_300931;AKOS006343214;CS-W018139;HY-W017423;LMPR0102090007;NCGC00248214-01;NCGC00254833-01;AC-13342;CAS-6485-40-1;(R)-CARVONE (CONSTITUENT OF MYRRH);C01767;D70933;EN300-298834;(R)-(-)- P-MENTHA-6,8-DIEN-2-ONE;(R)-CARVONE (CONSTITUENT OF MYRRH) [DSC];A834902;l - p - mentha - 1(6),8 - dien - 2 - one;W-104816;(-)-Carvone, primary pharmaceutical reference standard;(R)-5-Isopropenyl-2-methyl-2-cyclohexenone, Carvol;Q27089417;2-Methyl-5-(1-methylethenyl)-(R)-2-Cyclohexen-1-one;Z1201618601;(R)-2-METHYL-5-(1- METHYLETHENYL)-2-CYCLOHEXEN-1-ONE

Suppliers and Price of (-)-Carvone

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(R)-(-)-Carvone
250ml
$ 105.00

TCI Chemical
(R)-(-)-Carvone >99.0%(GC)
500mL
$ 145.00

TCI Chemical
(R)-(-)-Carvone >99.0%(GC)
25mL
$ 25.00

TCI Chemical
(R)-(-)-Carvone >99.0%(GC)
100mL
$ 51.00

Sigma-Aldrich
L-Carvone ≥97%,FCC,FG
1 SAMPLE-K
$ 50.00

Sigma-Aldrich
L-Carvone natural, 99%, FG
sample-k
$ 50.00

Sigma-Aldrich
L-Carvone ≥97%, FCC, FG
sample-k
$ 50.00

Sigma-Aldrich
(?)-Carvone analytical standard
5ml-f
$ 36.60

Sigma-Aldrich
(R)-(?)-Carvone 98%
5ml
$ 31.20

Sigma-Aldrich
(?)-Carvone analytical standard
1ml-f
$ 24.20

Total 125 raw suppliers

Chemical Property of (-)-Carvone Edit

Chemical Property:

Appearance/Colour:clear colorless to pale yellow liquid
Vapor Pressure:0.4 mm Hg ( 20 °C)
Melting Point:25.2oC
Refractive Index:n20/D 1.498
Boiling Point:230.5 °C at 760 mmHg
Flash Point:88.9 °C
PSA：17.07000
Density:0.94 g/cm³
LogP:2.48790
Storage Temp.:2-8°C
Solubility.:Chloroform, Methanol
Water Solubility.:PRACTICALLY INSOLUBLE
XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:150.104465066
Heavy Atom Count:11
Complexity:223

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-Carvone ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn
Statements: 22
Safety Statements: 36-24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CCC(CC1=O)C(=C)C
Isomeric SMILES:CC1=CC[C@H](CC1=O)C(=C)C
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.
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.

Technology Process of (-)-Carvone

There total 114 articles about (-)-Carvone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 99-48-9,1197-06-4,1197-07-5,2102-58-1,2102-59-2,5157-78-8,5503-11-7,7632-16-8,18383-51-2,22567-18-6,20307-86-2
(4R,6R)-carveol

: 6485-40-1,2244-16-8
(R)-Carvone

Guidance literature:: With oxygen; tris(triphenylphosphine)ruthenium(II) chloride; In 1,2-dichloro-ethane; under 760 Torr; Ambient temperature;
DOI:10.1039/c39810000907

Reference yield: 89.0%

: 36616-60-1
(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one

: 6485-40-1,2244-16-8
(R)-Carvone

Guidance literature:: With sodium hydroxide; thiourea dioxide; tetrabutylammomium bromide; In tetrahydrofuran; at 50 ℃; for 0.5h;
DOI:10.1016/S0040-4039(96)02451-3

Reference yield: 79.0%

: 677326-54-4
2,3-epoxy-5-isopropenyl-2-methylcyclohexanone

: 6485-40-1,2244-16-8
(R)-Carvone

Guidance literature:: With hydrogen; triethyl phosphite; In isopropyl alcohol; at 100 ℃; for 32h; under 6000.6 Torr; chemoselective reaction; Glovebox;
DOI:10.1039/d0cy01695k