(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone
D(+)-Carvone
CAS: 2244-16-8
Molecular Formula: C10H14O
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Names and Identifiers
| Name | D(+)-Carvone |
| Synonyms | CARVOL D-CARVONE (+)-CARVONE D(+)-Carvone CARVONE, (+)- (S)-(+)-Carvone ALPHA(+)-CARVONE D-6,8(9)-P-MENTHADIEN-2-ONE D-p-Mentha-6,8,(9)-dien-2-one (S)-(+)-p-Mentha-6,8-dien-2-one d-1-methyl-4-isopropenyl-6-cyclohexen-2-one (S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone 2-Methyl-4-(1-methylethenyl)-2-cyclohexene-1-one (5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one |
| CAS | 2244-16-8 |
| EINECS | 218-827-2 |
| InChI | InChI=1/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1 |
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Physico-chemical Properties
| Molecular Formula | C10H14O |
| Molar Mass | 150.22 |
| Density | 0.96 g/mL at 25 °C (lit.) |
| Melting Point | 88.9°C |
| Boling Point | 96-98 °C/10 mmHg (lit.) |
| Specific Rotation(α) | 57 º (c=neat) |
| Flash Point | 204°F |
| JECFA Number | 380 |
| Solubility | Soluble in propylene glycol, vegetable oil and mineral oil, miscible in ethanol, insoluble in glycerin and water. |
| Vapor Presure | 20.665hPa at 25℃ |
| Appearance | Colorless or light yellow transparent liquid |
| Color | Clear colorless to pale yellow |
| Merck | 14,1874 |
| BRN | 2042970 |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents. |
| Sensitive | Easy to absorb moisture, `sensitive` to light and air |
| Refractive Index | n20/D 1.499 |
| MDL | MFCD00062997 |
| Physical and Chemical Properties | Density 0.965 melting point 88.9°C boiling point 230°C refractive index 1.495-1.501 flash point 97°C specific rotation 57 ° (c = neat) water-soluble <0.1g/100 mL at 25°C |
| Use | Used as a synthetic Spice |
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| UN IDs | 2810 |
| WGK Germany | 1 |
| RTECS | OS8670000 |
| FLUKA BRAND F CODES | 8-9-23 |
| TSCA | Yes |
| HS Code | 29142900 |
| Hazard Note | Irritant |
| Hazard Class | 6.1(a) |
| Packing Group | II |
| Toxicity | LD50 oral in rat: 3710uL/kg |
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Reference
| Reference Show more | 1. Huang Zheng, Ge Xia. Determination of Carvone in Potato by Headspace Solid Phase Microextraction-Gas Chromatography [J]. Food Safety Guide, 2020(36):117-118. 2. [IF = 5.645] Chuan-Jiao Chen et al."Efficacy and mechanism of Mentha haplocalyx and Schizonepeta tenuifolia essential oils on the inhibition of Panax notoginseng pathogens." Ind Crop Prod. 2020 Mar;145:112073 3. [IF = 4.411] Li Chen et al."Screening a Strain of Klebsiella sp. O852 and the Optimization of Fermentation Conditions for Trans-Dihydrocarvone Production." Molecules. 2021 Jan;26(9):2432 4. [IF = 3.638] Lu-Lu Zhang et al.Identification of functional genes associated with the biotransformation of limonene to trans-dihydrocarvone in Klebsiella sp. O852.Journal Of The Science Of Food And Agriculture. 2021 Nov 20 |
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Nature
Open Data Verified Data
is a colorless to pale yellow liquid. Soluble in ethanol, acetone, chloroform and other organic solvents, difficult to dissolve in water and glycerol. Molecular weight 150. 22, boiling point 230~231 ℃, relative density 0. 955~960, flash point 88 ℃. Natural products are mainly found in celery oil (content of 50% ~ 60%) and essential oils of plants such as fennel seed oil, peppermint oil and anise oil.
Last Update：2024-01-02 23:10:35
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Preparation Method
Open Data Verified Data
I-type carvone can be obtained from spearmint essential oil, and d-type carvone can be obtained from Artemisia annua oil.
Last Update：2022-01-01 11:14:41
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Introduction
Insoluble in water, soluble in ethanol, ether, chloroform, propylene glycol and mineral oil, insoluble in glycerin.
Last Update：2022-10-16 17:15:03
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Use
Open Data Verified Data
can be used for edible spices.
Last Update：2022-01-01 11:14:41
(S)-(+)-5-Isopropenyl-2-methyl-2-cyclohexenone - Reference Information
| FEMA | 2249 | CARVONE |
| LogP | 3.07 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | dextrocarvone is used to synthesize fungal metabolite (-)-terpene flavin with anti-cancer activity. This oil was also found in the essential oils of ex vivo longleaf compound grass (M. longifolia) seedlings and callus, and could be used as a potential source of safety flavoring agents. Spices. Mainly used to prepare dill sweet wine, kimchi and spice flavors. Used as synthetic perfume |
| content analysis | determined by non-polar column method in GT-10-4. |
| toxicity | Adl 0~1.0 mg/kg(FAO/WHO. 1994). GRAS(FDA § 182.60,2000). LD50 3710 mg/kg (rat, oral). |
| usage limit | FEMA(mg/kg): soft drink 850; Cold drink 120; Candy 180; Baked food 110; Wine 130. Moderates are limited (FDA § 182.60,2000). |
| production method | can be made from Artemisia annua oil or dill oil by neutral sulfite method or hydrogen sulfide derivative. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | oral-rat LD50: 3.71 mg/kg |
| stimulation data | skin-rabbit 500 mg/24 hours mild |
| flammability hazard characteristics | thermal decomposition spicy stimulation smoke |
| storage and transportation characteristics | warehouse low temperature ventilation and drying; separate from food raw materials |
| fire extinguishing agent | water, carbon dioxide, foam, dry powder |
Last Update：2024-04-09 20:02:46
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Product Name: (S)-(+)-Carvone Visit Supplier Webpage Request for quotationCAS: 2244-16-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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