Identification | More | [Name]
D(+)-Carvone | [CAS]
2244-16-8 | [Synonyms]
CARVOL (+)-CARVONE CARVONE, (+)- d-1-methyl-4-isopropenyl-6-cyclohexen-2-one D-6,8(9)-P-MENTHADIEN-2-ONE D(+)-CARVONE D-CARVONE D-CAVONE D-p-Mentha-6,8,(9)-dien-2-one FEMA 2249 P-MENTHA-6,8-DIEN-2-ONE (S)-(+)-5-ISOPROPENYL-2-METHYL-2-CYCLOHEXANONE (S)-5-ISOPROPENYL-2-METHYL-2-CYCLOHEXENONE (S)-(+)-CARVONE (S)-(+)-P-MENTHA-6,8-DIEN-2-ONE (+)-carvon (s)-(+)-p-mentha-8-dien-2-one (s)-2-cyclohexen-1-on (s)-d-p-mentha-6,8,(9)-dien-2-one 2-methyl-5-(1-methylethenyl)-,(S)-2-Cyclohexen-1-one | [EINECS(EC#)]
218-827-2 | [Molecular Formula]
C10H14O | [MDL Number]
MFCD00062997 | [Molecular Weight]
150.22 | [MOL File]
2244-16-8.mol |
Chemical Properties | Back Directory | [Appearance]
Carvone is a pale yellow to white clear liquid. | [Melting point ]
88.9°C | [alpha ]
57 º (c=neat) | [Boiling point ]
96-98 °C/10 mmHg (lit.) | [density ]
0.960 g/mL at 20 °C(lit.)
| [vapor pressure ]
20.665hPa at 25℃ | [FEMA ]
2249 | [refractive index ]
n20/D 1.499
| [Fp ]
204 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
1300mg/l | [form ]
Liquid | [color ]
Clear colorless to pale yellow | [Odor]
at 100.00 %. spice mint bread caraway | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents. | [Odor Type]
minty | [optical activity]
[α]23/D +55.0±7°, neat | [Water Solubility ]
<0.1 g/100 mL at 25 ºC | [JECFA Number]
380 | [Merck ]
14,1874 | [BRN ]
2042970 | [Dielectric constant]
11.0(22℃) | [LogP]
3.07 at 25℃ | [CAS DataBase Reference]
2244-16-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (S)-(2244-16-8) | [EPA Substance Registry System]
2244-16-8(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
2810 | [WGK Germany ]
1
| [RTECS ]
OS8670000
| [F ]
8-9-23 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
6.1(a) | [PackingGroup ]
II | [HS Code ]
29142900 | [Safety Profile]
Poison by ingestion and
skin contact. A skin irritant. When heated to
decomposition it emits acrid smoke and
irritating fumes. | [Toxicity]
LD50 oral in rat: 3710uL/kg |
Hazard Information | Back Directory | [General Description]
Pale yellow or colorless liquid. | [Reactivity Profile]
D-CARVONE(2244-16-8) may be sensitive to prolonged exposure to light and air. Incompatible with strong oxidizing agents and strong reducing agents | [Air & Water Reactions]
May be sensitive to prolonged exposure to light and air. Insoluble in water. | [Potential Exposure]
Carvone is found in various natural
oils, including caraway and dillseed; mandarin peel and
spearmint oils. A food additive, it is used in flavoring
liqueurs; in perfumes and soaps. | [Fire Hazard]
This chemical is combustible. | [First aid]
Skin Contact: Flood all areas of body that have
contacted the substance with water. Don’t wait to remove
contaminated clothing; do it under the water stream. Use
soap to help assure removal. Isolate contaminated clothing
when removed to prevent contact by others. Eye contact:
Remove any contact lenses at once. Flush eyes well with
copious quantities of water or normal saline for at least
2030 minutes. Seek medical attention. Inhalation: Leave
contaminated area immediately; breathe fresh air. Proper
respiratory protection must be supplied to nay rescuers. If
coughing, difficult breathing, or any other symptoms
develop, seek medical attention at once, even if symptoms
develop many hours after exposure. Ingestion: If convulsions are not present, give a glass or two of water or milk
to dilute the substance. Assure that the person’s airway is
unobstructed and contact a hospital or poison center immediately for advice on whether or not to induce vomiting.
Storage: (1) Color code—Blue: Health Hazard/Toxics/
Poisons: Store in a secure poison location. (2) Color
code—Red: Flammability Hazard: Store in a flammable
liquid storage area or approved cabinet away from ignition
sources and corrosive and reactive materials. Store in a
cool, dry place, or in a refrigerator. | [Shipping]
UN2810 Toxic liquids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required | [Incompatibilities]
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. | [Description]
Carvone is a pale yellow to white clear liquid.Molecular weight=150.22; Boiling point=230℃; Flashpoint=93℃. Hazard Identification (based on NFPA 704 MRating System): Health 2, Flammability 2, Reactivity 0. | [Chemical Properties]
Caravone occurs in different forms. l-Carvone exhibits odor of spearmint, while d-carvone exhibits odor reminiscent
of caraway. | [Chemical Properties]
Carvone is a pale yellow to white clear liquid. | [Chemical Properties]
colourless or pale yellow liquid | [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]
(S)-(+)-Carvone can be used as a starting material to synthesize:
- (-)-Samaderine Y, a pentacyclic quassinoid.
- (-)-Ambrox, a terpenoid responsible for the odor of ambergris.
- 3β-Acetoxydrimenin (a sesquiterpene) via conjugated addition of potassium cyanide followed by base catalyzed Robinson annulation reaction.
- Thapsigargin family members such as trilobolide, nortrilobolide, and thapsivillosin F.
| [Definition]
ChEBI: A carvone having (S) configuration. | [Aroma threshold values]
Detection: d-Carvone: 6.7 to 820 ppb; l-carvone: 2.7 to 600 ppb | [Flammability and Explosibility]
Notclassified | [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. | [storage]
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Store in a cool, dry place or in a refrigerator |
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