ChemicalBook--->CAS DataBase List--->2244-16-8

2244-16-8

2244-16-8 Structure

2244-16-8 Structure
IdentificationMore
[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 PropertiesBack 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.
[biological source]

synthetic
[Odor Type]

minty
[Optical Rotation]

[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℃)
[Major Application]

agriculture
environmental
food and beverages
[Cosmetics Ingredients Functions]

FLAVOURING
PERFUMING
FRAGRANCE
[InChI]

1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m0/s1
[InChIKey]

ULDHMXUKGWMISQ-VIFPVBQESA-N
[SMILES]

CC(=C)[C@H]1CC=C(C)C(=O)C1
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317
[Precautionary statements ]

P261-P272-P280-P302+P352-P333+P313-P362+P364
[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
[REACH Registrations]

Active
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[HS Code ]

29142900
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Skin Sens. 1A
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrogen Sulfide-->Dill Oil
[Preparation Products]

(5R)-2-Methyl-5-(5-methyl-1-methylene-4-hexenyl)-2-cyclohexen-1-one
Hazard InformationBack 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

D-1-Methyl-4-isopropenyl-6-cyclohexen-2-one(2244-16-8).msds
Spectrum DetailBack Directory
[Spectrum Detail]

D(+)-Carvone(2244-16-8)1HNMR
D(+)-Carvone(2244-16-8)13CNMR
D(+)-Carvone(2244-16-8)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D(+)-Carvone, natural, 98%(2244-16-8)
[Alfa Aesar]

(S)-(+)-Carvone, 96%(2244-16-8)
[Sigma Aldrich]

2244-16-8(sigmaaldrich)
[TCI AMERICA]

(S)-(+)-Carvone,>97.0%(GC)(2244-16-8)
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