ChemicalBook > CAS DataBase List > D(+)-Carvone

D(+)-Carvone

Product Name
D(+)-Carvone
CAS No.
2244-16-8
Chemical Name
D(+)-Carvone
Synonyms
D-CARVONE;CARVOL;FEMA 2249;2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5S)-;D-CAVONE;D-Cavrone;(+)-carvon;(+)-CARVONE;Carvone,98%;(+)-Carvone
CBNumber
CB7178520
Molecular Formula
C10H14O
Formula Weight
150.22
MOL File
2244-16-8.mol
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D(+)-Carvone Property

Melting point:
88.9°C
Boiling point:
96-98 °C/10 mmHg (lit.)
alpha 
57 º (c=neat)
Density 
0.96 g/mL at 25 °C (lit.)
vapor pressure 
20.665hPa at 25℃
FEMA 
2249 | CARVONE
refractive index 
n20/D 1.499
Flash point:
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
Odor Type
minty
optical activity
[α]23/D +55.0±7°, neat
Water Solubility 
<0.1 g/100 mL at 25 ºC
Merck 
14,1874
JECFA Number
380
BRN 
2042970
Dielectric constant
11.0（22℃）
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents.
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
D-Carvone (2244-16-8)
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Safety

Hazard Codes 
Xi
Risk Statements 
22
Safety Statements 
24/25
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
Toxicity
LD50 oral in rat: 3710uL/kg
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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.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W224928
Product name
D-Carvone
Purity
≥96%, FG
Packaging
100g
Price
$76.5
Updated
2024/03/01
Sigma-Aldrich
Product number
W224928
Product name
D-Carvone
Purity
≥96%, FG
Packaging
1kg
Price
$204
Updated
2024/03/01
Sigma-Aldrich
Product number
W224928
Product name
D-Carvone
Purity
≥96%, FG
Packaging
5kg
Price
$711
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18410
Product name
(S)-(+)-Carvone
Purity
for synthesis
Packaging
25mL
Price
$64.9
Updated
2024/03/01
Sigma-Aldrich
Product number
22070
Product name
(+)-Carvone
Purity
analytical standard
Packaging
1ml
Price
$41
Updated
2024/03/01
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D(+)-Carvone Chemical Properties,Usage,Production

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

D(+)-Carvone is a clear colorless or pale yellow liquid. Darkens upon exposure to air and daylight. Sp.Gr. 0.97. BP. 230℃. Insoluble in water, soluble in alcohol and oils. Warm-herbaceous, breadlike, spicy and slightly floral odor, reminiscent of Caraway seed or Dill seed. Warm, sweet, spicy - herbaceous, breadlike taste.

Chemical Properties

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

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.

Uses

D(+)-Carvone is occasionally used in perfumes, but the lacvo-Carvone is often preferred here. It is used in flavor compositions as a fortifier for Caraway seed oil or Dill oil seed (in which oils this ketone is a major component). Since this isomer is rarely offered in the synthetic form, it has not become as popular as the laevo-Carvone. The use of Caraway-Dill flavor is confined to a few, although by volume very large, commercial products (Bread, Pickles. Spices, etc.).

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

General Description

Pale yellow or colorless liquid.

Air & Water Reactions

May be sensitive to prolonged exposure to light and air. Insoluble in water.

Reactivity Profile

D(+)-Carvone may be sensitive to prolonged exposure to light and air. Incompatible with strong oxidizing agents and strong reducing agents

Fire Hazard

D(+)-Carvone is combustible.

Flammability and Explosibility

Not classified

Safety Profile

Poison by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

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.

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.

First aid

Skin Contact: Flood all areas of body that have contacted the substance with water. Do not wait to remove contaminated clothing; do it under the water stream. Use soap tohelp assure removal. Isolate contaminated clothing whenremoved to prevent contact by others. Eye Contact: Removeany contact lenses at once. Flush eyes well with copious quantities of water or normal saline for at least 20-30 min. Seekmedical attention. Inhalation: Leave contaminated area immediately; breathe fresh air. Proper respiratory protection must besupplied to all rescuers. If coughing, difficult breathing, or anyother symptoms develop, seek medical attention at once, evenif symptoms develop many hours after exposure. Ingestion: Ifconvulsions are not present, give a glass or two of water ormilk to dilute the substance. Assure that the person’s airway isunobstructed and contact a hospital or poison center immediately for advice on whether or not to induce vomiting.

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

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.

D(+)-Carvone Preparation Products And Raw materials

Raw materials

Hydrogen Sulfide Artemisia oil Dill Oil

Preparation Products

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D(+)-Carvone Suppliers

Americas 1 Belgium 1 China 243 Europe 2 France 3 Germany 3 India 8 Japan 2 Switzerland 2 United Kingdom 5 United States 27 Global 297
Target molecule Corp.
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View Lastest Price from D(+)-Carvone manufacturers

airuikechemical co., ltd.
Product
d( )-carvOne 2244-16-8
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-08
Hebei Chuanghai Biotechnology Co,.LTD
Product
D-Carvone 2244-16-8
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-15
Shanghai Standard Technology Co., Ltd.
Product
(S)-(+)-Carvone 2244-16-8
Price
US $0.00/ml
Min. Order
0.1ml
Purity
GC≥98%
Supply Ability
100 ml
Release date
2020-05-25

2244-16-8, D(+)-CarvoneRelated Search:

Iron-dextran Spearmint oil Methylparaben Kresoxim-methyl Bensulfuron methyl METSULFURON METHYL Methyl acrylate Methyl acetate Thiophanate-methyl D(+)-Glucose Dextran Carvone,dihydro (S)-(+)-Mandelic acid alpha-Cypermethrin D-CAMPHOR Dexketoprofen trometamol (+)-GALLOCATECHIN (1S)-(+)-Camphor-10-sulphonic acid

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