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Synthetic aroma chemicals

(±)-Carvone

Also known as Carvone, 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone, Karvon

CAS 99-49-0Formula C10H14OMolar mass 150.22 g/molEC 202-759-5
GHS signal word: Warning. Pictograms: Harmful or irritant 39 suppliers listed
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(±)-Carvone chemical structure, C10H14O, CAS 99-49-0
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Pale-yellowish or colorless liquid
Melting point
25.2 °C
Boiling point
230 to 231
Solubility
In water, 1300 mg/L at 25 °C /L-Carvone/
HS code
291429
Category
Synthetic aroma chemicals
Illustrative photo, pale yellow liquid in a glass bottle and beaker on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is (±)-Carvone?

Plain description, key identifiers and synonyms

Carvone is a p-menthane monoterpenoid that consists of cyclohex-2-enone having methyl and isopropenyl substituents at positions 2 and 5, respectively. It has a role as an allergen. It is a member of carvones and a botanical anti-fungal agent.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
CAS number
99-49-0 CAS number cross-checkedOther or deprecated CAS: 22327-39-5
EC number
202-759-5
Molecular formula
C10H14O
UNII
75GK9XIA8I
MDL number
MFCD00062996
InChIKey
ULDHMXUKGWMISQ-UHFFFAOYSA-N
InChI
InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3
SMILES (canonical and isomeric)
CC1=CCC(CC1=O)C(=C)C

Synonyms

  • Carvone
  • 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
  • Karvon
  • 1-Carvone
  • p-Mentha-6,8-dien-2-one
  • Carvol
  • 2-Methyl-5-isopropenyl-2-cyclohexenone
  • Carvone (natural)
  • 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
  • 6,8(9)-p-Menthadien-2-one
  • 6,8-p-Menthadien-2-on
  • (+-)-Carvone
  • Carvon
  • limonen-6-one
  • delta(sup 6,8)-(9)-terpadienone-2
  • p-mentha-1(6),8-dien-2-one
  • Carvone, dl-
  • delta-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
  • 2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
  • Carvone, (+-)-
  • 4-07-00-00316 (Beilstein Handbook Reference)
  • 5-isopropenyl-2-methylcyclohex-2-en-1-one
  • (RS)-5-isopropenyl-2-methylcyclohex-2-en-1-one
  • 1-Methyl-4-isopropenyl-delta(6)-cyclohexen-2-one
  • 2-methyl-5-(1-methyl-1-ethenyl)-2-cyclohexen-1-one
Show all 38 synonyms
  • Carvone DL-form
  • carvone, (+--)-
  • Flavor and Extract Manufacturers' Association Number 2249
  • 5-isopropyl-2-methyl-2-cyclohexen-1-one
  • dl-Carvone
  • 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
  • 2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-
  • 2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
  • (+/-)-carvone
  • 6,8-p-Menthadien-2-one
  • 5-isopropenyl-2-methyl-cyclohex-2-en-1-one
  • Carvone, (+/-)-
  • (-)-2-Methyl-5-isopropenyl-2-cyclohexen-1-one

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Pale-yellowish or colorless liquidexp.
Melting point
25.2 °Cexp.
Boiling point
230 to 231exp.
Solubility
In water, 1300 mg/L at 25 °C /L-Carvone/exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
150.22 g/molcalc.
Exact mass
150.1045 Dacalc.
LogP (octanol/water)
2.49calc.
Topological polar surface area
17.07 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
1calc.
Rotatable bonds
1calc.
Heavy atoms
11calc.
Rings
1calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.5calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1C=CCCC1

O=C1C=CCCC1

1 ring, 7 atoms, the 2-Cyclohexen-1-one ring system.

1,362 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H317May cause an allergic skin reaction.
Precautionary statements (8)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

(±)-Carvone suppliers

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Where suppliers are based

39 suppliers in 8 countries

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(±)-Carvone price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

As oil of caraway, also for flavoring liqueurs, in perfumery and soaps.

Both (+)- and (-)-carvone are used to flavor a number of foods and beverages. (-)-Carvone is produced in much larger quantities and is mainly used in oral hygiene products.

The following uses have been identified for carvone: Pesticide: D-Carvone is currently authorised as an anti-sprouting substance for seed potatoes. L-Carvone (spearmint oil) is authorised as plant growth regulator for post-harvest treatment of potatoes. Feed additive: D-Carvone is used in a commercial product claimed to improve the growth rate of weaned piglets. Veterinary use: Carvi aetheroleum (containing D-carvone) is used in veterinary medicinal products to facilitate breathing in new-borne animals, and to treat flatulence and disturbances of the stomach and the gut in farmed animals.

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Flavoring substance and natural food occurrence: both D- and L-carvone are broadly used as flavoring substances in various food categories. In addition, foods containing carvone as naturally occurring constituent are used as ingredients with flavoring properties, for example, caraway seeds are used to flavor bread (e.g. rye bread), cheese, sauerkraut, candies, meat products, sauces and alcoholic liqueurs (e.g German Kummel). Personal care products: D- and L-Carvone are used in a variety of non-food consumer products, including cosmetics and personal care products. Some of these, such as toothpaste and mouthwash may result in oral intake of carvone. Medicinal use: Carvi aetheroleum and carvi fructus are registered as herbal medicinal products by the European Medicines Agency. Uses as a laxative, in colic treatment, as a breath freshener, or to help digestion in young children have been reported.

Pharmacological actions

  • Antineoplastic Agents, Phytogenic

Roles

  • aetiopathogenetic role
  • allergen

Functional uses

  • Deodorizer
  • Flavouring and nutrient
  • Fragrance

How it is made

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.

In the past, (+)- and (-)-carvones were isolated by fractional distillation of caraway oil and spearmint oil, respectively. However, these carvones are now prepared synthetically, preferably from (+)- and (-)-limonenes.

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The conventional industrial method of carvone synthesis utilizes the selective addition of nitrosyl chloride to the endocyclic double bond of limonene. An alternative commercial process for the production of (-)-carvone starts from (+)-limonene 1,2-epoxide, a regioselective rearrangement of which leads to (-)-carveol ... (-)-Carveol is subsequently oxidized to (-)-carvone, possibly in a one-pot reaction

Regulatory status

Inventories, regulations and trade controls that list this substance

Europe

  • EU harmonised classification (CLP Annex VI)
    Index no: 606-148-00-8[1]

Health and food

  • EU Cosmetics Regulation Annex III, restricted in cosmetics
    Name: Carvone, Ref no: 333, Annex ref: III/333

United States

  • TSCA inventory (USA)
    Status: Active in US commerce

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code (±)-Carvone is traded under.

HS 2914.29Indicative HS code

Cyclanic, cyclenic or cycloterpenic ketones without other oxygen function, other

World exports in 2024
$1B
+6.6% vs 2023, imports $980M
2019 to 2024
Top exporters
  1. China32.5%
  2. India * partner reported12.9%
  3. Germany12.3%
Top importers
  1. United States15.7%
  2. Japan8.7%
  3. Germany8.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for (±)-Carvone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about (±)-Carvone, based on the data on this page

What is (±)-Carvone?

Carvone is a p-menthane monoterpenoid that consists of cyclohex-2-enone having methyl and isopropenyl substituents at positions 2 and 5, respectively. It has a role as an allergen. It is a member of carvones and a botanical anti-fungal agent.

What is the CAS number of (±)-Carvone?

The CAS registry number of (±)-Carvone is 99-49-0. Other or deprecated CAS numbers: 22327-39-5.

What is the molecular formula and weight of (±)-Carvone?

The molecular formula of (±)-Carvone is C10H14O and its molar mass is 150.22 g/mol.

What is (±)-Carvone used for?

As oil of caraway, also for flavoring liqueurs, in perfumery and soaps. Both (+)- and (-)-carvone are used to flavor a number of foods and beverages. (-)-Carvone is produced in much larger quantities and is mainly used in oral hygiene products.

Is (±)-Carvone hazardous?

(±)-Carvone carries the GHS signal word "Warning". Main hazards: may cause an allergic skin reaction. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of (±)-Carvone?

(±)-Carvone is usually classified under HS code 291429 (Cyclanic, cyclenic or cycloterpenic ketones without other oxygen function, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy (±)-Carvone?

CompoundList lists 39 suppliers of (±)-Carvone in China, United States, United Kingdom, Spain and 4 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy (±)-Carvone in India?

1 supplier in India list (±)-Carvone on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of (±)-Carvone?

Suppliers quote (±)-Carvone on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle (±)-Carvone

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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