CAS 491-07-6

(±)-Isomenthone

Description:

(±)-Isomenthone, with the CAS number 491-07-6, is a chiral monoterpene ketone that is commonly found in essential oils, particularly in mint species. It is characterized by its pleasant minty aroma, making it valuable in the fragrance and flavor industries. The compound has a molecular formula of C10H18O and features a cyclohexane ring with a ketone functional group. Isomenthone exists as a racemic mixture, meaning it contains equal amounts of both enantiomers, which can exhibit different biological activities. This substance is typically colorless to pale yellow in appearance and is soluble in organic solvents. Its boiling point and density can vary, reflecting its volatile nature. In addition to its use in perfumery, (±)-Isomenthone may also have applications in the food industry as a flavoring agent. Safety data indicates that it should be handled with care, as it may cause irritation upon contact with skin or eyes. Overall, (±)-Isomenthone is an important compound in both natural and synthetic chemistry contexts.

Formula: C₁₀H₁₈O

InChI: InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/s2

InChI key: InChIKey=NFLGAXVYCFJBMK-MDWBIBFBNA-N

SMILES: [C@H](C)(C)[C@H]1C(=O)C[C@@H](C)CC1

Synonyms:

• (.+-.)-Isomenthone
• Cyclohexanone, 5-Methyl-2-Isopropyl-, Cis-
• Cyclohexanone, 5-methyl-2-(1-methylethyl)-, cis-
• Iso Menthone
• Isomenthon
• Isomentona
• cis-Menthone
• cis-p-Menthan-3-one
• cis-p-Menthone
• dl-Isomenthone
• p-Menthan-3-one, cis-
• rel-(2R,5R)-5-Methyl-2-(1-methylethyl)cyclohexanone
• α-Isomenthone
• 1-Methyl-4-isopropyl-3-cyclohexanone, cis-
• (1)-Isomenthone
• d,l-Isomenthone
• BRN 3195564
• Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (Z)-
• 2-Isopropyl-5-methyl-cyclohexanone
• Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-
• 4-07-00-00087 (Beilstein Handbook Reference)
• 5-Methyl-2-(1-methylethyl)cyclohexanone
• Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-
• FEMA No. 3460

Cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2R,5R)-rel-

CAS: 491-07-6

Formula: C₁₀H₁₈O

Purity: 98%

Color and Shape: Liquid

Molecular weight: 154.2493

Ref: IN-DA00DEDU

Isomenthone

CAS: 491-07-6

Isomenthone

Purity: 95%

Molecular weight: 154.25g/mol

Ref: 54-OR1004118

(±)-Isomenthone

CAS: 491-07-6

(±)-Isomenthone is a racemic, optically active compound primarily employed in determining optical activity [1].

Formula: C₁₀H₁₈O

Color and Shape: Solid

Molecular weight: 154.25

Ref: TM-T83585

(±)-Isomenthone

CAS: 491-07-6

Formula: C₁₀H₁₈O

Molecular weight: 154.25

Ref: 4Z-M-201001

Isomenthone

CAS: 491-07-6

Alicyclic ketone

Formula: C₁₀H₁₈O

Purity: ≥ 90.0 % (GC)

Color and Shape: Liquid

Molecular weight: 154.25

Ref: 5G-89328

(±)-Isomenthone

CAS: 491-07-6

Isomenthone is a natural product that belongs to the class of sesquiterpenoids. It is a racemic mixture of two enantiomers, (±)-isomenthone and (-)-isomenthone. Isomenthone has been shown to have herbicidal properties as well as insecticidal properties. It has been found to be effective against plant pathogens such as Pythium ultimum, Rhizoctonia solani, and Sclerotium rolfsii. The molecule also has the ability to inhibit the growth of bacteria due to its stereoselective nature. This property can be used in the future for the development of new antibiotics or antimicrobial agents. Isomenthone is also an antifungal agent that inhibits Candida albicans by inhibiting protein synthesis. The intermolecular hydrogen bonds between the hydroxyl groups on either side of the molecule are essential for this activity.

Formula: C₁₀H₁₈O

Purity: Min. 97.0 Area-%

Color and Shape: Clear Liquid

Molecular weight: 154.25 g/mol

Ref: 3D-FI163239

(±)-Isomenthone (Contains ~20% of trans-isomer)

CAS: 491-07-6

Stability Hygroscopic
Applications (±)-Isomenthone is a constituent of some commercial essential oils with antimicrobial and antioxidant properties.
References Baratta, M., et al.: Flavour Frag. J., 13, 235 (1998); Iscan, G., et al.: J. Agric. Food Chem., 50, 3943 (2002)

Formula: C₁₀H₁₈O

Color and Shape: Colourless

Molecular weight: 154.25

Ref: TR-I821330

(±)-Isomenthone

CAS: 491-07-6

Formula: C₁₀H₁₈O

Molecular weight: 154.25

Ref: ST-EA-CP-M127003