3008-43-3

Basic information

• Product Name: 3-METHYLCYCLOHEXANE-1,2-DIONE
• Synonyms: 3-METHYLCYCLOHEXANE-1,2-DIONE;3-METHYL-1,2-CYCLOHEXANEDIONE;3-METHYL-1,2-CYCLOHEXADIONE;FEMA 3305;2-Cyclohexanedione,3-methyl-1;3-methyl-2-cyclohexanedione;3-METHYL-1 2-CYCLOHEXANEDIONE 98+%;3-Methylcyclohexane-1,2-dione, 98+%
• CAS NO: 3008-43-3
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.15
• EINECS: 221-122-2
• Product Categories: Alphabetical Listings;Flavors and Fragrances;M-N
• Mol File: 3008-43-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 61-63 °C(lit.)
• Boiling Point: 69-72 °C1 mm Hg(lit.)
• Flash Point: 69-72°C/1mm
• Appearance: /
• Density: 1.056g/cm³
• Vapor Pressure: 0.321mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: 3-METHYLCYCLOHEXANE-1,2-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLCYCLOHEXANE-1,2-DIONE(3008-43-3)
• EPA Substance Registry System: 3-METHYLCYCLOHEXANE-1,2-DIONE(3008-43-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 3008-43-3(Hazardous Substances Data)

Usage

Description

3-METHYLCYCLOHEXANE-1,2-DIONE, also known as 1-Methyl-2,3-cyclohexadione, is an organic compound that has a burnt, sweet odor. It is reported to be found as a volatile constituent in coffee and can be prepared from the ethyl ester of β-propionylbutyric acid and sodium ethylate.

Uses

Used in Flavor and Fragrance Industry:
3-METHYLCYCLOHEXANE-1,2-DIONE is used as a flavoring agent for its burnt, sweet odor, adding unique taste and aroma to various food and beverage products.
Used in Coffee Industry:
3-METHYLCYCLOHEXANE-1,2-DIONE is used as a natural constituent in coffee, contributing to its distinct aroma and flavor profile.
Used in Chemical Synthesis:
3-METHYLCYCLOHEXANE-1,2-DIONE can be used as a starting material or intermediate in the synthesis of other organic compounds and specialty chemicals.

Preparation

By the method described by Wallach; from the ethyl ester of γ-propionylbutyric acid and sodium ethylate

InChI:InChI=1/C7H10O2/c1-5-3-2-4-6(8)7(5)9/h5H,2-4H2,1H3/t5-/m0/s1

Upstream product

• 41597-25-5 2,6-dibromo-2-methylcylcohexanone 
• 7446-08-4 selenium(IV) oxide 
• 64-17-5 ethanol 
• 583-60-8 2-Methylcyclohexanone 
• 7664-93-9 sulfuric acid 
• 125627-38-5 2,3-dihydroxy-3-methyl-cyclohexanone 
• 21889-89-4 2,3-epoxy-3-methylcyclohexanone 
• 60060-44-8 2-bromocyclohexane-1,3-dienone 
• 109459-48-5 C₉H₁₄O₃ 
• 109459-52-1 10-Methyl-1,4-dioxa-spiro[4.5]decan-6-ol 
• 3400-81-5 2-amino-3-methylcyclohex-2-en-1-one 
• 109459-55-4 10-Methyl-1,4-dioxa-spiro[4.5]decan-6-one 
• 591-24-2 3-Methylcyclohexanone 
• 51326-26-2 α-bromo-3-methylcyclohex-2-en-1-one 

Downstream Products

• 18310-18-4 3-methyl-1,2-cyclohexanedione dioxime 
• 1394173-00-2 C₁₇H₂₆N₂OSi 
• 1394173-01-3 C₁₈H₂₆N₂O 
• 1394172-80-5 C₁₂H₁₄N₂O 
• 87394-07-8 3-methyl-2-[(3-methylbut-2-en-1-yl)oxy]cyclohex-2-en-1-one 
• 1208-47-5 6-benzylidene-2-methylcyclohexan-1-one 
• 488-17-5 3-methylbenzene-1,2-diol 
• 1418129-52-8 2-(4-methoxyphenylamino)-6-methylcyclohex-2-en-1-one 
• 1418129-51-7 6-methyl-2-(4-tolylamino)cyclohex-2-en-1-one 
• 1120-72-5 2-Methylcyclopentanone 
• 1193-18-6 3-methylcyclohexen-2-one 
• 120675-02-7 4-methyl-1-phenylsulfonylamino-4,5,6,7-tetrahydrobenzo-1,2,3-triazole 

Relevant articles and documents

Solid-acid catalysed rearrangement of cyclic α,β-epoxy ketones

Various cyclic α,β-epoxy ketones rearranged to α-formyl ketones and/or vicdiones in the presence of catalytic amounts of zeolites and montmorillonite K10. This provides an excellent alternative to conventional homogeneous systems with respect to yields and workup. Differences in product distribution and type of products in the rearrangement of pulegone oxide could be reasonably explained by invoking different pathways for homogeneous and heterogeneous catalysts.

The reaction of alpha,beta-unsaturated cycloalkenones with azides. I. The anomalous products in the Schmidt reaction.

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