13395-76-1

Basic information

• Product Name: 2,3-dimethylcyclohexan-1-one
• Synonyms: 2,3-dimethylcyclohexan-1-one;CYCLOHEXANONE,2,3-DIMETHYL-;2,3-Dimethylcyclohexanone
• CAS NO: 13395-76-1
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.19616
• EINECS: 236-481-0
• Mol File: 13395-76-1.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 176.8°C at 760 mmHg
• Flash Point: 53.8°C
• Appearance: /
• Density: 0.882g/cm³
• Vapor Pressure: 1.07mmHg at 25°C
• Refractive Index: 1.433
• CAS DataBase Reference: 2,3-dimethylcyclohexan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dimethylcyclohexan-1-one(13395-76-1)
• EPA Substance Registry System: 2,3-dimethylcyclohexan-1-one(13395-76-1)

Safety Data

• Hazardous Substances Data: 13395-76-1(Hazardous Substances Data)

Usage

General Description

2,3-dimethylcyclohexan-1-one is a chemical compound with the molecular formula C9H16O. It is a cyclic ketone with a six-membered ring and two methyl groups attached to the third and fourth carbon atoms. 2,3-dimethylcyclohexan-1-one is commonly used as a flavoring agent in the food and beverage industry due to its pleasant aroma and taste. It is also used as an intermediate in the synthesis of various organic compounds and pharmaceuticals. 2,3-dimethylcyclohexan-1-one is a clear, colorless liquid with a slightly sweet and fruity odor. It is important to handle and store this chemical with care, as it can be flammable and may cause irritation to the skin and eyes.

InChI:InChI=1/C8H14O/c1-6-4-3-5-8(9)7(6)2/h6-7H,3-5H2,1-2H3

Upstream product

• 74173-18-5 trimethyl(3-methylcyclohex-1-enyloxy)silane 
• 333-27-7 methyl trifluoromethanesulfonate 
• 1122-20-9 2,3-dimethylcyclohex-2-en-1-one 
• 930-68-7 cyclohexenone 
• 544-97-8 dimethyl zinc(II) 
• 2207-01-4 cis-1,2-dimethylcyclohexane 
• 526-75-0 2,3-Dimethylphenol 
• 5048-19-1 hex-5-enenitrile 
• 6876-23-9 1,2-trans-dimethylcyclohexane 
• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 75-16-1 methylmagnesium bromide 
• 203319-65-7 (1R,2R)-1,2-Dimethyl-cyclohexane 
• 917-64-6 methyl magnesium iodide 
• 583-57-3 1,2-Dimethyl-cyclohexane 

Downstream Products

• 106591-61-1 2,3-dimethyl-6-phenoxy-cyclohexanone 
• 18707-82-9 1-Phenyl-2,3-dimethyl-cyclohexanol 
• 73328-30-0 6-hydroxymethylene-2,3-dimethylcyclohexanone 
• 294210-46-1 3,4-dimethyl-2-oxo-cyclohexanecarbaldehyde 
• 2808-72-2 cis-3,4-dimethylcyclohexene 
• 2808-72-2 trans-3,4-dimethylcyclohexene 

Relevant articles and documents

Total Synthesis of Paralemnolide A

The first total synthesis of tricyclic bisnorsesquiterpene paralemnolide A, isolated from the soft coral Paralemnalia thyrsoides, was achieved. This synthesis features the lactonization of the cyclohexene derivative having a tert-butyl ester via stereosel

The total synthesis of the new sesquiterpenoid (±)-fulvanin 1/sollasin a

The reaction of 2,3-dimethylcyclohexan-1-one (2) with the functionalized allylic bromide 3 produced regio- and stereoselectively a precursor (4) of the new sesquiterpenoid sollasin a/fulvanin 1 (1). Functional group transformations then completed the synt

Oxidation of Alkanes by Periodate Using a MnV Nitrido Complex as Catalyst

The design of catalytic systems that can selectively oxidize unactivated C?H bonds under mild conditions is a challenge to chemists. We report here that the manganese(V) nitrido complex [MnV(N)(CN)4]2? is a highly efficient catalyst for the oxidation of alkanes by periodate (IO4 ?) at ambient conditions. Excellent yields of alcohols and ketones (>95 %) are obtained with a maximum turnover number (TON) of 3000.

Catalytic Oxidation of Alkanes and Alkenes by H2O2 with a μ-Oxido Diiron(III) Complex as Catalyst/Catalyst Precursor

A new μ-oxo diiron(III) complex of the lithium salt of the pyridine-based unsymmetrical ligand 3-[(3-{[bis(pyridin-2-ylmethyl)amino]methyl}-2-hydroxy-5-methylbenzyl)(pyridin-2-ylmethyl)amino]propanoate (LiDPCPMPP), [Fe2(μ-O)(LiDPCPMPP)2](ClO4)2, has been synthesized and characterized. The ability of the complex to catalyze oxidation of several alkanes and alkenes has been investigated by using CH3COOH/H2O2 (1:1) as an oxidative system. Moderate activity in cyclohexane oxidation (TOF = 33 h-1) and good activity in cyclohexene oxidation (TOF = 72 h-1) were detected. Partial retention of configuration (RC = 53%) in cis- and trans-1,2-dimethylcyclohexane oxidation, moderate 3/2 selectivity (4.1) in adamantane oxidation, and the observation of a relatively high kinetic isotope effect for cyclohexane oxidation (KIE = 3.27) suggest partial metal-based oxidation, probably in tandem with free-radical oxidation. Low-temperature UV/Vis spectroscopy and mass spectrometric studies in the rapid positive detection mode indicate the formation of a transient peroxido species, [Fe2(O)(O2)(LiDPCPMPP)2]2+, which might be an intermediate in the metal-based component of the oxidation process. A μ-oxido diiron(III) complex, [Fe2(μ-O)(LiDPCPMPP)2](ClO4)2, was synthesized and characterized. This complex was used as catalyst in C-H bond oxidation with CH3COOH-H2O2 as chemical oxidant. Reactivity studies indicate that the oxidation process goes through a metal-based mechanism concomitant with a radical process.