2320-30-1

Basic information

• Product Name: 3,5-DIMETHYLCYCLOHEXANONE
• Synonyms: 3,5-DIMETHYLCYCLOHEXANONE;3,5-DIMETHYLCYCLOHEXANONE (MIXTURE OF ISOMERS);3,5-DIMETHYLCYCLOHEXANONE (MIXTURE OF ISOMERS) 98+%;Nsc21132;3,5-diMethylcyclohe×anone;product NaMe (3R,5S)-3,5-diMethylcyclohexanone
• CAS NO: 2320-30-1
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• EINECS: 211-104-2
• Mol File: 2320-30-1.mol
• Article Data: 41

Chemical Properties

• Melting Point: 9.25°C (estimate)
• Boiling Point: 179.85°C
• Flash Point: 53.8°C
• Appearance: /
• Density: 0,89 g/cm3
• Vapor Pressure: 0.808mmHg at 25°C
• Refractive Index: 1.4410-1.4440
• CAS DataBase Reference: 3,5-DIMETHYLCYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHYLCYCLOHEXANONE(2320-30-1)
• EPA Substance Registry System: 3,5-DIMETHYLCYCLOHEXANONE(2320-30-1)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: 1224
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2320-30-1(Hazardous Substances Data)

Usage

General Description

3,5-Dimethylcyclohexanone, also known as diisobutyl ketone, is a chemical compound with the molecular formula C10H18O. It is commonly used as a solvent in various industrial applications, including paints, lacquers, and varnishes. The compound is a clear, colorless liquid with a characteristic odor, and it is flammable at high temperatures. 3,5-Dimethylcyclohexanone is also used in the production of pesticides and as a flavoring agent in the food industry. It is considered to be relatively low in toxicity, with a moderate potential for skin and eye irritation. Additionally, it is important to handle this compound with proper safety precautions, including wearing protective gloves and eyewear, and ensuring adequate ventilation in the work environment.

InChI:InChI=1/C8H14O/c1-6-3-7(2)5-8(9)4-6/h6-7H,3-5H2,1-2H3/t6-,7+

Upstream product

• 1123-09-7 3,5-dimethyl-2-cyclohexen-1-one 
• 5441-52-1 3,5-dimethylcyclohexan-1-ol 
• 108-68-9 3,5-Dimethylphenol 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 6102-15-4 2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester 
• 7214-50-8 5-methylcyclohex-2-en-1-one 
• 75-24-1 trimethylaluminum 
• 54307-74-3 (R)-5-methyl-cyclohex-2-enone 
• 128441-46-3 (S)-3,5-dimethylhexenone 
• 75-16-1 methylmagnesium bromide 
• 544-97-8 dimethyl zinc(II) 
• 85014-36-4 1,3-dimethyl-5-methylenecyclohexane 

Downstream Products

• 41248-62-8 1-hydroxy-3,5-dimethyl-cyclohexanecarboxylic acid 
• 5095-67-0 (1-hydroxy-3,5-dimethyl-cyclohexyl)-acetic acid ethyl ester 
• 872280-33-6 2,4-dimethyl-6-oxo-cyclohexanecarbaldehyde 
• 114640-23-2 1,1-bis-(4-hydroxy-phenyl)-3,5-dimethyl-cyclohexane 
• 18613-19-9 (3,5-dimethyl-1-phenyl-cyclohexyl)-(3-morpholin-4-yl-propyl)-amine 
• 103263-12-3 2-Acetoxy-3,5-dimethyl-cyclohexanon 
• 107153-30-0 2,6-Diacetoxy-3,5-dimethyl-cyclohexanon-⁽¹⁾ 
• 824-30-6 2-Fluor-3,5-dimethyl-cyclohexanon 
• 21164-95-4 7,9-dimethylhexadecane 
• 21164-95-4 7,9-dimethylhexadecane 
• 139396-39-7 (3R,5R)-6-((3R,5R)-3,5-Dimethyl-cyclohex-1-enyl)-3,5-dimethyl-hexanoic acid methyl ester 
• 105661-80-1 (2R,4R)-4-((3R,5S)-3,5-Dimethyl-cyclohex-1-enyloxy)-pentan-2-ol 
• 105601-77-2 (2R,4R)-4-((3S,5R)-3,5-Dimethyl-cyclohex-1-enyloxy)-pentan-2-ol 
• 121360-34-7 Acetic acid (1R,3R)-3-((3R,5S)-3,5-dimethyl-cyclohex-1-enyloxy)-1-methyl-butyl ester 

Relevant articles and documents

Selective oxidation of alcohols to aldehydes/ketones over copper oxide-supported gold catalysts

Selective oxidation of alcohols to aldehydes/ketones with O2 over a series of supported gold catalysts was studied. The catalytic performance depends strongly on the support. It is also strongly influenced by the preparation method and the pH value and stirring rate during the co-precipitation process as a result of their effect on the structure of the support and the particle size and electronic state of gold. The Au/CuO co-precipitated at pH 10 and stirring rate 100 rpm showed high activity, selectivity, and stability. The reaction might occur via oxidative dehydroxylation of alcohols to aldehydes/ketones by direct β-CH elimination, as indicated by the IR result. The oxidation of different cycloalcohols showed that the activity increased with an increase in their methyl groups. Both conversion and ketone selectivity higher than 99% were achieved for cyclooctanol and cyclododecanol.

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A robust and stereocomplementary panel of ene-reductase variants for gram-scale asymmetric hydrogenation

We report an engineered panel of ene-reductases (ERs) from Thermus scotoductus SA-01 (TsER) that combines control over facial selectivity in the reduction of electron deficient C[dbnd]C double bonds with thermostability (up to 70 °C), organic solvent tolerance (up to 40 % v/v) and a broad substrate scope (23 compounds, three new to literature). Substrate acceptance and facial selectivity of 3-methylcyclohexenone was rationalized by crystallisation of TsER C25D/I67T and in silico docking. The TsER variant panel shows excellent enantiomeric excess (ee) and yields during bi-phasic preparative scale synthesis, with isolated yield of up to 93 % for 2R,5S-dihydrocarvone (3.6 g). Turnover frequencies (TOF) of approximately 40 000 h?1 were achieved, which are comparable to rates in hetero- and homogeneous metal catalysed hydrogenations. Preliminary batch reactions also demonstrated the reusability of the reaction system by consecutively removing the organic phase (n-pentane) for product removal and replacing with fresh substrate. Four consecutive batches yielded ca. 27 g L?1 R-levodione from a 45 mL aqueous reaction, containing less than 17 mg (10 μM) enzyme and the reaction only stopping because of acidification. The TsER variant panel provides a robust, highly active and stereocomplementary base for further exploitation as a tool in preparative organic synthesis.

Ductile Pd-Catalysed Hydrodearomatization of Phenol-Containing Bio-Oils Into Either Ketones or Alcohols using PMHS and H2O as Hydrogen Source

A series of phenolic bio-oil components were selectively hydrodearomatized by palladium on carbon into the corresponding ketones or alcohols in excellent yields using polymethylhydrosiloxane and water as reducing agent. The selectivity of the reaction was governed by the water concentration where selectivity to alcohol was favoured at higher water concentrations. As phenolic bio-oil examples cardanol and beech wood tar creosote were studied as substrate to the developed reaction conditions. Cardanol was hydrodearomatized into 3-pentadecylcyclohexanone in excellent yield. From beech wood tar creosote, a mixture of cyclohexanols was produced. No hydrodeoxygenation occurred, suggesting the applicability of the reported method for the production of ketone-alcohol oil from biomass. (Figure presented.).

A Scalable Synthesis of (R,R)-2,6-Dimethyldihydro-2H-pyran-4(3H)-one

A scalable synthesis of (R,R)-2,6-dimethyldihydro-2H-pyran-4(3H)-one is reported. Key to this strategy is the Ti(OiPr)4-catalyzed Kulinkovich cyclopropanation of silyl protected (R)-ethyl 3-hydroxybutanoate, and subsequent oxidative fragmentati