7429-44-9

Basic information

• Product Name: 2-METHOXYCYCLOHEXANONE
• Synonyms: 2-METHOXYCYCLOHEXANONE;2-methoxy-cyclohexanon;Cyclohexanone, 2-methoxy-;(RS)-2-methoxycyclohexanone
• CAS NO: 7429-44-9
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17
• EINECS: 231-071-8
• Product Categories: C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 7429-44-9.mol
• Article Data: 42

Chemical Properties

• Melting Point: 163 °C
• Boiling Point: 185 °C750 mm Hg(lit.)
• Flash Point: 157 °F
• Appearance: /
• Density: 1.02 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.574mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 2-METHOXYCYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYCYCLOHEXANONE(7429-44-9)
• EPA Substance Registry System: 2-METHOXYCYCLOHEXANONE(7429-44-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 7429-44-9(Hazardous Substances Data)

Usage

Description

2-Methoxycyclohexanone is an organic compound with the molecular formula C7H12O2. It is a colorless to pale yellow liquid and is an important intermediate in the synthesis of various chemicals and pharmaceuticals. It possesses a cyclohexanone ring with a methoxy group attached to the 2nd carbon, which influences its reactivity and properties.

Uses

Used in Catalyst Synthesis:
2-Methoxycyclohexanone is used as a reagent for the synthesis of a catalyst, specifically trans-?RuH(η1-?BH4)?(binap)?(1,?2-diamine). This catalyst has potential applications in various chemical reactions, including hydrogenation and hydroformylation processes.
Used in Pharmaceutical Synthesis:
2-Methoxycyclohexanone is also used in the synthesis of 2-(carbomethoxy)cyclohex-2-en-1-one, which is an intermediate in the production of pharmaceuticals. 2-METHOXYCYCLOHEXANONE can be further modified to create various drug molecules with different therapeutic properties.
Used in Chemical Research:
The conformational equilibrium of 2-methoxycyclohexanone has been studied by infrared spectroscopy, which provides valuable information about its structure and potential applications in various chemical and pharmaceutical processes.

InChI:InChI=1/C7H12O2/c1-9-7-5-3-2-4-6(7)8/h7H,2-5H2,1H3

Upstream product

• 533-60-8 cyclohexanone-2-ol 
• 67-56-1 methanol 
• 4471-09-4 N-benzylcyclohexylimine 
• 1424-22-2 1-cyclohexenyl acetate 
• 51595-54-1 1-Chlor-7-oxa-bicyclo<4.1.0>heptan 
• 124-41-4 sodium methylate 
• 1056477-06-5 2-bromocyclohexanone 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 3242-56-6 2-diazocyclohexanone 
• 2979-24-0 2-methoxycyclohexanol 
• 2979-24-0 cis-cyclohexane-1,2-diol monomethyl ether 
• 109314-65-0 1-nitrocyclohexene oxide 
• 2562-37-0 1-nitrocyclohexene 
• 865-33-8 potassium methanolate 

Downstream Products

• 1468-24-2 cyclohexane-1,2-dione-bis-(2,4-dinitro-phenylhydrazone) 
• 66031-44-5 1-butyl-2-methoxy-cyclohexanol 
• 66031-43-4 2-methoxy-1-methylcyclohexanol 
• 61840-88-8 2-Methoxy-α-phenylcyclohexan-1-ol 
• 66031-45-6 (1-Hydroxy-2-methoxy-cyclohexyl)-acetonitrile 
• 5108-86-1 (1-hydroxy-2-methoxy-cyclohexyl)-acetic acid ethyl ester 
• 61840-89-9 2-Methoxy-bicyclohexyl-1-ol 
• 148322-26-3 (+)-2-methoxy-1-(pyrid-3-yl)cyclohexanol 
• 66057-14-5 (2-methoxy-cyclohex-1-enyloxy)-trimethyl-silane 
• 66057-15-6 (6-methoxy-cyclohex-1-enyloxy)-trimethyl-silane 
• 108574-53-4 methoxy-6 (oxo-3 butyl)-2 cyclohexanone 
• 10300-04-6 2-methoxymethylenecyclohexane 
• 120917-32-0 E/Z-2-(RS)-methoxycyclohexaneimine 
• 120917-32-0 [2-Methoxy-cyclohex-(E)-ylidene]-(1-phenyl-ethyl)-amine 

Relevant articles and documents

Electrocatalytic hydrogenation of lignin monomer to methoxy-cyclohexanes with high faradaic efficiency

Developing efficient renewable electrocatalytic processes in chemical manufacturing is of commercial interest, especially from biomass-derived feedstock. Selective electrocatalytic hydrogenation (ECH) of biomass-derived lignin monomers to high-value oxygen-functional compounds is promising towards achieving this goal. However, ECH has to date lacked the satisfied selectivity to upgrade lignin monomers to high-value oxygenated chemicals due to the reduction of vulnerable ?OCH3 that exists in most lignin monomers. Herein we report carbon-felt supported ternary RhPtRu catalysts with a record faradaic efficiency (FE) of 62.8% and selectivity of 91.2% to methoxy-cyclohexanes (2-methoxy-cyclohexanol and 2-methoxy-cyclohexanone) from guaiacol, via a strong inhibition effect on the cleavage of the methoxy group, representing the best performance compared to previous reports. We further conducted a brief TEA to demonstrate a profitable ECH of guaiacol to high-value methoxy-cyclohexanes using our designed RhPtRu ternary catalysts.

POLITAG-Pd(0) catalyzed continuous flow hydrogenation of lignin-derived phenolic compounds using sodium formate as a safe H-source

Phenols are aromatic biobased compounds and as they are accessible from lignin depolymerization, they can be a useful platform chemicals to produce value-added products. Herein we report our recent investigations on the definition of an approach to the efficient continuous flow selective hydrogenation of phenols in water. Our protocol is based on the use of sodium formate as a clean and safe hydrogen source in combination with our newly defined heterogeneous POLITAG-Pd(0) catalytic system. POLITAG is a polymeric heterogeneous support decorated with pincer-type ionic ligands proven to be highly efficient for the stabilization of Pd(0) nanoparticles. The results obtained are remarkable in comparison with other protocols that employ sodium formate as H-source. Indeed, our investigation has been extended to a variety of differently substituted phenolic compounds that have been hydrogenated with excellent to good selectivity in continuous flow conditions. Durability of the catalyst has been also tested with a representative continuous processing of over 100 mmol that showed no loss in efficiency and minimal metal leaching.

Continuous Synthesis of Aryl Amines from Phenols Utilizing Integrated Packed-Bed Flow Systems

Aryl amines are important pharmaceutical intermediates among other numerous applications. Herein, an environmentally benign route and novel approach to aryl amine synthesis using dehydrative amination of phenols with amines and styrene under continuous-flow conditions was developed. Inexpensive and readily available phenols were efficiently converted into the corresponding aryl amines, with small amounts of easily removable co-products (i.e., H2O and alkanes), in multistep continuous-flow reactors in the presence of heterogeneous Pd catalysts. The high product selectivity and functional-group tolerance of this method allowed aryl amines with diverse functional groups to be selectively obtained in high yields over a continuous operation time of one week.