2206-38-4

Basic information

• Product Name: CYCLOHEXYLPHENYL ETHER
• Synonyms: Ether, cyclohexyl phenyl;Phenyl cyclohexyl ether;CYCLOHEXYLOXYBENZENE;CYCLOHEXYLPHENYL ETHER;AKOS 198;Phenoxycyclohexane;Cyclohexyl phenyl ether,95%;Cyclohexyl phenyl etherCyclohexyloxybenzene
• CAS NO: 2206-38-4
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 2206-38-4.mol
• Article Data: 59

Chemical Properties

• Boiling Point: 127-128 °C15 mm Hg(lit.)
• Flash Point: 65 °F
• Appearance: /
• Density: 1.078 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0195mmHg at 25°C
• Refractive Index: n20/D 1.525(lit.)
• CAS DataBase Reference: CYCLOHEXYLPHENYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXYLPHENYL ETHER(2206-38-4)
• EPA Substance Registry System: CYCLOHEXYLPHENYL ETHER(2206-38-4)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 9-16-26-33-36
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 2206-38-4(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to light yellow liquid

General Description

Cyclohexyl phenyl ether is an alkyl aryl ether. It undergoes thermolysis and aquathermolysis reactions to yield 1-methylcyclopentene and phenol as major products. Cyclohexyl phenyl ether can be synthesized from cyclohexyl bromide and phenol. It can also be prepared from 2-cyclohexen-1-one via oxidative aromatization in the presence of VO(OEt)Cl2 and cyclohexanol.

InChI:InChI=1/C12H16O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1,3-4,7-8,12H,2,5-6,9-10H2

Upstream product

• 108-85-0 1-bromocyclohexane 
• 139-02-6 sodium phenoxide 
• 110-83-8 cyclohexene 
• 108-95-2 phenol 
• 108-93-0 cyclohexanol 
• 953-91-3 cyclohexyl tosylate 
• 626-62-0 Cyclohexyl iodide 
• 100-66-3 methoxybenzene 
• 930-68-7 cyclohexenone 
• 1146-49-2 <2-(p-tolylsulfonyl)hydrazino>cyclohexane 
• 7637-07-2 boron trifluoride 
• 106-22-9 Citronellol 
• 110-82-7 cyclohexane 
• 122-79-2 Phenyl acetate 

Downstream Products

• 1943-95-9 meta-cyclohexylphenol 
• 108-93-0 cyclohexanol 
• 1131-60-8 p-cyclohexylphenol 
• 108-95-2 phenol 
• 119-42-6 2-cyclohexylphenol 
• 30752-31-9 1-bromo-4-(cyclohexyloxy) benzene 
• 110-83-8 cyclohexene 
• 71-43-2 benzene 
• 73007-69-9 [¹⁸O]-cyclohexanone 
• 931-56-6 2-methoxycyclohexane 
• 4645-15-2 dicyclohexyl ether 
• 110-82-7 cyclohexane 
• 1418096-39-5 chloro(2-(cyclohexyloxy)phenyl)(2,6-dimethoxyphenyl)phosphine 
• 1418096-34-0 2-lithium-cyclohexyloxybenzene 

Relevant articles and documents

Copper(II)-catalyzed O-phenylation of alcohols with organobismuth(V) reagents: A convenient method for the synthesis of simple tert-alkyl phenyl ethers

A convenient method for copper(II)-catalyzed O-phenylation of simple alcohols with organobismuth(V) compounds under mild conditions is described. Treatment of tetraphenylbismuth fluoride (Ph4BiF) with various simple alcohols in the presence of

Rational synthesis of palladium nanoparticles modified by phosphorous for the conversion of diphenyl ether to KA oil

Conversion of lignin-derived molecules into value-added chemicals is critical for sustainable chemistry but still challenging. Herein, phosphorus-modified palladium catalyzed the degradation of lignin-derived 4-O-5 linkage to produce KA oil (cyclohexanone-cyclohexanol oil) was reported. The reaction proceeds via a restricted partial hydrogenation-hydrolysis pathway. Phosphorus-modified palladium catalyst suppressed the full hydrogenation of diary ether, which was the key point to produce KA oil selectively. Under the optimized conditions, the 4.5 nm Pd-P NPs could catalyze the conversion of 4-O-5 linkage into KA oil in 83% selectivity with a high production rate of 32.5 mmol·g?1Pd·min?1. This study represented an original method for KA oil production.

Hydrodeoxygenation of Lignin-Derived Aromatic Oxygenates Over Pd-Fe Bimetallic Catalyst: A Mechanistic Study of Direct C–O Bond Cleavage and Direct Ring Hydrogenation

Hydrodeoxygenation of lignin-derived phenols could be achieved generally with three reaction pathways: tautomerization, direct ring hydrogenation and direct C–O bond cleavage. The former pathway has been extensively studied over Pd/Fe catalyst in liquid-phase reaction, however, the contribution of the latter two is yet subject to further investigations. In this report, a comparative study of direct C–O bond cleavage and direct ring hydrogenation reaction pathways is presented on Pd/Fe, Fe and Pd/C catalysts using diphenyl ether as modelling compound. Despite its much higher activation energy than direct ring hydrogenation, direct C–O bond cleavage is dominant over Pd/Fe with much higher rates than the monometallic analogues due to the synergic catalysis of Pd–Fe. Based on this study and our previous results, the detailed reaction network for HDO of diphenyl ether is proposed. Graphic Abstract: [Figure not available: see fulltext.]

CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions

Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].