1655-69-2

Basic information

• Product Name: 1-METHOXY-4-PHENOXY-BENZENE
• Synonyms: 1-METHOXY-4-PHENOXY-BENZENE;4-METHOXYDIPHENYLOXIDE;1-Methoxy-4-phenyloxybenzene;4-Methoxydiphenyl ether;Phenyl 4-methoxyphenyl ether;Phenyl(4-methoxyphenyl) ether;p-Methoxyphenyl(phenyl) ether
• CAS NO: 1655-69-2
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23
• Mol File: 1655-69-2.mol
• Article Data: 170

Chemical Properties

• Melting Point: -10 °C
• Boiling Point: 295.4°C at 760 mmHg
• Flash Point: 116.5°C
• Appearance: /
• Density: 1.088g/cm³
• Vapor Pressure: 0.0027mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-METHOXY-4-PHENOXY-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXY-4-PHENOXY-BENZENE(1655-69-2)
• EPA Substance Registry System: 1-METHOXY-4-PHENOXY-BENZENE(1655-69-2)

Safety Data

• Hazardous Substances Data: 1655-69-2(Hazardous Substances Data)

Usage

General Description

1-METHOXY-4-PHENOXY-BENZENE, also known as hydroquinone monomethyl ether, is a chemical compound with the molecular formula C13H12O2. It is a colorless to pale yellow liquid with a faint, sweet, floral odor, and it is insoluble in water but soluble in organic solvents. This chemical is commonly used in the production of pesticides, as well as in the synthesis of pharmaceuticals, and it is also known for its potential use as a precursor in the manufacture of other chemicals. However,

InChI:InChI=1/C13H12O2/c1-14-11-7-9-13(10-8-11)15-12-5-3-2-4-6-12/h2-10H,1H3

Upstream product

• 108-86-1 bromobenzene 
• 150-76-5 4-methoxy-phenol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 108-95-2 phenol 
• 1122-95-8 sodium 4-methoxyphenolate 
• 100-66-3 methoxybenzene 
• 591-50-4 iodobenzene 
• 831-82-3 4-Phenoxyphenol 
• 74-88-4 methyl iodide 
• 108-98-5 thiophenol 
• 66003-76-7 Diphenyliodonium triflate 
• 1440729-97-4 2-(4-methoxyphenoxy)phenyl pivalate 
• 98-95-3 nitrobenzene 
• 639-58-7 triphenyltin chloride 

Downstream Products

• 150-76-5 4-methoxy-phenol 
• 93434-70-9 1-(4-(4-methoxyphenoxy)phenyl)propan-1-one 
• 92-69-3 4-Phenylphenol 
• 13522-82-2 5-methoxy-[1,1'-biphenyl]-2-ol 
• 368-91-2 4-methoxybenzene-1-sulfonyl fluoride 
• 42203-37-2 1-bromo-4-(4-methoxyphenoxy)benzene 
• 1695-04-1 2-methoxyphenyl phenyl ether 
• 71-43-2 benzene 
• 108-95-2 phenol 
• 100-66-3 methoxybenzene 
• 4096-20-2 N-phenyl piperidine 
• 144867-43-6 1-(cyclohexyloxy)-4-methoxybenzene 

Relevant articles and documents

New access to cross-coupling reaction between arylsilanes or heteroarylsilanes and aryl halides mediated by a copper(I) salt

Copper(I) salt can be used as a promoter for the cross-coupling reactions between aryl- or heteroarylsilanes and aryl halides without a fluoride ion. Under these mild conditions, even a substrate containing a fluoride ion-sensitive silyloxyl group was employed directly.

Ligand- and Counterion-Assisted Phenol O-Arylation with TMP-Iodonium(III) Acetates

High reactivity of trimethoxyphenyl (TMP)-iodonium(III) acetate for phenol O-arylation was achieved. It was first determined that the TMP ligand and acetate anion cooperatively enhance the electrophilic reactivity toward phenol oxygen atoms. The proposed method provides access to various diaryl ethers in significantly higher yields than the previously reported techniques. Various functional groups, including aliphatic alcohol, boronic ester, and sterically hindered groups, were tolerated during O-arylation, verifying the applicability of this ligand- and counterion-assisted strategy.

Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles

Functionalized nanocellulose was prepared and employed for immobilization of phenanthroline-copper(I) complex to afford cellulose nanofibril grafted heterogeneous copper catalyst [CNF-phen-Cu(I)]. This nanocatalyst was well characterized using FT-IR, NMR, XRD, CHNS, AAS, TGA, EDX and SEM. The activities of the synthesized catalyst were examined in the synthesis of diaryl ethers via C-O cross-coupling of phenols and aryl iodides, as well as, the preparation of N-aryl amides and N-aryl heterocycles through C-N cross-coupling of amides and N-H heterocycle compounds with aryl halides. In this trend, various substrates containing electron-donating and electron-withdrawing groups were exploited to evaluate the generality of this catalytic protocol. Accordingly, the catalyst demonstrated remarkable catalytic efficiency for both C-N and C-O cross-coupling reactions, thereby resulting in good to excellent yields of the desired products. Furthermore, the recoverability experiments of the catalyst showed that it can be readily retrieved by simple filtration and successfully reused several times with negligible loss of its catalytic activity.

Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe

A Cu-catalyzed cross-coupling reaction between aryl bromides and 9-BBN-OMe to provide aryl methyl ethers under mild conditions is reported. The oxalamide ligand BHMPO plays a key role in the transformation. Various functional groups on bromobenzenes are well tolerated, providing the desired anisole products in moderate to high yields.