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

• 104-92-7 1-bromo-4-methoxy-benzene 
• 139-02-6 sodium phenoxide 
• 108-86-1 bromobenzene 
• 150-76-5 4-methoxy-phenol 
• 108-95-2 phenol 
• 1122-95-8 sodium 4-methoxyphenolate 
• 100-66-3 methoxybenzene 
• 105904-57-2 2-Brom-4-methoxy-diphenylaether 
• 696-62-8 para-iodoanisole 
• 591-50-4 iodobenzene 
• 831-82-3 4-Phenoxyphenol 
• 74-88-4 methyl iodide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1330681-27-0 (4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate 

Downstream Products

• 150-76-5 4-methoxy-phenol 
• 42592-67-6 4,4'-bis-(4-methoxy-phenoxy)-benzophenone 
• 78725-47-0 4-(4-methoxyphenoxy)benzaldehyde 
• 831-82-3 4-Phenoxyphenol 
• 26002-36-8 1-iodo-4-(4-methoxyphenoxy)benzene 
• 791108-77-5 1-methoxy-2-nitro-4-phenoxy-benzene 
• 93434-70-9 1-(4-(4-methoxyphenoxy)phenyl)propan-1-one 
• 54916-28-8 1-[4-(4-methoxyphenoxy)phenyl]ethanone 
• 92-69-3 4-Phenylphenol 
• 13522-82-2 5-methoxy-[1,1'-biphenyl]-2-ol 
• 620632-73-7 4-[4-(4-phenyloxazol-2-yl)phenoxy]-(methoxy)benzene 
• 620633-09-2 4-[4-(5-(phenyl)oxazol-2-yl)phenoxy]-(methoxy)benzene 
• 3933-94-6 4-Phenoxybiphenyl 
• 71-43-2 benzene 

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.

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.

Functionalization of graphene oxide with a hybrid P, N ligand for immobilizing and stabilizing economical and non-toxic nanosized CuO: an efficient, robust and reusable catalyst for the C-O coupling reaction in O-arylation of phenol

Herein, we report a promising graphene oxide (GO) anchored robust and thermally stable heterogeneous catalytic system containing the low cost and less toxic copper oxide as a catalytically active material for C-O coupling reactions. A hybrid ligand (i.e. PPh2-CH2-CH2-NH2) has been used for the first time for functionalization of the GO surface. This ligand grafted over GO sheets via covalent linkages acts as an efficient stabilizing and chelating agent for CuO nanoparticles through P and N donor sites to form the catalytic system (GO-PN-CuO). The powder X-ray diffraction (PXRD), infrared (IR) spectroscopy, X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), Brunauer-Emmett-Teller (BET) studies, scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), transmission electron microscopy (TEM) and Raman spectroscopy confirmed the step-wise formation of GO-PN-CuO. The catalytic potential of GO-PN-CuO has been explored for the C-O coupling reactions of phenols with several aryl bromides and chlorides under mild reaction conditions. The covalent linkage of the hybrid ligand with GO sheets and the strong binding abilities of P, N donor sites with CuO render high stability to GO-PN-CuO. As a result, the catalytic system offers the advantage of recyclability up to five reaction cycles without any considerable loss in activity.

Fe-MIL-101 modified by isatin-Schiff-base-Co: a heterogeneous catalyst for C-C, C-O, C-N, and C-P cross coupling reactions

A metal-organic framework functionalized with a cobalt-complex is preparedviapost-synthetic modification of Fe-MIL-101-NH2. Initially, Fe-MIL-101-NH2reacted with isatin to produce Fe-MIL-101-isatin-Schiff-base, which can anchor the cobalt by the addition of cobalt acetate. The resulting MOF-Co catalyst is characterized by employing multiple techniques. This new modified MOF acts as a heterogeneous and recyclable catalyst for efficient Ullmann, Buchwald-Hartwig, Hirao, Hiyama and Mizoroki-Heck cross-coupling reactions of several aryl halides/phenylboronic acid/phenyltosylate with phenols, anilines/heterocyclic amines, triethyl phosphite, triethoxyphenylsilane and alkenes and generates the expected coupling products in good to high yields.