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, it is important to note that 1-METHOXY-4-PHENOXY-BENZENE can be toxic if ingested, inhaled, or absorbed through the skin, and it may cause irritation to the eyes, skin, and respiratory system. Therefore, proper safety precautions should be taken when handling and using this chemical.

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 
• 108-95-2 phenol 
• 18052-27-2 tert-butyldimethyl(phenoxy)silane 
• 696-62-8 para-iodoanisole 
• 100-67-4 potassium phenolate 
• 591-50-4 iodobenzene 
• 1122-95-8 sodium 4-methoxyphenolate 
• 105904-57-2 2-Brom-4-methoxy-diphenylaether 
• 108-86-1 bromobenzene 
• 150-76-5 4-methoxy-phenol 
• 139-02-6 sodium phenoxide 
• 16308-14-8 4-methoxy(diacetoxyiodo)benzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 101-55-3 4-Bromodiphenyl ether 

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 
• 54916-28-8 1-[4-(4-methoxyphenoxy)phenyl]ethanone 
• 15791-03-4 1,1,4,4-tetramethoxycyclohexa-2,5-diene 
• 108-95-2 phenol 
• 831-82-3 4-Phenoxyphenol 
• 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 
• 100-66-3 methoxybenzene 
• 71-43-2 benzene 
• 42203-37-2 1-bromo-4-(4-methoxyphenoxy)benzene 
• 26002-36-8 1-iodo-4-(4-methoxyphenoxy)benzene 
• 368-91-2 4-methoxybenzene-1-sulfonyl fluoride 

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.

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.

Light-Assisted Ullmann Coupling of Phenols and Aryl Halides: The Synergetic Effect Between Plasmonic Copper Nanoparticles and Carbon Nanotubes from Various Sources

Utilizing light and plastic wastes as resources to turn the wasted phenols and hazardous aryl halides into value added chemicals seems to be an attractive idea for alleviating the energy crisis and environmental problems. In this work, plasmonic copper nanoparticles (Cu NPs) were loaded onto carbon nanotubes (CNTs) from various sources including commercial CNTs and those derived from plastic wastes. Under visible-light irradiation, the catalyst could efficiently convert phenols and aryl halides to diaryl ethers. Similar with commercial CNTs, excellent activity is also achieved when utilizing CNTs derived from different kinds of plastic wastes as support for the system. Further investigation shows that the visible-light irradiation and light-excited plasmonic Cu NPs are necessary to inhibit the phenol degradation on CNTs and in turn promote the cross-coupling of phenol and aryl halides. Compared with metal oxides and other carbon materials, the excellent capability of CNTs to absorb light, to convert light to heat, and to adsorb both two reactants simultaneously are critical to enhance the activity of Cu NPs, achieving high yields of diaryl ethers. This study could provide a novel strategy for catalyst design and generate a more economically sustainable process.

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.