19962-23-3

Basic information

• Product Name: 1-methoxy-3-phenylmethoxy-benzene
• Synonyms: 1-methoxy-3-phenylmethoxy-benzene;1-Methoxy-3-(phenoxymethyl)benzene
• CAS NO: 19962-23-3
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.2598
• Mol File: 19962-23-3.mol

Chemical Properties

• Boiling Point: 332.6 °C at 760 mmHg
• Flash Point: 133.9 °C
• Appearance: /
• Density: 1.081 g/cm³
• Vapor Pressure: 0.000278mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-methoxy-3-phenylmethoxy-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxy-3-phenylmethoxy-benzene(19962-23-3)
• EPA Substance Registry System: 1-methoxy-3-phenylmethoxy-benzene(19962-23-3)

Safety Data

• Hazardous Substances Data: 19962-23-3(Hazardous Substances Data)

Usage

Structure

Benzene ring with a methoxy group and a phenylmethoxy group attached

Physical state

Colorless liquid

Odor

Mild, pleasant

Uses

Solvent in production of perfumes, flavorings, and pharmaceuticals; reagent in organic synthesis; intermediate in manufacturing of various chemicals

Hazards

Flammable; skin and eye irritation; reaction with oxidizing agents and strong acids

InChI:InChI=1/C14H14O2/c1-15-13-8-5-9-14(10-13)16-11-12-6-3-2-4-7-12/h2-10H,11H2,1H3

Upstream product

• 866097-01-0 1-(2-bromo-5-methoxybenzyloxy)benzene 
• 1053188-58-1 1-iodo-2-(3-methoxybenzyloxy)benzene 
• 6971-51-3 3-methoxybenzyl alcohol 
• 66003-76-7 Diphenyliodonium triflate 
• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 108-95-2 phenol 
• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 139-02-6 sodium phenoxide 
• 824-98-6 m-methoxybenzyl chloride 
• 591-31-1 3-methoxy-benzaldehyde 

Downstream Products

• 591-31-1 3-methoxy-benzaldehyde 
• 108-95-2 phenol 
• 1163-74-2 o-Methoxybenzaldehyde 2,4-dinitrophenylhydrazone 

Relevant articles and documents

Tetrabutyl ammonium bromide-mediated benzylation of phenols in water under mild condition

Benzylation of phenol was successfully achieved in water under room temperature mediated by tetrabutylammonium bromide (TBAB) for only 2 h affording the corresponding benzyl phenyl ether with good to excellent yields. This protocol is very efficient, simple, avoiding catalysts, easy to work-up after reaction, and especially 'green'.

Metal-free synthesis of aryl ethers in water

The first arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in water at low temperature, and excess amounts of the coupling partners are avoided.

Samarium(II)-mediated spirocyclization by intramolecular aryl radical addition onto an aromatic ring

(Chemical Equation Presented) Samarium(II)-mediated spirocyclization by intramolecular addition of aryl radicals onto an aromatic ring was achieved by the reaction of N-(2-iodophenyl)-N-alkylbenzamides with SmI2 in the presence of HMPA, yielding spirocyclic indolin-2-one derivatives. The ether congeners afford spirocyclic benzofuran derivatives in moderate yields by aryl radical addition onto a benzene ring without having an electron-withdrawing group. The reaction with other aryl groups such as naphthalene and indole rings is also described.

Direct arylation reactions catalyzed by Pd(OH)2/C: Evidence for a soluble palladium catalyst

Palladium hydroxide on carbon (Pearlman's catalyst) effectively catalyzes direct arylation reactions of aryl iodides and bromides, providing excellent arylation-to-hydrodehalogenation ratios (>30:1) with broad scope for both intra- and intermolecular arylation processes. Studies aimed at determining the nature of the active catalyst indicate that an active homogeneous palladium species is produced under the reaction conditions.

Substituent Dependence of the ?-Acceptor Induced Bond Cleavage Reactions of Benzyl Phenyl Ethers

The relative C-O bond cleavage reaction rates (krel) of eight substituted benzyl phenyl ethers (BPE's) have been measured.These C-O bond cleavage reactions were thermally initiated by 2,3-dichloro-5,6-dicyanoquinone (DDQ).The equilibrium constants (K) for charge-transfer complex formation of these BPE's with the electron acceptors DDQ and TCNE in the solvent methylene chloride have also been determined at room temperature.The best correlation of log krel for DDQ reactions has been observed in these reactions.From this data, hydride transfer to DDQ is the rate-determining step of the reaction.