29263-69-2

Basic information

• Product Name: 1,1'-Biphenyl, 4-(phenoxymethyl)-
• CAS NO: 29263-69-2
• Molecular Formula: C19H16O
• Molecular Weight: 260.335
• Mol File: 29263-69-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 4-(phenoxymethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 4-(phenoxymethyl)-(29263-69-2)
• EPA Substance Registry System: 1,1'-Biphenyl, 4-(phenoxymethyl)-(29263-69-2)

Safety Data

• Hazardous Substances Data: 29263-69-2(Hazardous Substances Data)

Usage

Chemical structure

1,1'-Biphenyl, 4-(phenoxymethyl)is a chemical compound with a biphenyl structure and a phenoxymethyl group attached to the 4-position of one of the phenyl rings.

Physical state

It is a white crystalline solid.

Solubility

Insoluble in water.

Building block

Used in the synthesis of various organic compounds and materials.

Polymers

Used in the production of polymers.

Dyes

Used in the synthesis of dyes.

Pharmaceuticals

Used as a starting material for the production of pharmaceuticals.

Agrochemicals

Used as a starting material in the production of agrochemicals.

Flame retardants

Used as a starting material in the production of flame retardants.

Industrial chemicals

Used as a starting material for the production of other industrial chemicals.

Biological activities and pharmacological properties

Has been studied for its potential biological activities and pharmacological properties, but further research is needed to fully understand its effects in living organisms.

Upstream product

• 2567-29-5 p-phenylbenzyl bromide 
• 108-95-2 phenol 
• 20600-22-0 1-bromo-4-(phenoxymethyl)benzene 
• 98-80-6 phenylboronic acid 
• 91718-22-8 1-iodo-4-(phenoxymethyl)benzene 
• 3597-91-9 biphenyl-4-yl methanol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 139-02-6 sodium phenoxide 

Downstream Products

• 6425-41-8 N-cyclohexylmorpholine 
• 496863-23-1 2-([1,1'-biphenyl]-4-ylmethyl)phenol 
• 78322-97-1 phenyl [1,1′-biphenyl]-4-carboxylate 
• 644-08-6 4-Methylbiphenyl 
• 1694-23-1 1,2-bis(4-phenylphenyl)ethane 
• 430430-71-0 ([1,1'-biphenyl]-4-ylmethyl)(phenyl)sulfane 

Relevant articles and documents

Thiourea-Catalyzed C?F Bond Activation: Amination of Benzylic Fluorides

We describe the first thiourea-catalyzed C?F bond activation. The use of a thiourea catalyst and Ti(OiPr)4 as a fluoride scavenger allows the amination of benzylic fluorides to proceed in moderate to excellent yields. Preliminary results with S- and O-based nucleophiles are also presented. DFT calculations reveal the importance of hydrogen bonds between the catalyst and the fluorine atom of the substrate to lower the activation energy during the transition state.

Deep Eutectic Solvent Compatible Metallic Catalysts: Cationic Pyridiniophosphine Ligands in Palladium Catalyzed Cross-Coupling Reactions

Cationic pyridiniophosphine ligands have been synthetized in an attempt to develop a deep eutectic solvents (DESs) compatible catalytic systems. These ligands, in combination with PdCl2, have been successfully applied to different palladium-catalyzed cross coupling reactions, such as Suzuki–Miyaura, Sonogashira, or Heck couplings. While traditional palladium ligands in DES medium failed to reproduce the results obtained in VOC solvents, these cationic phosphines improved the catalytic activity of palladium as no other traditional ligand could in such a polar medium. In addition, the recyclability of these processes was studied, allowing us to reuse both, catalyst and solvent up to 5 times in Suzuki and Sonogashira reactions without a significant drop in the catalytic activity. Regarding the structure of the Pd catalysts, titration, NMR, and DFT studies have clearly demonstrated the coordination properties of the DES-compatible cationic phosphine ligands.

Enabling nucleophilic substitution reactions of activated alkyl fluorides through hydrogen bonding

It was discovered that the presence of water as a cosolvent enables the reaction of activated alkyl fluorides for bimolecular nucleophilic substitution reactions. DFT calculations show that activation proceeds through stabilization of the transition structure by a stronger F···H 2O interaction and diminishing C-F bond elongation, and not simple transition state electrostatic stabilization. Overall, the findings put forward a distinct strategy for C-F bond activation through H-bonding.