3378-09-4

Basic information

• Product Name: BIPHENYL-3-YL(PHENYL)METHANONE
• Synonyms: BIPHENYL-3-YL(PHENYL)METHANONE;biphenyl-3-yl(phenyl)methanone(SALTDATA: FREE);[1,1'-Biphenyl]-3-yl(phenyl)methanone
• CAS NO: 3378-09-4
• Molecular Formula: C₁₉H₁₄O
• Molecular Weight: 258.32
• Mol File: 3378-09-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 434.209°C at 760 mmHg
• Flash Point: 191.893°C
• Appearance: /
• Density: 1.109g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: BIPHENYL-3-YL(PHENYL)METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: BIPHENYL-3-YL(PHENYL)METHANONE(3378-09-4)
• EPA Substance Registry System: BIPHENYL-3-YL(PHENYL)METHANONE(3378-09-4)

Safety Data

• Hazardous Substances Data: 3378-09-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 3857, 1996 DOI: 10.1016/0040-4039(96)00699-5

InChI:InChI=1/C19H14O/c20-19(16-10-5-2-6-11-16)18-13-7-12-17(14-18)15-8-3-1-4-9-15/h1-14H

Upstream product

• 103068-18-4 [(1,1'-biphenyl)-3-yl]magnesium bromide 
• 100-47-0 benzonitrile 
• 2113-57-7 3-bromobiphenyl 
• 119-61-9 benzophenone 
• 94-36-0 dibenzoyl peroxide 
• 98-80-6 phenylboronic acid 
• 7553-56-2 iodine 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 1016-78-0 3-chlorobenzophenone 
• 716-76-7 3-phenylbenzoic acid 
• 71-43-2 benzene 
• 5122-95-2 3-Biphenylboronic acid 
• 98-88-4 benzoyl chloride 

Downstream Products

• 873384-69-1 (+/-)-Hydroxy-phenyl-(biphenylyl-⁽³⁾)-methan 

Relevant articles and documents

The expedient and regioselective metalation of unprotected biphenyl-2-, -3-, and -4-carboxylic acids

Unprotected biphenyl-2-carboxylic acid can be cleanly metalated with sec-butyllithium at the position adjacent to the carboxylate and can then be subjected to site-selective electrophilic substitution. The remote C2′-position is attacked by the superbasic

Green and sustainable palladium nanomagnetic catalyst stabilized by glucosamine-functionalized Fe3O4@SiO2 nanoparticles for Suzuki and Heck reactions

A novel magnetic and heterogeneous palladium-based catalyst stabilized by glucosamine-functionalized magnetic Fe3O4@SiO2 nanoparticle was synthesized. The strategy relies on the covalently bonding of glucosamine to cyanuric chloride-functionalized magnetic nanoparticles followed by complexation with palladium. The structure of magnetic nanocatalyst was fully determined by FT-IR, XRD, DLS, FE-SEM, TEM, ICP, UV-Vis, TGA, VSM, and EDX. The obtained results confirmed that the palladium nanoparticles stabilized by glucosamine immobilized onto the magnetic support exhibited high activity in cross-coupling reactions of Suzuki-Miyaura and Mizoroki-Heck. Various aryl halides were coupled with arylboronic acid (Suzuki cross-coupling reaction) and olefins (Heck reactions) under the green conditions to provide corresponding products in high to excellent yields. Interestingly, the catalyst can be easily isolated from the reaction media by magnetic decantation and can subsequently be applied for consecutive reaction cycles (at least seven times) with no notable reduction in the catalytic activity.

Palladium(II) catalyzed Suzuki C–C coupling reactions with imino- and amino-phosphine ligands

A new series of bidentate PN type imino- (1–3) and amino-phosphine ligands (4–6) and their palladium(II) complexes [Pd(PN)Cl2] (1a–6a) have been synthesized and fully characterized using spectroscopic and analytical methods, including 31P, 1H, 13C NMR and FTIR spectroscopy and high resolution mass spectroscopy. The catalytic activities of the Pd(II) complexes were investigated for the Suzuki C–C coupling reactions of phenylboronic acid with aryl bromides using a substrate to catalyst ratio of 500/1. The effect of base, temperature and solvent has been investigated, and the highest reaction rates were observed at 80 °C in dimethylformamide (DMF) with K2CO3 as the base in 12 h. Under optimized reaction conditions, generally higher coupled product was obtained with substituted aryl bromides, including both electron-withdrawing (-formyl and -aceto) or -donating groups (-methyl and -methoxy) at -ortho or -para positions, except 2-bromoacetophenone which has bulkier -aceto group compared to the other aryl bromides.