21175-18-8

Basic information

• Product Name: 4-[(E)-2-phenylethenyl]biphenyl
• CAS NO: 21175-18-8
• Molecular Formula: C₂₀H₁₆
• Molecular Weight: 256.341
• Mol File: 21175-18-8.mol
• Article Data: 69

Chemical Properties

• Boiling Point: 412.4°C at 760 mmHg
• Flash Point: 197.3°C
• Density: 1.077g/cm³
• Vapor Pressure: 1.24E-06mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 4-[(E)-2-phenylethenyl]biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(E)-2-phenylethenyl]biphenyl(21175-18-8)
• EPA Substance Registry System: 4-[(E)-2-phenylethenyl]biphenyl(21175-18-8)

Safety Data

• Hazardous Substances Data: 21175-18-8(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 2001-23-2 1-(biphenyl-4-yl)-2-phenylethanone 
• 4714-24-3 1-bromo-4-styrylbenzene 
• 98-80-6 phenylboronic acid 
• 106-41-2 4-bromo-phenol 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 101-49-5 2-(benzyl)-1,3-dioxolane 
• 3218-36-8 4-Phenylbenzaldehyde 
• 14595-77-8 bis(trimethylsilyl)phenylmethane 
• 3597-91-9 biphenyl-4-yl methanol 
• 3112-88-7 Benzyl phenyl sulfone 
• 31603-77-7 4-biphenylacetonitrile 
• 2094-69-1 benzyl pivalate 

Downstream Products

• 2039-69-2 (Z)-4-styryl-1,1'-biphenyl 
• 14310-35-1 4-phenethyl-1,1′-biphenyl 

Relevant articles and documents

Bimetallic Ni–Pd Synergism—Mixed Metal Catalysis of the Mizoroki-Heck Reaction and the Suzuki–Miyaura Coupling of Aryl Bromides

Abstract: A combination of Pd and Ni complexes activated aryl bromides for the thermal Mizoroki-Heck reaction and Suzuki coupling giving high yields in short reaction times. A thermal redox mechanism probably occurs whereby Ni complex transfers electron and reduces the Pd (II) to Pd (0) which then takes the reactants through the standard protocol of oxidative-addition, migratory insertion and reductive elimination, typical for the Mizoroki-Heck reaction and the Suzuki coupling. Graphic Abstract: [Figure not available: see fulltext.]

METHODS OF ARENE ALKENYLATION

The present disclosure provides for a rhodium-catalyzed oxidative arene alkenylation from arenes and styrenes to prepare stilbene and stilbene derivatives. For example, the present disclosure provides for method of making arenes or substituted arenes, in particular stilbene and stilbene derivatives, from a reaction of an optionally substituted arene and/or optionally substituted styrene. The reaction includes a Rh catalyst or Rh pre-catalyst material and an oxidant, where the Rh catalyst or Rh catalyst formed Rh pre-catalyst material selectively functionalizes CH bond on the arene compound (e.g., benzene or substituted benzene).

Tandem Acceptorless Dehydrogenative Coupling-Decyanation under Nickel Catalysis

The development of new catalytic processes based on abundantly available starting materials by cheap metals is always a fascinating task and marks an important transition in the chemical industry. Herein, a nickel-catalyzed acceptorless dehydrogenative coupling of alcohols with nitriles followed by decyanation of nitriles to access diversely substituted olefins is reported. This unprecedented C=C bond-forming methodology takes place in a tandem manner with the formation of formamide as a sole byproduct. The significant advantages of this strategy are the low-cost nickel catalyst, good functional group compatibility (ether, thioether, halo, cyano, ester, amino, N/O/S heterocycles; 43 examples), synthetic convenience, and high reaction selectivity and efficiency.