2350-89-2

Basic information

• Product Name: 4-VINYLBIPHENYL
• Synonyms: Biphenyl, 4-vinyl-;p-Vinylbiphenyl;NSC 58060;PARA-PHENYLSTYRENE;4-Ethenylbiphenyl;1-ethenyl-4-phenylbenzene;1-ethenyl-4-phenyl-benzene;1-phenyl-4-vinyl-benzene
• CAS NO: 2350-89-2
• Molecular Formula: C₁₄H₁₂
• Molecular Weight: 180.25
• EINECS: 219-082-6
• Product Categories: Styrenes;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Biphenyl series
• Mol File: 2350-89-2.mol
• Article Data: 124

Chemical Properties

• Melting Point: 119-121 °C(lit.)
• Boiling Point: 301.7 °C at 760 mmHg
• Flash Point: 139.4 °C
• Appearance: /
• Density: 0.997
• Vapor Pressure: 0.00185mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: 2-8°C
• Water Solubility: Insoluble in water.
• BRN: 2039221
• CAS DataBase Reference: 4-VINYLBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-VINYLBIPHENYL(2350-89-2)
• EPA Substance Registry System: 4-VINYLBIPHENYL(2350-89-2)

Safety Data

• Statements: 36/37/38-53
• Safety Statements: 26-36/37/39-35
• WGK Germany: 3
• Hazardous Substances Data: 2350-89-2(Hazardous Substances Data)

Usage

Uses

4-Vinylbiphenyl intermediate is used in organic synthesis and in chemical research.

InChI:InChI=1/C14H12/c1-2-12-8-10-14(11-9-12)13-6-4-3-5-7-13/h2-11H,1H2

Upstream product

• 92-66-0 4-bromo-1,1'-biphenyl 
• 3536-96-7 vinylmagnesium chloride 
• 29079-00-3 4-ethynyl-1,1'-biphenyl 
• 84892-37-5 4-(2-methoxyethyl)-1,1'-biphenyl 
• 108-05-4 vinyl acetate 
• 3218-36-8 4-Phenylbenzaldehyde 
• 120825-00-5 2-Methyl-2-(4-biphenylyl)-1,3-dithiolane 
• 92-91-1 biphenyl-4-acetaldehyde 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 71844-24-1 p-biphenyldiazoethane 
• 925-93-9 ethyl [2]alcohol 
• 1073-67-2 4-vinylbenzyl chloride 
• 98-80-6 phenylboronic acid 
• 873869-19-3 1-(tert-butyl)-5-(methylsulfonyl)-1H-tetrazole 

Downstream Products

• 36099-26-0 2-([1,1′-biphenyl]-4-yl)oxirane 
• 92-91-1 biphenyl-4-acetaldehyde 
• 61502-90-7 4-Biphenylacetaldehyde 
• 3562-73-0 (S)-1-(p-biphenyl)ethanol 
• 37729-18-3 2-(biphenyl-4-yl)ethanol 
• 1070704-01-6 2-(1-([1,1'-biphenyl]-4-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1052650-70-0 C₁₈H₁₈O₂ 
• 1052651-08-7 C₁₈H₁₈O₂ 
• 1052650-67-5 C₁₈H₁₈O₂ 
• 1052651-11-2 C₁₈H₁₈O₂ 
• 1227053-84-0 N-(2-([1,1’-biphenyl]-4-yl)propyl)aniline 
• 1227053-89-5 N-(3-(biphenyl-4-yl)propyl)aniline 

Relevant articles and documents

Nickel-catalyzed vinylation of aryl chlorides and bromides with vinyl ZnBr · MgBrCl

The Ni-catalyzed cross-coupling of aryl halides and vinylzinc bromide for the synthesis of styrene derivatives was investigated. Of the catalysts surveyed, the combination of Ni(acac)2 and Xantphos was found to be the most effective for this cr

Palladium-Catalyzed Tail-to-Tail Reductive Dimerization of Terminal Alkynes to 2,3-Dibranched Butadienes

The palladium-catalyzed tail-to-tail reductive dimerization of terminal alkynes is described for the first time. Aromatic terminal alkynes bearing diverse and sensitive functional groups as well as aliphatic terminal alkynes are efficiently transformed to 2,3-dibranched butadienes. The key to achieve a selective tail-to-tail reductive dimerization reaction is to control appropriately the acidity of the reaction solution, which is accomplished by a combined use of pivalic acid and para-toluenesulfonic acid. The tail-to-tail reductive dimerization reaction is proposed to proceed via a cationic alkenyl palladium intermediate under acidic conditions.

Vinyl Thianthrenium Tetrafluoroborate: A Practical and Versatile Vinylating Reagent Made from Ethylene

The use of vinyl electrophiles in synthesis has been hampered by the lack of access to a suitable reagent that is practical and of appropriate reactivity. In this work we introduce a vinyl thianthrenium salt as an effective vinylating reagent. The bench-stable, crystalline reagent can be readily prepared from ethylene gas at atmospheric pressure in one step and is broadly useful in the annulation chemistry of (hetero)cycles, N-vinylation of heterocyclic compounds, and palladium-catalyzed cross-coupling reactions. The structural features of the thianthrene core enable a distinct synthesis and reactivity profile, unprecedented for other vinyl sulfonium derivatives.

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.