70388-65-7

Basic information

• Product Name: (1Z)-1,4-Diphenyl-1-butene
• Synonyms: (1Z)-1,4-Diphenyl-1-butene;(Z)-1,4-Diphenyl-1-butene;1,1'-[(Z)-1-Butene-1,4-diyl]dibenzene
• CAS NO: 70388-65-7
• Molecular Formula: C₁₆H₁₆
• Molecular Weight: 208.3
• Mol File: 70388-65-7.mol
• Article Data: 52

Chemical Properties

• Melting Point: 36-38 °C(Solv: hexane (110-54-3))
• Boiling Point: 145-148 °C(Press: 13 Torr)
• Appearance: /
• Density: 1.0172 g/cm3
• CAS DataBase Reference: (1Z)-1,4-Diphenyl-1-butene(CAS DataBase Reference)
• NIST Chemistry Reference: (1Z)-1,4-Diphenyl-1-butene(70388-65-7)
• EPA Substance Registry System: (1Z)-1,4-Diphenyl-1-butene(70388-65-7)

Safety Data

• Hazardous Substances Data: 70388-65-7(Hazardous Substances Data)

Upstream product

• 30078-89-8 1,4-diphenyl-1-butanol 
• 536-74-3 phenylacetylene 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 132430-98-9 2-(1-Methyl-1H-imidazole-2-sulfonyl)-1,4-diphenyl-butan-1-ol 
• 18328-11-5 3-benzyl propionaldehyde 
• 591-51-5 phenyllithium 
• 495-71-6 phenacylacetophenone 
• 637-59-2 1-Bromo-3-phenylpropane 
• 100-52-7 benzaldehyde 
• 1589-82-8 phenylmagnesium bromide 
• 16853-85-3 lithium aluminium tetrahydride 
• 104-53-0 3-phenyl-propionaldehyde 
• 331258-90-3 C₂₅H₂₁O₃PS 
• 61124-61-6 3-phenylpropanal p-tosylhydrazone 

Downstream Products

• 1083-56-3 1,4-diphenylbutane 
• 134988-38-8 1-Phenyl-1,2,3,4-tetrahydro-naphthalene-2-sulfonic acid 
• 100-42-5 styrene 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 108-88-3 toluene 
• 95-13-6 1-indene 
• 108976-65-4 (1-Phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-methanol 
• 65095-05-8 1,2-epoxy-1,4-diphenylbutane 
• 65473-85-0 2-Phenethyl-3-phenyloxirane 
• 1191292-41-7 4-nitro-N-(1-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)benzenesulfonamide 
• 1191292-68-8 1-(4-nitrobenzenesulfonyl)-2-phenethyl-3-phenylaziridine 
• 1316316-68-3 2-(diphenylphosphoryl)-1,4-diphenylbutyl acetate 

Relevant articles and documents

Ready approach to poly(vinyldiphenylphosphine): A novel soluble polymer for conveniently conducting Wittig reactions

The novel poly(vinyldiphenylphosphine) could be easily prepared by using the reactions of the cheap poly(vinyl chloride) with sodium phosphides. Poly(vinyldiphenylphosphine) is soluble in common solvents while its corresponding phosphine oxide is hardly soluble in the solvents. Taking advantage of this different solubility, poly(vinyldiphenylphosphine) could be used as a soluble phosphinopolymer for the Wittig reactions. The reactions could take place efficiently to produce the corresponding olefins while the isolation of the products were simple since the resulted poly(vinyldiphenylphosphine oxide) was not soluble in the solvent and could be easily removed by filtration.

Dinuclear cobalt complex-catalyzed stereodivergent semireduction of alkynes: Switchable selectivities controlled by H2O

Catalytic semireduction of internal alkynes to alkenes is very important for organic synthesis. Although great success has been achieved in this area, switchable Z/E stereoselectivity based on a single catalyst for the semireduction of internal alkynes is a longstanding challenge due to the multichemo- and stereoselectivity, especially based on less-expensive earth-abundant metals. Herein, we describe a switchable semireduction of alkynes to (Z)- or (E)-alkenes catalyzed by a dinuclear cobalt complex supported by a macrocyclic bis pyridyl diimine (PDI) ligand. It was found that cis-reduction of the alkyne occurs first and the Z-E alkene stereoisomerization process is formally controlled by the amount of H2O, since the concentration of H2O may influence the catalytic activity of the catalyst for isomerization. Therefore, this protocol provides a facile way to switch to either the (Z)- or (E)-olefin isomer in a single transformation by adjusting the amount of water.

Transition Metal-Free sp3?sp3 Carbon-Carbon Coupling between Benzylboronic Esters and Alkyl Bromides

A transition metal-free coupling reaction of benzylboronic esters and alkyl halides has been developed. Both alkyl bromides and alkyl iodides were found to be competent substrates with the nucleophilic boronate intermediate generated from the combination of benzylboronic ester and an alkyllithium. Good chemoselectivity was observed for the reaction with the alkyl bromide in substrates with a second electrophile present. Both secondary and tertiary benzylboronic esters were effective nucleophiles in the reaction with primary alkyl halides. Mechanistic observations are consistent with a radical mechanism.