20218-41-1

Basic information

• Product Name: (E)-1,2-Diphenyl-1-butene
• Synonyms: (E)-1,2-Diphenyl-1-butene;trans-α-Ethylstilbene
• CAS NO: 20218-41-1
• Molecular Formula: C₁₆H₁₆
• Molecular Weight: 208.3
• Mol File: 20218-41-1.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-1,2-Diphenyl-1-butene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1,2-Diphenyl-1-butene(20218-41-1)
• EPA Substance Registry System: (E)-1,2-Diphenyl-1-butene(20218-41-1)

Safety Data

• Hazardous Substances Data: 20218-41-1(Hazardous Substances Data)

Upstream product

• 501-65-5 diphenyl acetylene 
• 67-63-0 isopropyl alcohol 
• 97-93-8 triethylaluminum 
• 811-49-4 ethyllithium 
• 622-76-4 1-phenyl-1-butyne 
• 1271-19-8 bis(cyclopentadienyl)titanium dichloride 
• 1291-32-3 zirconocene dichloride 
• 214360-58-4 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 16282-16-9 1,2-diphenyl-butan-1-one 
• 13440-24-9 anti-1,2-dibromo-1,2-diphenylethane 
• 425-75-2 trifluoromethanesulfonic acid ethyl ester 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 106-38-7 para-bromotoluene 
• 52959-09-8 trans-1,2-diphenyl-1,3-butadiene 

Downstream Products

• 10540-29-1 tamoxifen 

Relevant articles and documents

Regioselective Synthesis of α-Functional Stilbenes via Precise Control of Rapid cis- trans Isomerization in Flow

The rapid cis-trans isomerization of α-anionic stilbene was regioselectively controlled by using flow microreactors, and its reaction with various electrophiles was conducted. The reaction time was precisely controlled within milliseconds to seconds at -50 °C to selectively give the cis- or trans-isomer in high yields. This synthetic method in flow was well-applied to synthesize precursors of commercial drug compound, (E)- and (Z)-tamoxifen with high regioselectivity and productivity.

Geometry-Constrained Iminopyridyl Palladium-Catalyzed Hydroarylation of Alkynes to Prepare Tri-substituted Alkenes Using Alcohol as Reductant

We developed an efficient and straightforward method to prepare tri-substituted alkenes through palladium-catalyzed hydroarylation of alkynes with aryl bromides. Diarylacetylenes and alkyl(aryl)acetylenes could be well hydroarylated with various aryl bromides in moderate to excellent yields. Mechanistic studies suggested that alcohol was the reductant to provide hydride through β-H elimination. Gram scale reaction further demonstrated the practicality and efficiency of the newly developed strategy. (Figure presented.).

Pd(OAc)2-Catalyzed Desulfinative Cross-Coupling of Sodium Sulfinates with β-Bromostyrenes: Synthesis of Tamoxifen

A Pd(OAc)2-catalyzed desulfinative cross-coupling of (Z)-β-halostyrenes with sodium sulfinates in the presence of PPh3 and Na2CO3 at reflux in good yields is reported. The stereocontrolled cross-coupling process provides a series of sulfonylmethyl (Z)-stilbenes. A synthesis of tamoxifen was studied.