20218-42-2

Basic information

• Product Name: (Z)-1,2-Diphenyl-1-butene
• Synonyms: (Z)-1,2-Diphenyl-1-butene;cis-α-Ethylstilbene
• CAS NO: 20218-42-2
• Molecular Formula: C₁₆H₁₆
• Molecular Weight: 208.3
• Mol File: 20218-42-2.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-1,2-Diphenyl-1-butene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1,2-Diphenyl-1-butene(20218-42-2)
• EPA Substance Registry System: (Z)-1,2-Diphenyl-1-butene(20218-42-2)

Safety Data

• Hazardous Substances Data: 20218-42-2(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 64-17-5 ethanol 
• 584-02-1 2-pentanol 
• 121700-16-1 1,1-dichloro-2-phenyl-1-butene 
• 74-85-1 ethene 
• 501-65-5 diphenyl acetylene 
• 67-63-0 isopropyl alcohol 
• 96-10-6 diethylaluminium chloride 
• 557-20-0 diethylzinc 
• 252975-34-1 selenophosphoric acid Se-(1-benzoyl-1-phenylpropyl) ester O,O-diethyl ester 
• 624-31-7 4-tolyl iodide 
• 624731-39-1 (Z)-2-(1,2-diphenylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 624731-31-3 E-(Et)(C₆H₅)CC(C₆H₅)(SiMe₂C₅H₄N) 

Downstream Products

• 93-55-0 1-phenyl-propan-1-one 
• 65-85-0 benzoic acid 

Relevant articles and documents

Preparation and reactions of monocyclic bis(cyclopentadienyl)titanacyclopentenes and -pentadienes

A combination of Cp2TiCl2-2EtMgBr was found to be very effective for the formation of monocyclic titanacyclopentenes in excellent yields. On the other hand, a combination of Cp2TiCl2-2n-BuLi was used for intermolecular coupling of two alkynes to form titanacyclopentadienes in good to excellent yields. A reaction temperature range from -10 to -30°C was critical for the success of the combinations. Reactions of these in situ-prepared titanacycles show interesting similarities to or differences from their zirconacycle analogs.

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.

Yttrium-mediated conversion of vinyl grignard reagent to a 1,2-dimetalated ethane and its synthetic application

A new 1,2-dimetalated ethane was generated from a vinyl Grignard reagent in the presence of yttrium(III) chloride, sodium cyclopentadienide, and diisobutylaluminum hydride (Dibal). This reagent enables the regio- and stereoselective (metaloethyl)metalation of acetylenes to produce ethylated alkenes after hydrolysis. In addition to simple hydrolysis, further carbon-carbon bond formation or functionalization at the metaloethyl group is possible, demonstrating that the yttrium-based 1,2-dimetalated ethane works as a conjunctive reagent. In addition, the reactive dicarbanionic character of this reagent effects one-pot synthesis of cyclopronanols from esters via consecutive double carbonyl addition. Copyright