671-18-1

Basic information

• Product Name: Benzene,1,1'-[(1Z)-1-fluoro-1,2-ethenediyl]bis-
• Synonyms: Benzene,1,1'-(1-fluoro-1,2-ethenediyl)bis-, (Z)-; Stilbene, a-fluoro-, (Z)- (8CI); (Z)-1-Fluoro-1,2-diphenylethylene;NSC 142256
• CAS NO: 671-18-1
• Molecular Formula: C14H11 F
• Molecular Weight: 198.24
• Mol File: 671-18-1.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: Benzene,1,1'-[(1Z)-1-fluoro-1,2-ethenediyl]bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene,1,1'-[(1Z)-1-fluoro-1,2-ethenediyl]bis-(671-18-1)
• EPA Substance Registry System: Benzene,1,1'-[(1Z)-1-fluoro-1,2-ethenediyl]bis-(671-18-1)

Safety Data

• Hazardous Substances Data: 671-18-1(Hazardous Substances Data)

Upstream product

• 129053-38-9 (E)-1-fluoro-1,2-diphenyl-2-(phenylseleno)ethylene 
• 109084-43-7 E-1-fluoro-2-chloro-1,2-diphenylethylene 
• 109084-44-8 (E)-(1-bromo-2-fluoroethene-1,2-diyl)dibenzene 
• 345-82-4 syn-1,2-Difluoro-1,2-diphenylethane 
• 960-16-7 tributylphenylstannane 
• 88410-14-4 (E)-1-bromo-1-fluoro-2-phenylethylene 
• 118559-15-2 (E)-β-bromo-β-fluorostyrene 
• 109-99-9 tetrahydrofuran 
• 1786-37-4 (1-bromo-2-fluoroethane-1,2-diyl)dibenzene 
• 501-65-5 diphenyl acetylene 
• 100-52-7 benzaldehyde 
• 61153-43-3 1-iodo-2-fluoro-1,2-diphenylethane 
• 345-82-4 1,2-difluoro-1,2-diphenylethane 
• 109084-42-6 (Z)-(1-bromo-2-fluoroethene-1,2-diyl)dibenzene 

Downstream Products

• 1391743-16-0 (E)-1-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolan-2’-yl)-1,2-diphenylethene 
• 68936-77-6 1,1,2-Trifluoro-1,2-diphenylethane 
• 724-66-3 α'-bromo-α,α-difluoro-bibenzyl 

Relevant articles and documents

Reversible C-F bond formation and the Au-catalyzed hydrofluorination of alkynes

The gold(I) fluoride complex [(SIPr)AuF] [SIPr = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene] reacts reversibly with 3-hexyne to form a (β-fluorovinyl)gold(I) species. The more stable fluorovinyl complex trans-{(SIPr)Au[(Ph)C=C(F)CH3]}, formed by addition of [(SIPr)AuF] across 1-phenyl-1-propyne, has been characterized crystallographically. Both the protonolysis of a (fluorovinyl)gold complex and the reaction of a cationic (alkyne)gold(I) complex with the mild HF source Et3N?3HF result in fluoroalkene formation. Electrophilic gold(I) complexes, supported by N-heterocyclic carbene ligands and generated in situ, catalyze the trans-hydrofluorination of internal alkynes at room temperature. This catalysis represents a new, selective, and potentially versatile method for the synthesis of fluoroalkenes. Copyright

Convergent Synthesis of Fluoroalkenes Using a Dual-Reactive Unit

Fluoroalkenes have shown importance as a metabolically stable isostere of amide compounds. To expedite the synthesis of diverse fluoroalkenes, we have developed a dual-reactive C2-unit, (Z)-1-boryl-1-fluoro-2-tosyloxyethene, containing nucleophilic and electrophilic moieties. Consecutive palladium-catalyzed cross-coupling reactions of this unit with aryl bromides and aryl boronic acids allow for the convergent synthesis of diverse trans-1,2-diaryl-substituted fluoroethenes in a chemoselective and stereoretentive manner.

Silver-Mediated Decarboxylative Fluorodiiodination of Alkynoic Acids: Synthesis of Regio- and Stereoselective Fluoroalkenes

A variety of arylalkynoic acids reacted with 1,3-diiodo-5,5-dimethylhydantoin and HF·pyridine in the presence of AgOAc to provide the corresponding 1-fluoro-2,2-diiodovinylarenes in good yields and high regioselectivity. In addition, Pd-catalyzed cross-co