159957-00-3

Basic information

• Product Name: Benzene, 1-(2,2-dibromoethenyl)-4-fluoro-
• Synonyms: Benzene,1-(2,2-dibromoethenyl)-4-fluoro;1-(2,2-dibromovinyl)-4-fluorobenzene
• CAS NO: 159957-00-3
• Molecular Formula: C8H5Br2F
• Molecular Weight: 279.934
• Mol File: 159957-00-3.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 259.4±25.0 °C(Predicted)
• Density: 1.940±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1-(2,2-dibromoethenyl)-4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-dibromoethenyl)-4-fluoro-(159957-00-3)
• EPA Substance Registry System: Benzene, 1-(2,2-dibromoethenyl)-4-fluoro-(159957-00-3)

Safety Data

• Hazardous Substances Data: 159957-00-3(Hazardous Substances Data)

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 558-13-4 carbon tetrabromide 
• 401514-49-6 [(4-fluorophenyl)methylidene]hydrazine 

Downstream Products

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 74929-23-0 3-(4-fluorophenyl)-2-propynal 
• 1262966-52-8 diisopropyl (E)-(4-fluorostyryl)phosphonate 
• 37859-33-9 2-(4-fluorobenzyl)benzo[d]thiazole 
• 1430234-79-9 1,5-bis(4-fluorophenyl)penta-1,4-diyn-3-ol 
• 1430234-44-8 1,5-bis(4-fluorophenyl)penta-1,4-diyn-3-one 
• 1426841-22-6 4-(4-fluorophenyl)-2,2-dimethylbut-3-ynenitrile 
• 1426841-41-9 2-ethyl-4-(4-fluorophenyl)-2-methylbut-3-ynenitrile 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 95895-33-3 1-(bromoethynyl)-4-fluorobenzene 
• 70250-73-6 4-(4-fluorophenyl)but-3-yn-1-ol 
• 1645-21-2 2-(4-fluorophenyl)-4H-chromen-4-one 
• 405-29-8 (4-fluorophenyl)phenylacetylene 
• 440-40-4 3-Fluorophenanthrene 

Relevant articles and documents

Iron-Catalyzed Regioselective Alkenylboration of Olefins

The first examples of an iron-catalyzed three-component synthesis of homoallylic boronates from regioselective union of bis(pinacolato)diboron, an alkenyl halide (bromide, chloride or fluoride), and an olefin are disclosed. Products that bear tertiary or quaternary carbon centers could be generated in up to 87 % yield as single regioisomers with complete retention of the olefin stereochemistry. With cyclopropylidene-containing substrates, ring cleavage leading to trisubstituted E-alkenylboronates were selectively obtained. Mechanistic studies revealed reaction attributes that are distinct from previously reported alkene carboboration pathways.

Synthesis of Chiral Propargylamines, Chiral 1,2-Dihydronaphtho[2,1-b]furans and Naphtho[2,1-b]furans with C-Alkynyl N,N′-di-(tert-butoxycarbonyl)-aminals and β-Naphthols

Chiral phosphoric acid-catalyzed couplings of C-alkynyl N,N′-di-(tert-butoxycarbonyl)-aminals with β-naphthols led to chiral propargylamines in moderate to high yields with high to excellent enantioselectivity, in which the reactions underwent sequential chiral phosphoric acid-catalyzed in situ formation of N-(tert-butoxycarbonyl)-imines (N-Boc-imines) from the aminals, and 1,2-addition of β-naphthols to the N-Boc-imines. Chiral 1,2-dihydronaphtho[2,1-b]furans and naphtho[2,1-b]furans were prepared with satisfactory results when 10 mol% AgOAc and 20 mol% 2,6-lutidine or 1.2 equiv. of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) were added to the resulting chiral propargylamines solution, respectively.

Pd-Catalyzed Indole Synthesis via C-H Activation and Bisamination Sequence with Diaziridinone

This work describes an efficient Pd-catalyzed indole synthesis. A wide variety of indoles can be obtained in good yields from readily available vinyl bromides. The reaction likely proceeds through a sequential aryl C-H activation and bisamination of a resulting pallada(II)cycle with diaziridinone.