226089-84-5

Basic information

• Product Name: 2-(2-phenylethynyl-phenylethynyl)-benzaldehyde
• Synonyms: 2-(2-phenylethynyl-phenylethynyl)-benzaldehyde
• CAS NO: 226089-84-5
• Molecular Weight: 306.364
• Mol File: 226089-84-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(2-phenylethynyl-phenylethynyl)-benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-phenylethynyl-phenylethynyl)-benzaldehyde(226089-84-5)
• EPA Substance Registry System: 2-(2-phenylethynyl-phenylethynyl)-benzaldehyde(226089-84-5)

Safety Data

• Hazardous Substances Data: 226089-84-5(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 143192-60-3 2-(phenylethynyl)phenylacetylene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 583-55-1 1-Bromo-2-iodobenzene 
• 143192-59-0 1-(phenylethynyl)-2-(trimethylsilylethynyl)benzene 
• 468751-38-4 ortho-(phenylsulfonylmethyl)benzaldehyde 
• 226089-80-1 2-(2-benzenesulfonylmethyl-phenyl)-[1,3]dioxolane 
• 226089-86-7 2-(2-(phenylethynyl)phenyl)-1,3-dioxolane 
• 100-52-7 benzaldehyde 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 308323-75-3 2-[2-(2-phenylethynyl-phenylethynyl)-phenyl]-[1,3]dioxolane 

Downstream Products

• 226089-82-3 C₂₉H₂₀O₂S 
• 143192-64-7 α-(2-iodophenyl)-ω-phenylethynylbis<1,2-phenylene(2,1-ethynediyl)> 

Relevant articles and documents

Traceless directing groups in radical cascades: From oligoalkynes to fused helicenes without tethered initiators

We report the first example of a traceless directing group in a radical cascade. The chemo- and regioselectivity of the initial attack in skipped oligoalkynes is controlled by propargyl OR moiety. Radical translocations lead to the boomerang return of the radical center to the site of initial attack where it assists the elimination of the directing functionality via β-scission in the last step of the cascade. The Bu3Sn moiety continues further via facile reactions with electrophiles as well as Stille and Suzuki cross-coupling reactions. This selective radical transformation opens a new approach for the controlled transformation of skipped oligoalkynes into polycyclic ribbons of tunable dimensions. (Chemical Equation Presented).

Integrated Chemical Process: One-Pot Double Elimination Method for Acetylenes

A novel one-pot process for synthesis of acetylenes has been achieved in which the following series of steps are integrated: addition of an α-anion of sulfone to aldehyde; trapping of the resulting adduct to incorporate a leaving group, and double elimination of this intermediate. Consolidation of Peterson elimination renders the process much simpler. This method provides a convenient and high-yielding access to a variety of enynes and polyynes as well as to functionally substituted aryl acetylenes containing halogen(s) or acetal groups, which are useful building blocks for aryl acetylene scaffolds. Iteration of the one-pot generation of acetylenic bonds provides a new metodology for the buildup of aryl acetylene skeletons.