20199-29-5

Basic information

• Product Name: Naphthalene, 1,1'-(1,2-ethynediyl)bis-
• CAS NO: 20199-29-5
• Molecular Formula: C22H14
• Molecular Weight: 278.353
• Mol File: 20199-29-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Naphthalene, 1,1'-(1,2-ethynediyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1,1'-(1,2-ethynediyl)bis-(20199-29-5)
• EPA Substance Registry System: Naphthalene, 1,1'-(1,2-ethynediyl)bis-(20199-29-5)

Safety Data

• Hazardous Substances Data: 20199-29-5(Hazardous Substances Data)

Upstream product

• 1139705-28-4 naphthalene-1-yl 1H-imidazole-1-sulfonate 
• 1066-54-2 trimethylsilylacetylene 
• 2905-65-9 methyl 3-chlorobenzoate 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 90-13-1 1-Chloronaphthalene 
• 90-14-2 1-Iodonaphthalene 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 90-11-9 1-Bromonaphthalene 

Downstream Products

• 1097205-98-5 2,3-bis(1-naphthyl)-1,4-diphenyltriphenylene 
• 1138344-71-4 N-methyl-N-(2,3-di(naphthalen-1-yl)allyl)benzamide 
• 1223048-26-7 (Z)-1-(2-(naphthalen-1-yl)-2-phenylvinyl) naphthalene 
• 238-84-6 benzo[a]fluorene 
• 1417732-30-9 3-(naphthalen-1-yl)-2-phenyl-1H-indole 
• 1620010-10-7 C₃₈H₂₄ 
• 1620010-09-4 C₅₀H₃₂ 
• 1627149-45-4 6-methoxy-1-(4-methoxyphenyl)-3,4-di(naphthalen-1-yl)isoquinoline 
• 6237-59-8 hexamethyl benzenehexacarboxylate 
• 1141882-33-8 C₂₈H₂₀ 

Relevant articles and documents

Microwave-promoted copper-free Sonogashira-Hagihara couplings of aryl imidazolylsulfonates in water

Aryl imidazol-1-ylsulfonates have been efficiently cross-coupled with aryl-, alkyl-, and silylacetylenes in neat water under copper-free conditions at 110 °C assisted by microwave irradiation. Using 0.5mol% of an oxime palladacycle as precatalyst, 2-dicyclohexylphosphino-2′,6′- dimethoxybiphenyl (SPhos, 2mol%) as ligand, hexadecyltrimethylammonium bromide (CTAB) as additive, and triethylamine (TEA) as base, a wide array of disubstituted alkynes has been prepared in good to high yields in only 30min. Copyright

C(sp2)-C(sp) and C(sp)-C(sp) Coupling Reactions Catalyzed by Oxime-Derived Palladacycles

Oxime-derived chloro-bridged palladacycle 8a, derived from 4,4′-dichlorobenzophenone, is an efficient pre-catalyst for the copper- and amine-free Sonogashira coupling between terminal acetylenes and aryl iodides and aryl and vinyl bromides achieving turnover numbers (TON) of up to 72000. Catalyst 8a has also been shown as a effective promoter for the sila-Sonogashira coupling between 1-(trimethylsilyl)alkynes and aryl iodides and bromides in the presence of CuI or Bu4NBr as co-catalysts. This complex also catalyzes efficiently the homocoupling reaction (Glaser-type coupling) between 1-alkynes in NMP at room temperature with TONs of up to 1000. All the reactions can be performed under air and employing reagent-grade chemicals under very low loading conditions, which demonstrates the versatility and high activity of oxime-derived palladacycles.