4632-51-3

Basic information

• Product Name: 2-naphthalen-1-ylthiophene
• Synonyms: 2-(1-Naphthalenyl)thiophene; 2-(1-Naphthyl)thiophene; Thiophene, 2-(1-naphthalenyl)-
• CAS NO: 4632-51-3
• Molecular Formula: C₁₄H₁₀S
• Molecular Weight: 210.2942
• Mol File: 4632-51-3.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 333.3°C at 760 mmHg
• Flash Point: 115.2°C
• Density: 1.179g/cm³
• Vapor Pressure: 0.000266mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: 2-naphthalen-1-ylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-naphthalen-1-ylthiophene(4632-51-3)
• EPA Substance Registry System: 2-naphthalen-1-ylthiophene(4632-51-3)

Safety Data

• Hazardous Substances Data: 4632-51-3(Hazardous Substances Data)

Upstream product

• 4632-53-5 2-(3,4-dihydronaphthalen-1-yl)thiophene 
• 188290-36-0 thiophene 
• 90-11-9 1-Bromonaphthalene 
• 1003-09-4 2-bromothiophene 
• 1730-04-7 1,8-diiodonaphthalene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 3437-95-4 2-Iodothiophene 
• 13922-41-3 1-Naphthylboronic acid 
• 197009-90-8 2-(hydroxydimethylsilyl)thiophene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 703-55-9 1-naphthylmagnesiumbromide 
• 38262-42-9 1-naphthyl mesylate 
• 74734-13-7 naphthalen-8-yl pivalate 
• 6165-68-0 thiophene boronic acid 

Downstream Products

• 148875-82-5 2-bromo-5-naphthalen-1-yl-thiophene 
• 58256-10-3 2-(1-Naphthyl)-4-thiophencarbonsaeure 

Relevant articles and documents

C(sp2)-C(sp2) Suzuki cross-coupling of arylammonium salts catalyzed by a stable Pd–NHC complex

We have developed the Suzuki-Miyaura cross-coupling of aryl ammonium salts via C–N bond activation catalyzed by an easily prepared and bench-stable palladium-N-heterocyclic carbene complex. The reaction proceeded well under mild conditions with phenylboronic acid, pinacol ester or anhydride and provided yields of products up to 97% with good functional group compatibility. The direct arylation of arylamine can be performed by a two-step one-pot process and the protocol can be performed on the gram scale.

Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles

Aryl sulfamates, tosylates, and mesylates undergo efficient Ni-catalyzed cross coupling with diverse organostannanes in the presence of relatively unhindered alkylphosphine ligands and KF. The coupling is valuable for difficult bond constructions, such as aryl - heteroaryl, aryl - alkenyl, and aryl - alkynyl, using nontriflate phenol derivatives. A combination of experimental and computational studies implicates an unusual mechanism for transmetalation involving an 8-centered cyclic transition state. This reaction is inhibited by chloride sources due to slow transmetalation of organostannanes at a Ni(II) - chloride intermediate. These studies help to explain why prior efforts to achieve Ni-catalyzed Stille coupling of phenol derivatives were unsuccessful.

N,S-chelating triazole-thioether ligand for highly efficient palladium-catalyzed Suzuki reaction

1,2,3-Triazole-thioether compounds could serve as efficient ligands for Pd-catalyzed Suzuki reactions of various aryl iodides, bromides and chlorides. The reactions feature wide substrate scope and mild reaction conditions. Besides, shorter reaction time, lower catalyst loadings and quantitative yields with a turnover-frequency (TOF) value of up to 11,880 h?1 are other advantageous of this attractive protocol. The crystal structure analyses and computational studies revealed that the higher catalytic activity of the corresponding chelated palladium complex ascribed to the lower energy gap and the lower redox potential.