453537-17-2

Basic information

• Product Name: Benzonitrile, 4-(1-butoxyethenyl)-
• CAS NO: 453537-17-2
• Molecular Formula: C13H15NO
• Molecular Weight: 201.268
• Mol File: 453537-17-2.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-(1-butoxyethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-(1-butoxyethenyl)-(453537-17-2)
• EPA Substance Registry System: Benzonitrile, 4-(1-butoxyethenyl)-(453537-17-2)

Safety Data

• Hazardous Substances Data: 453537-17-2(Hazardous Substances Data)

Upstream product

• 767-00-0 4-cyanophenol 
• 623-03-0 4-Cyanochlorobenzene 
• 111-34-2 -butyl vinyl ether 
• 623-00-7 4-bromobenzenecarbonitrile 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 

Downstream Products

• 29240-34-4 4'-butyl 4-cyanobenzoate 
• 1443-80-7 4-cyanophenyl methyl ketone 

Relevant articles and documents

Oxycyanation of Vinyl Ethers with 2,2,6,6-Tetramethyl-N-oxopiperidinium Enabled by Electron Donor-Acceptor Complex

An efficient and mild oxycyanation of vinyl ethers with 2,2,6,6-tetramethyl-N-oxopiperidinium and TMSCN is described. The mechanistic studies indicated that the formation of an electron donor-acceptor complex and subsequent single-electron-transfer proces

Exploring the Catalytic Reactivity of Nickel Phosphine-Phosphite Complexes

In this study, we present an investigation into various nickel phosphite and phosphite-phosphine complexes for use in the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions and the ammonia arylation reaction. In these coupling reactions, it was discovered that the Ni[P(OEt)3]4, (dppf)Ni[P(OPh)3]2, and (binap)Ni[P(OPh)3]2 catalysts were the most effective. In addition, an optimisation process for these catalytic systems as well as functional group compatibility are discussed.

Hydrogen-bonding-promoted oxidative addition and regioselective arylation of olefins with aryl chlorides

The first, general, and highly efficient catalytic system that allows a wide range of activated and unactivated aryl chlorides to couple regioselectively with olefins has been developed. The Heck arylation reaction is likely to be controlled by the oxidative addition of ArCl to Pd(0). Hence, an electron-rich diphosphine, 4-MeO-dppp, was introduced to facilitate the catalysis. Solvent choice is critical, however; only sluggish arylation is observed in DMF or DMSO, whereas the reaction proceeds well in ethylene glycol at 0.1-1 mol % catalyst loadings, displaying excellent regioselectivity. Mechanistic evidence supports that the arylation is turnover-limited by the oxidative addition step and, most importantly, that the oxidative addition is accelerated by ethylene glycol, most likely via hydrogen bonding to the chloride at the transition state as shown by DFT calculations. Ethylene glycol thus plays a double role in the arylation, facilitating oxidative addition and promoting the subsequent dissociation of chloride from Pd(II) to give a cationic Pd(II)-olefin species, which is key to the regioselectivity observed.