90496-77-8

Basic information

• Product Name: Benzeneacetonitrile, a-(1-ethoxyethoxy)-a-(3-oxocyclohexyl)-
• CAS NO: 90496-77-8
• Molecular Formula: C18H23NO3
• Molecular Weight: 301.386
• Mol File: 90496-77-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzeneacetonitrile, a-(1-ethoxyethoxy)-a-(3-oxocyclohexyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile, a-(1-ethoxyethoxy)-a-(3-oxocyclohexyl)-(90496-77-8)
• EPA Substance Registry System: Benzeneacetonitrile, a-(1-ethoxyethoxy)-a-(3-oxocyclohexyl)-(90496-77-8)

Safety Data

• Hazardous Substances Data: 90496-77-8(Hazardous Substances Data)

Upstream product

• 930-68-7 cyclohexenone 
• 70719-02-7 C₁₂H₁₄NO₂^(1-)*Li⁽¹⁺⁾ 

Downstream Products

• 58753-28-9 3-benzoylcyclohexan-1-one 

Relevant articles and documents

REACTIVITE DE LITHIENS DERIVES D'ETHERS DE LA CYANHYDRINE DU BENZALDEHYDE VIS-A-VIS D'α-ENONES CYCLIQUES

Conjugate addition of reagent 1A to 2-cyclohexenone 3 can be realized in THF-HMPT, so that one-pot conjugate addition - CH3I enolate trapping, leading to trans 2-methyl 3-benzoylcyclohexanone 17 can be easily performed.From isophorone 4 and Δ1(9)-2-octalone 5, 1,4-addition under kinetic control is observed in THF.In the presence of HMPA, the reaction is under thermodynamic control.At low temperatures enolate 19a is in equilibrium with 1A and 4; from 4 at 0 deg C or 5 at -65 deg C or at 0 deg C, the equilibrium lies on the side of starting materials.No reaction between 1A and 6 takes place in any solvent.The reaction of 1B and isophorone 4 in THF leads to 1,2-addition under kinetic control and to 1,4-addition under thermodynamic control.In THF-HMPT, retro-Michael addition is observed.However, 1,2-addition takes place in THF to 6. The different results are interpreted in terms of interplay of ion-pairing, steric decompression and steric hindrance to 1,4-addition as well as the possibility of participation of the Li cation for 1,2-addition.