27356-87-2

Basic information

• Product Name: Benzenebutanoic acid, a-methylene-, ethyl ester
• CAS NO: 27356-87-2
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Mol File: 27356-87-2.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Benzenebutanoic acid, a-methylene-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenebutanoic acid, a-methylene-, ethyl ester(27356-87-2)
• EPA Substance Registry System: Benzenebutanoic acid, a-methylene-, ethyl ester(27356-87-2)

Safety Data

• Hazardous Substances Data: 27356-87-2(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 17435-72-2 ethyl 2-bromomethyl-2-propenoate 
• 173605-00-0 CH₂C(CO₂C₂H₅)CH₂SnBr(N(Si(CH₃)3)2)2 
• 6628-68-8 ethyl 2-(ethoxycarbonyl)-4-phenylbutanoate 
• 109-89-7 diethylamine 
• 1313016-88-4 ethyl 2-(((1,3-dioxoisoindolin-2-yl)oxy)methyl)acrylate 
• 108-88-3 toluene 
• 10029-04-6 ethyl 2-(hydroxymethyl)acrylate 
• 122-78-1 phenylacetaldehyde 
• 16653-19-3 N-(benzyloxy)phthalimide 
• 89295-32-9 2-(ethoxycarbonyl)prop-2-en-1-yl phenyl sulfone 
• 92856-14-9 2-phenethoxyisoindoline-1,3-dione 
• 698-87-3 3-phenyl-2-propanol 
• 13571-18-1 O-(1-phenylpropan-2-yl)hydroxylamine hydrochloride 

Downstream Products

• 71158-24-2 N-Methyl-N-(2-carboethoxy-4-phenylbutyl)amine 
• 615577-15-6 ethyl 4,4,4-trifluoro-2-hydroperoxy-2-phenethylbutanoate 
• 99029-34-2 ethyl 2-phenethyl-3-(N-ethylamino)propionate 
• 118786-28-0 benzyl 2-methylene-4-phenylbutanoate 
• 3454-81-7 β-Phenylaethyl-1-cyclopropancarbonsaeure 
• 84514-92-1 (S)-2-[((R)-2-Ethoxycarbonyl-4-phenyl-butyl)-phenethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84514-93-2 (S)-2-[((S)-2-Ethoxycarbonyl-4-phenyl-butyl)-phenethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84514-73-8 (S)-2-[((R)-2-Ethoxycarbonyl-4-phenyl-butyl)-isopropyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84514-74-9 (S)-2-[((S)-2-Ethoxycarbonyl-4-phenyl-butyl)-isopropyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84520-37-6 (S)-2-[((R)-2-Ethoxycarbonyl-4-phenyl-butyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 84514-31-8 (S)-2-[((S)-2-Ethoxycarbonyl-4-phenyl-butyl)-ethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 99029-22-8 (S)-2-[((R)-2-Ethoxycarbonyl-4-phenyl-butyl)-phenethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid 
• 84514-94-3 (S)-2-[((R)-2-Carboxy-4-phenyl-butyl)-phenethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid 
• 84514-94-3 (S)-2-[((S)-2-Carboxy-4-phenyl-butyl)-phenethyl-carbamoyl]-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid 

Relevant articles and documents

Electrochemical-induced radical allylation via the fragmentation of alkyl 1,4-dihydropyridines

Aldehydes are abundant chemical motifs presented in natural products and pharmaceuticals. As a radical precursor, its application is limited. Dihydropyridines (DHPs) can act as masked aldehydes, providing alkyl radicals under the activation of Lewis acid, heat, SET oxidant and light irradiation. Herein, we report the direct activation of 4-alkyl DHPs via single electron transfer at the anode. C–C bond homolysis at the C4-position of DHP generated the corresponding alkyl radical, which was captured subsequently by 2-phenyl and 2-ethoxy carbonyl allyl bromide. The following intramolecular elimination reaction afforded 20 different radical allylation products bearing various alkyl substituents with yields up to 92%.

Alkylation of Allyl/Alkenyl Sulfones by Deoxygenation of Alkoxyl Radicals

A challenging deoxygenation of alkoxyl radicals from readily accessible alcohol derivatives was developed, affording facile synthesis of functionalized alkenes with good functional group tolerance under mild reaction conditions. Because alkoxyl radicals can easily undergo β-fragmentations or hydrogen abstractions, this new strategy for deoxygenation of alkoxyl radicals is highly valuable. Moreover, mechanistic studies revealed that the electron-neutral phosphine acts as the deoxygenation reagent.

Silicates as Latent Alkyl Radical Precursors: Visible-Light Photocatalytic Oxidation of Hypervalent Bis-Catecholato Silicon Compounds

This works introduces hypervalent bis-catecholato silicon compounds as versatile sources of alkyl radicals upon visible-light photocatalysis. Using Ir[(dF(CF3)ppy)2(bpy)](PF6) (dF(CF3)ppy=2-(2,4-difluorophenyl)-5-trifluoromethylpyridine, bpy=bipyridine) as catalytic photooxidant, a series of alkyl radicals, including highly reactive primary ones can be generated and engaged in various intermolecular homolytic reactions. Based on cyclic voltammetry, Stern-Volmer studies, and supported by calculations, a mechanism involving a single-electron transfer from the silicate to the photoactivated iridium complex has been proposed. This oxidative photocatalyzed process can be efficiently merged with nickel-catalyzed Csp2-Csp3 cross-coupling reactions.