87995-20-8

Basic information

• Product Name: 2-Pentenoic acid, 4,4-dimethyl-, ethyl ester
• Synonyms: 2-Pentenoic acid,4,4-dimethyl-,ethyl ester;ethyl 4,4-dimethyl-2-pentenoate;3-tert-butyl-acrylic acid ethyl ester;ethyl 4,4-dimethylpent2-enoate
• CAS NO: 87995-20-8
• Molecular Formula: C9H16O2
• Molecular Weight: 156.22200
• Mol File: 87995-20-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Pentenoic acid, 4,4-dimethyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic acid, 4,4-dimethyl-, ethyl ester(87995-20-8)
• EPA Substance Registry System: 2-Pentenoic acid, 4,4-dimethyl-, ethyl ester(87995-20-8)

Safety Data

• Hazardous Substances Data: 87995-20-8(Hazardous Substances Data)

Upstream product

• 23587-90-8 di-tert-butylmercury 
• 140-88-5 ethyl acrylate 

Downstream Products

• 956466-18-5 methyl {(2S,4R)-1-[(1S)-1-(3,3-dimethylbutyl)-4,4-dimethylpent-2-yn-1-yl]-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate 
• 10228-99-6 ethyl 4,4-dimethylpentanoate 

Relevant articles and documents

Reductive alkylation of electronegatively-substituted alkenes by alkylmercury halides

Photolysis of alkylmercury halides in the presence of electronegatively-substituted 1-alkenes yields adduct radicals [RCH2CH(EWG).] that in some cases react with RHgX to form RCH2CH(HgX)(EWG), e.g., EWG = (EtO)2PO or PhSO2. When the EWG is carbonyl or cyano, the resonance stabilized adduct radicals fail to react with the alkyl mercury halide. In these cases photolysis with RHgCl/KI in Me2SO leads to the adduct mercurial via reaction of the adduct radicals with RHgI2-. The reactions of tertiary-enolyl adduct radicals are inefficient with RHgX/KI, and disproportionation of the adduct radicals is the major reaction pathway. For secondary- or tertiary-adduct radicals the reductive alkylation products are formed in excellent yield by reaction with RHgCl and silyl hydrides in Me2SO solution in a process postulated to involve RHgH as an intermediate. The relative reactivities of a number of α,β-unsaturated systems toward t-Bu. have been measured by competitive techniques. The results demonstrate a high reactivity of s-cis enones relative to the s-trans conformers.