63857-18-1

Basic information

• Product Name: Butanoic acid, 2-formyl-, methyl ester
• Synonyms: Butanoic acid,2-formyl-,methyl ester
• CAS NO: 63857-18-1
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Mol File: 63857-18-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 2-formyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 2-formyl-, methyl ester(63857-18-1)
• EPA Substance Registry System: Butanoic acid, 2-formyl-, methyl ester(63857-18-1)

Safety Data

• Hazardous Substances Data: 63857-18-1(Hazardous Substances Data)

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 623-43-8 methyl crotonate 

Downstream Products

• 1380428-72-7 2-(3,5-difluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenethoxy)-5-ethyl-1-methylpyrimidin-4(1H)-one 
• 1380428-71-6 2-(3,5-difluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenethoxy)-5-ethylpyrimidin-4(1H)-one 
• 34171-37-4 5-ethyl-2-thiouracil 
• 34171-40-9 2,4-dichloro-5-ethylpyrimidine 
• 1349584-37-7 cyclobutanecarboxylic acid {3-[5-ethyl-2-(3-fluoro-phenylamino)-pyrimidin-4-ylamino]-propyl}-amide 

Relevant articles and documents

Highly regioselective rhodium-catalysed hydroformylation of unsaturated Esters: The first practical method for quaternary selective carbonylation

Highly regioselective hydroformylation of unsaturated esters can be achieved when a highly reactive, ligand-modified, rhodium catalyst is employed near ambient temperatures (15-50°C) and pressures over 30 bar. The use of 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phosphaadamantane shows distinct advantages over other commonly applied phosphanes in terms of reaction rate, and regio- and chemoselectivity. Hydroformylation of a range 1,1-di- and 1,1,2-trisubstituted unsaturated esters yields quaternary aldehydes that are forbidden products according to Keulemans Rule. The aldehydes can be reductively aminated with molecular hydrogen to give β-amino acid esters in high yield. The overall green chemical process involves converting terminal alkynes into unusual β-amino acid esters with only water generated as an essential byproduct. This catalytic system has also been applied to the hydroformylation of simple 1,2-disubstitued unsaturated esters, which have been hydroformylated with excellent α-selectivity and good chemo-selectivity for the first time.

Application of the Water-gas Shift Reaction. I. Hydrogenation and Hydroformylation Reactions of Olefins with Carbon Monoxide and Water Catalyzed by Rhodium Phosphine Complexes

The hydrogenation of methyl crotonate with CO and H2O is efficiently catalyzed by RhH2(O2COH)2 or 2/P(i-Pr)3/n-BuLi (C7H8=norbornadiene).Both catalyst precursors are shown to form the same active species; trans-Rh(OH)(CO)2.The catalytic activity of the system (2/phosphine/n-BuLi) increases with increase of the basicity of the phosphine ligands (phosphine=P(i-Pr)3 > P(n-Bu)3 > PPh(i-Pr)2 > PPh2(i-Pr) > PPh3).This reaction is also applicable to the hydrogenation of the C=C bond of electron-withdrawing olefins and the C=O bondof ketones and aldehydes.Interestingly, the catalysis for the C=C bond, to which less electron-withdrawing groups are attached, gives dominantly aldehydes due to hydroformylation.The mechanism is also discussed.