4749-12-6

Basic information

• Product Name: 2-Methyl-4-oxovaleric acid ethyl ester
• Synonyms: 2-Methyl-4-oxopentanoic acid ethyl ester;2-Methyl-4-oxovaleric acid ethyl ester
• CAS NO: 4749-12-6
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.2
• Mol File: 4749-12-6.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methyl-4-oxovaleric acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-oxovaleric acid ethyl ester(4749-12-6)
• EPA Substance Registry System: 2-Methyl-4-oxovaleric acid ethyl ester(4749-12-6)

Safety Data

• Hazardous Substances Data: 4749-12-6(Hazardous Substances Data)

Upstream product

• 107987-07-5 ethyl 2-(bromomethyl)-2-methyl-3-oxobutanoate 
• 6111-99-5 ethyl diazoalaninate 
• 112818-16-3 methyl 2-(iodomethyl)-2-methyl-3-oxobutanoate 
• 108349-21-9 ethyl 2-acetyl-2-iodomethylpropionate 

Relevant articles and documents

Development of metal-organic framework (MOF)-B12 system as new bio-inspired heterogeneous catalyst

Abstract A novel bimetal complex {Zn4Ru2(bpdc)4·4C2NH8·9DMF}n (1) (H2bpdc = 4,4′-biphenyldicarboxylic acid) was synthesized by the solvothermal method. The results of the X-ray crystallographic analysis revealed that 1 crystallizes in the orthorhombic Pna21 space group, which has a 3D 2-fold interpenetrated hex framework, with open channel sizes along the [010] direction of ca. 1.4 nm × 1.4 nm. The photosensitizer [Ru(bpy)3]2+ was adsorbed into the 1 to form Ru@MOF by cation exchanging. A cobalamin derivative (B12), heptamethyl cobyrinate, was also effectively immobilized on Ru@MOF, and the resulting hybrid complex, B12-Ru@MOF, exhibited a high reactivity for the dechlorination reaction of 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) under an N2 atmosphere by visible light irradiation in the solid state. The catalysis of B12-Ru@MOF can still reach more than a ca. 80% conversion after third recyclings. Furthermore, the heterogeneous catalyst, B12-Ru@MOF, was useful for the cobalamin-dependent reaction, such as the 1,2-migration of the acetyl group.

Electrochemical Carbon-skeleton Rearrangements catalysed by Hydrophobic Vitamin B12 immobilised in a Polymer-coated Electrode

A glassy carbon electrode was coated with a polymer species derived from a hydrophobic vitamin B12 and Araldite CT-200, and the immobilised cobalt complex catalysed the electrochemical carbon-skeleton rearrangements of alkyl halides having electron-withdrawing groups.

REACTIONS RELATED TO COENZYME B12 DEPENDENT REARRANGEMENTS: METAL MEDIATED FREE RADICAL ACYL MIGRATIONS IN METHYL AND CYCLOPROPYL SUBSTITUTED MODELS

Free radicals generated from the methylmalonylcoenzyme A mutase model substrates (3) and (4) by chromium(II) reduction, or by pyrolysis of the analogous cobaloximes, underwent -migration only in the acyl series (R=Ph, Me) and not the critical ester series (R=OEt, SBu).The mechanism of the migration was implied by incorporation into (4) of the cyclopropyl ring, the opening of which demonstrated the free radical nature of rearranged intermediate.