6065-54-9

Usage

Uses

Used in Organic Synthesis:
2,2-Dimethyl-malonic acid dimethyl ester is used as a reagent in organic synthesis for its ability to facilitate the formation of various complex organic molecules. Its unique structure allows it to participate in a wide range of chemical reactions, making it a valuable asset in the synthesis of diverse organic compounds.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 2,2-Dimethyl-malonic acid dimethyl ester is used as a key intermediate in the production of various drugs. Its role in the synthesis of pharmaceuticals highlights its importance in the development of new medications and the improvement of existing ones.
Used in Chemical Research:
2,2-Dimethyl-malonic acid dimethyl ester is also utilized in chemical research as a model compound for studying various organic reactions and mechanisms. Its reactivity and structural features make it an ideal candidate for investigating new synthetic pathways and understanding the underlying principles of organic chemistry.
Safety Precautions:
Due to its highly flammable nature, 2,2-Dimethyl-malonic acid dimethyl ester poses a fire hazard when exposed to heat or flames. It is essential to handle this chemical with care, using appropriate protective gear and working in a well-ventilated area. Additionally, it should be stored in a cool, dry place away from sources of ignition to minimize the risk of accidents.

InChI:InChI=1/C7H12O4/c1-7(2,5(8)10-3)6(9)11-4/h1-4H3

Upstream product

• 73879-59-1 (Brommethyl)methylmalonsaeure-dimethylester 
• 67-56-1 methanol 
• 80-62-6 methacrylic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 186538-25-0 S-dodecyl O-methyl 2-(bromomethyl)-2-methylmonothiomalonate 
• 155800-02-5 S-ethyl O-methyl 2-(bromomethyl)-2-methylmonothiomalonate 
• 108-59-8 malonic acid dimethyl ester 
• 74-88-4 methyl iodide 

Downstream Products

• 13051-21-3 3-methoxy-2,2-dimethyl-3-oxopropanoic acid 
• 637027-41-9 1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxo-quinoline-3-carboxylic acid methyl ester 
• 24448-94-0 5,5-dimethylbarbituric acid 
• 488831-58-9 C₂₁H₂₄N₄O₂S₂ 
• 488833-24-5 2,2-dimethyl-N′¹,N′³-diphenyl-N′¹,N′³-bis(phenylcarbonothioyl)malonohydrazide 
• 1003863-64-6 2,2-dimethylmalonic acid methyl 2-phenylethyl ester 
• 595-46-0 2,2-dimethylmalonic acid 
• 68734-79-2 methyl 2-methyl-2-(phenylsulfanyl)propionate 
• 57772-81-3 2,2-Dimethyl-malonic acid benzyl ester methyl ester 
• 57772-82-4 dibenzyl dimethylmalonate 
• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 155199-55-6 dimethyl-malonic acid bis-methylamide 

Relevant academic research and scientific papers

The Co(I) induced methylmalonyl-succinyl rearrangement in a model for the coenzyme B12 dependent methylmalonyl-CoA mutase.

The rearrangement of 2-bromomethyl-2-methylmonothiomalonates to succinyl derivatives was found to take place in quantitative yields in the presence of one molar equivalent of Co(I) generated by the reduction of heptamethyl Co(II)yrinate perchlorate with NaBH4 or electrochemically. The chiral thiomalonate gave racemic succinate.

175. Model studies for the coenzyme-B12-catalyzed methylmalonyl→succinyl rearrangement. The importance of hydrophobic peripheral associations

The interaction between a vitamin B12 derivative containing a peripheral C18 alkyl chain (see 1a) and a (methyl)thiomalonate substrate bearing alkyl chains of various length at the thioester group (see 5) was investigated. A catalytic cycle was established for the methylmalonyl→succinyl rearrangement by using electrochemistry and photolysis (see Scheme 3). Increased yields of the succinate relative to the reduction product were obtained (2:3 ratio), when the reaction was run in MeOH/H2O, and when both the substrate and the catalyst had an octadecyl substituent capable of hydrophobic interactions.

30. On the Regioselectivity Control in the Palladium-Catalyzed Hydro-alkoxycarbonylation of α,β-Unsaturated Esters

The regioselectivity of the hydro-alkoxycarbonylation of methyl acrylate, methacrylate, and crotonate catalyzed by complexes (L = phosphine ligands) can be largely controlled by variation of the ligands.PPh3 promotes preferential carbonylation a

Carbonylation (hydroformylation and hydrocarbalkoxylation) and enantioselective carbonylation of some methacrylic acid derivatives

The hydroformylation of methyl methacrylate (1) or t-butyl methacrylate (2) takes place with fair to good chemoselectivity, the regioselectivity depending on the catalyst precursor used.By contrast, methacrylonitrile (3), methacrylamide (4), and N-benzyl-methacrylamide (5) undergo hydroformylation followed by subsequent reactions.The formyl product formed is reduced to the corresponding 2-cyano-2-methylpropan-1-ol in the case of 3, and undergoes cyclization to 2-methyl-2,3-dehydrobutyrolactames for 4 and 5.Under conditions of hydrocarbalkoxylation in the presence of palladium catalysts, 4 gives 3-methylsuccinimide.In the enantioselective reactions, extents of asymmetric induction of about 20-50percent have been obtained.

Process to produce silyl ketene acetals

A process for the preparation of silyl ketene acetals of the formulae, from the reaction of a malonate compound with a triorganohalosilane in the presence of an alkali metal. The malonate compounds are dialkyl dialkylmalonates, bis(trialkylsilyl) dialkylmalonates, and dialkylmalonic acids. The triorganohalosilane is present in stoichiometric excess relative to the malonate compounds. Silyl ketene acetals are isolated and separated.