39520-25-7

Usage

Uses

Used in the Food Industry:
DIMETHYL TERT-BUTYLMALONATE is used as a flavoring ingredient for its fruity aroma, enhancing the taste and aroma of various food products.
Used in Pharmaceutical Synthesis:
DIMETHYL TERT-BUTYLMALONATE is utilized as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and medications.
Used in Agrochemical Production:
In the agrochemical industry, DIMETHYL TERT-BUTYLMALONATE is employed in the synthesis of various agrochemicals, aiding in the creation of effective pest control and crop protection solutions.
Used in Fragrance and Perfume Formulation:
DIMETHYL TERT-BUTYLMALONATE is used as a component in the formulation of fragrances and perfumes, adding a pleasant fruity scent to these products.
Used in Cosmetic Product Formulation:
DIMETHYL TERT-BUTYLMALONATE is incorporated into cosmetic products for its fruity aroma, enhancing the sensory experience of these products while also serving functional purposes in their formulations.

InChI:InChI=1/C9H16O4/c1-9(2,3)6(7(10)12-4)8(11)13-5/h6H,1-5H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 22035-53-6 dimethyl isopropylidenemalonate 
• 507-20-0 tertiary butyl chloride 
• 108-59-8 malonic acid dimethyl ester 
• 67-56-1 methanol 
• 103495-92-7 tert-Butylmalonsaeure-monomethylester-chlorid 

Downstream Products

• 131837-13-3 2-ethoxymethyl-3,3-dimethylbutanoic acid ethyl ester 

Relevant academic research and scientific papers

METHOD OF PRODUCING 3-ETHOXY-2-TERT-BUTYL ALKYL PROPIONATE

PROBLEM TO BE SOLVED: To provide a novel production method of 3-ethoxy-2-tert-butyl alkyl propionate used for the production of an olefin polymerization solid catalyst. SOLUTION: A 2-ethoxy methyl malonic acid diester derivative represented by formula (1) (where R1 and R2 represent a 1-4C alkyl group) is reacted in the presence of a base. COPYRIGHT: (C)2015,JPO&INPIT

Flash vacuum pyrolysis of tert-butyl β-ketoesters: Sterically protected α-oxoketenes

Infrared spectroscopic analysis of the products showed that flash vacuum pyrolyses (FVP) of dimethyl tert-butylmalonate (1b) and methyl tert-butyl(pivaloyl)acetate (1d) at ca. 550°C afforded the corresponding tert-butyl(carbomethoxy)ketene (4b) and tert-butyl(pivaloyl)ketene (4d), respectively, with loss of methanol, together with unreacted 1b and 1d (Ar matrix, 12 K or neat at 77 K; 10-5 mbar). Monitoring by IR spectroscopy showed that 4b reacted with methanol at ca. -50°C to give 1b. Ketene 4d does not react with methanol at room temperature, but afforded ester 1d on refluxing for 8 h. FVP of 1b and 1d at temperatures above 650°C gave the α-oxoketenes 4b and 4d, respectively, unsubstituted dimethyl malonate (1a) and methyl 4,4-dimethyl-3-oxo-pentanoate (1c), respectively, due to retro-ene reactions with elimination of isobutene, as well as pyrolysis products derived from 1a and 1c, respectively. FVP of α-unsubstituted β-ketoesters 1a and 1c at ca. 500°C (10-5 mbar) with argon matrix isolation of the products at 12 K afforded the ketenes 4a and 4c as mixtures of s-Z and s-E conformers together with mixtures of unreacted keto (1a, c) and enol forms (2a, c). On warming to temperatures between -90 and -50°C, back-reaction of ketenes 4a, c with methanol resulted in the re-generation of enols 2a, c without increasing the amounts of the keto forms 1a, c.

Chemistry of Cumulenes, 6. Syntheses and Reactions of 1-H-Allene-1,3-dicarboxylic Acid Monoesters

The title compounds 5a-e have been prepared.The carboxylation of allene monoesters 4 was successful with the phenyl derivative 4a only.The resulting extremely unstable halfester 5a as its benzylammonium salt was spontaneously transformed into the enamine ester 7.The alkyl-substituted allenes 5b-e are accessible via Wittig reaction of alkylmalonic monoester chlorides 11 with (alkoxycarbonyl)methylene ylides 12, which comprise the 2,2,2-trichloroethyl or the tert-butyl residues as selectively cleavable carboxylic protecting groups.Cleavage of the CCl3CH2 group with Zn succeeded for the tert-butylallenes 13a/b only.In the case of the methylallene 13c the cleavage was accompanied by hydrogenation of the allene.The mechanism of this reaction is discussed.Cleavage of the tert-butyl ester group in 13d and e was readily achieved with ether/sulfuric acid.