49827-44-3

Basic information

• Product Name: 2,2-Dimethylbutanedioic acid dimethyl ester
• Synonyms: 2,2-Dimethylbutanedioic acid dimethyl ester;2,2-Dimethylsuccinic acid dimethyl;2,2-Dimethylsuccinic acid dimethyl ester
• CAS NO: 49827-44-3
• Molecular Formula: C₈H₁₄O₄
• Molecular Weight: 174.1944
• Mol File: 49827-44-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 185.5°Cat760mmHg
• Flash Point: 79°C
• Appearance: /
• Density: 1.039g/cm³
• Vapor Pressure: 0.695mmHg at 25°C
• Refractive Index: 1.422
• CAS DataBase Reference: 2,2-Dimethylbutanedioic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethylbutanedioic acid dimethyl ester(49827-44-3)
• EPA Substance Registry System: 2,2-Dimethylbutanedioic acid dimethyl ester(49827-44-3)

Safety Data

• Hazardous Substances Data: 49827-44-3(Hazardous Substances Data)

Usage

Physical state

Colorless, flammable liquid.

Odor

Fruity.

Usage in food industry

Commonly used as a flavoring agent.

Industrial applications

Used as a solvent in various processes, and as an intermediate in the synthesis of pharmaceuticals and agrochemicals.

Other applications

Production of fragrances, polymers, and plasticizers.

Toxicity

Low toxicity, but exposure to high concentrations may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C8H14O4/c1-8(2,7(10)12-4)5-6(9)11-3/h5H2,1-4H3

Upstream product

• 67-56-1 methanol 
• 597-43-3 2,2-dimethylsuccinic acid 
• 186581-53-3 diazomethane 
• 32501-16-9 1-Acetyl-3,3-dimethylcyclohexa-1,4-diene 
• 49827-35-2 Sodium; 3-tert-butylsulfanyl-3-methoxycarbonyl-butyrate 
• 74-88-4 methyl iodide 
• 547-63-7 Methyl isobutyrate 
• 96-32-2 bromoacetic acid methyl ester 
• 75-36-5 acetyl chloride 

Downstream Products

• 32812-23-0 2,2-dimethylbutane-1,4-diol 
• 32980-26-0 2,2-dimethylbutanedioic acid 1-methyl ester 
• 95876-13-4 2-Benzyliden-3,3-dimethyl-bernsteinsaeure-1-methylester 
• 144782-34-3 (E)-3-p-Tolyl-but-2-enoic acid diisopropylamide 
• 144782-31-0 2,2-Dimethyl-3-((E)-3-p-tolyl-but-2-enoyl)-succinic acid dimethyl ester 
• 144782-26-3 dimethyl 2,2-dimethyl-3-benzylsuccinate 
• 102696-82-2 3-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-2,2-dimethyl-succinic acid 4-methyl ester 
• 102696-80-0 3-[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-2,2-dimethyl-succinic acid 4-methyl ester 
• 102696-77-5 3-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-2,2-dimethyl-succinic acid 4-methyl ester 
• 102696-81-1 3-[1-(3-Chloro-phenyl)-meth-(E)-ylidene]-2,2-dimethyl-succinic acid 4-methyl ester 
• 102696-78-6 3-[1-(2-Methoxy-phenyl)-meth-(E)-ylidene]-2,2-dimethyl-succinic acid 4-methyl ester 
• 102696-96-8 4-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-3,3-dimethyl-dihydro-furan-2,5-dione 
• 102724-22-1 3-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-2,2-dimethyl-succinic acid 
• 102696-97-9 3,3-Dimethyl-4-[1-phenyl-meth-(E)-ylidene]-dihydro-furan-2,5-dione 

Relevant articles and documents

NOVEL OXATHIOLANE CARBOXYLIC ACIDS AND DERIVATIVES FOR THE TREATMENT AND PROPHYLAXIS OF VIRUS INFECTION

The present invention relates to compounds of formula (I), wherein R1, R2 and R3 are as described herein, and their prodrugs or pharmaceutically acceptable salt, enantiomer or diastereomer thereof, and compositions including the compounds and methods of using the compounds.

2,2-Dimethylsuccinic acid derivatives in isoprenoid synthesis: a 2,2-dimethylvinyl anion equivalent in the synthesis of ar-atlantone, ar-turmerone, and prenylated aromatic compounds

The anion of methyl 2,2-dimethylsuccinate was alkylated with benzylic bromides to give the corresponding 3-substituted-2,2-dimethylsuccinates.Hydrolysis to the dicarboxylic acids, followed by bisdecarboxylation with lead tetraacetate, afforded 1-aryl-3-methyl-2-butenes, which are model prenylated aromatic compounds.Acylation of methyl-2,2-dimethylsuccinate with E-3-(4'-methylphenyl)crotonyl chloride gave the substituted succinate 9.Hydrolysis of the ester groups and acid-catalyzed decarboxylation of the resulting β-ketoacid produced the keto acid 10, which was decarboxylated by the Kochi method, furnishing ar-atlantone.Hydrogenatio n of 10 yielded 12, which on similar decarboxylation afforded ar-turmerone.