5621-44-3

Basic information

• Product Name: 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER
• Synonyms: 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER;DIMETHYL 2-METHYLENEPENTANEDIOATE;1-Butene-2,4-dicarboxylic acid dimethyl ester;2-Methyleneglutaric acid dimethyl ester;4-(Methoxycarbonyl)-4-pentenoic acid methyl ester;α-[2-(Methoxycarbonyl)ethyl]acrylic acid methyl ester;Dimethyl 2-methyleneglutarate
• CAS NO: 5621-44-3
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.18
• Mol File: 5621-44-3.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 729.3°Cat760mmHg
• Flash Point: 394.9°C
• Appearance: /
• Density: 1.582g/cm³
• Vapor Pressure: 0.5±0.4 mmHg at 25°C
• Refractive Index: 1.433
• CAS DataBase Reference: 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER(5621-44-3)
• EPA Substance Registry System: 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER(5621-44-3)

Safety Data

• Hazardous Substances Data: 5621-44-3(Hazardous Substances Data)

Usage

Description

2-Methylene-pentanedioic acid dimethyl ester, also known as 2-methylene-glutaric acid dimethyl ester, is a colorless liquid chemical compound with the molecular formula C7H10O4. It is characterized by a fruity odor and is widely recognized for its potential as a building block in the synthesis of complex organic molecules. Its low toxicity profile contributes to its safety in various industrial applications, including the production of organic chemicals and pharmaceuticals.

Uses

Used in Organic Chemical Production:
2-Methylene-pentanedioic acid dimethyl ester is used as a key building block for the synthesis of various complex organic molecules, contributing to the development of new chemical compounds with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER is utilized as a starting material or intermediate in the synthesis of pharmaceutical compounds, facilitating the creation of innovative drugs and treatments.
Used as a Solvent:
2-Methylene-pentanedioic acid dimethyl ester is employed as a solvent in chemical processes, providing a medium for reactions to occur and enhancing the efficiency of various chemical procedures.
Used as a Reagent:
In chemical processes, 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER serves as a reagent, participating in reactions to produce desired products or to facilitate specific chemical transformations.
Overall, 2-Methylene-pentanedioic acid dimethyl ester's versatility and low toxicity make it a valuable component in multiple industries, particularly in the synthesis of organic chemicals and pharmaceuticals, as well as in its roles as a solvent and reagent in chemical processes.

Upstream product

• 3852-09-3 methyl 3-methoxypropionate 
• 702-92-1 1-Methyl-r-1,t-2-cyclopropandicarbonsaeure-dimethylester 
• 292638-85-8 acrylic acid methyl ester 
• 32263-20-0 Benzyl-[1-methyl-pyrrolidin-(2Z)-ylidene]-amine 
• 114644-51-8 dimethyl cis-1-bromomethylcyclopropane-1,2-dicarboxylate 
• 67-56-1 methanol 
• 33797-51-2 eschenmoser's salt 
• 62054-77-7 methyl 3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)propanoate 
• 50-00-0 formaldehyd 
• 55499-18-8 2-(Dimethoxy-phosphoryl)-pentanedioic acid dimethyl ester 
• 702-90-9 cyclopropane-1,1,2-tricarboxylic acid 
• 114644-54-1 cis-1-hydroxymethylcyclopropane-1,2-dicarboxylic acid 
• 114644-48-3 cyclopropane-1,1,2-tricarboxylic acid 1,2-anhydride 
• 114644-53-0 cis-1-methoxycarbonylcyclopropane-1,2-dicarboxylic acid 

Downstream Products

• 3621-79-2 2-methyleneglutaric acid 
• 53358-21-7 (E)-γ-methylglutaconic acid 
• 118-82-1 4,4'-Methylenebis(2,6-di-tert-butylphenol) 
• 128-38-1 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl 
• 80099-80-5 dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate 
• 102617-51-6 methyl 2-(cyclohexylmethyl)acrylate 
• 102617-50-5 3-Cyclohexyl-2-(cyclohexylmethyl)propionsaeure-methylester 
• 124481-70-5 2-Cyclohexylmethyl-pentanedioic acid dimethyl ester 
• 174280-81-0 methyl <1-<(benzyloxycarbonyl)amino>ethyl>(2,4-dicarbomethoxybutyl)phosphinate 
• 875668-29-4 (S)-2-[(3-benzyloxycarbonylamino-3-methoxycarbonyl-propyl)-methoxy-phosphinoylmethyl]-pentanedioic acid 

Relevant articles and documents

Tail-to-tail dimerization of methyl acrylate in the presence of triphenylarsine ruthenium complexes

Dimerization of methyl acrylate by ruthenium-based homogenous catalysts. The effect of the addition of supporting ligands on selectivity was studied. Conversion and selectivity were significantly affected by using triphenyl arsine. Possible reaction mechanism to achieve the tail to tail product was discussed. Catalytic dimerization of methyl acrylate by homogenous ruthenium catalysts was investigated. The effect of the addition of acidic additives, supporting ligands, polymerization inhibitor, and reaction conditions on the selectivity of dimerization was studied, and possible reaction mechanism was discussed. Conversion and selectivity were significantly affected by using triphenylarsine as supporting ligand. Under mild conditions, conversion up to 98% with good selectivity to tail-to-tail product was achieved.

Phosphine-catalyzed dimerization of activated alkenes under ambient and high pressure conditions

Acrylic compounds dimerize under Morita-Baylis-Hillman conditions in the presence of soluble phosphines. Dimerization of β-substituted analogs may require high pressures. The process is selective and high yielding and affords densely functionalized products. (C) 2000 Elsevier Science Ltd.

A facile synthesis of 4-substituted glutamate derivative via 1,3-dipolar cycloaddition of dimethyl 2-methyleneglutarate and nitrone derived (-)-menthone

The 1,3-dipolar cycloaddition reaction of dimethyl 2-methylene-glutarate and (-)-menthone-derived nitrone occurred with moderate selectively to produce the desired isoxazolidine which was a direct precursor to the (2S,4S)-substituted glutamate derivative in an overall yield of 20%. The possibility of preparing the unnatural amino acid, (S)-(+)-lycoperdic acid was studied based on its evidence within the mass spectra of the final product.

2-production of diester perglutaric aminomethylene

PROBLEM TO BE SOLVED: To provide a method enabling production of 2-methylene glutaric acid diesters in higher yields.SOLUTION: This invention is the production of 2-methylene glutaric acid diesters. It consists of a process in which an acrylic ester and a phosphine catalyst are mixed after the acrylic ester is heated and of a process of dimerization of the acrylic ester for the production of 2-methylene glutaric acid diesters.