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

General Description

2-Methylene-pentanedioic acid dimethyl ester, also known as 2-methylene-glutaric acid dimethyl ester, is a chemical compound with the molecular formula C7H10O4. It is a colorless liquid with a fruity odor, and it is commonly used in the production of organic chemicals and pharmaceuticals. 2-METHYLENE-PENTANEDIOIC ACID DIMETHYL ESTER is known for its potential use as a building block in the synthesis of various complex organic molecules. It is also used as a solvent and a reagent in chemical processes. Additionally, 2-methylene-pentanedioic acid dimethyl ester is known to have low toxicity, making it safe for use in various industrial applications.

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 
• 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 
• 114644-50-7 cis-1-bromomethylcyclopropane-1,2-dicarboxylic acid 
• 114644-53-0 cis-1-methoxycarbonylcyclopropane-1,2-dicarboxylic acid 
• 114644-48-3 cyclopropane-1,1,2-tricarboxylic acid 1,2-anhydride 
• 114644-54-1 cis-1-hydroxymethylcyclopropane-1,2-dicarboxylic acid 
• 702-90-9 cyclopropane-1,1,2-tricarboxylic 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 
• 114701-92-7 dimethyl 2-benzylpentanedioate 
• 947171-06-4 2-[((4-(N-benzyloxycarbonylamino)phenyl)(methoxy)phosphinoyl)methyl]pentane-1,5-dioic acid dimethyl ester 
• 947171-09-7 C₁₇H₂₄NPO₈ 
• 947171-07-5 2-[((4-(N-tert-butoxycarbonyl-amino)-phenyl)(methoxy)-phosphinoyl)-methyl]pentane-1,5-dioic acid dimethyl ester 
• 947171-10-0 C₂₃H₂₈NPO₈ 

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.