5621-43-2

Basic information

• Product Name: 2-Methyleneglutaric acid diethyl ester
• Synonyms: 1-Butene-2,4-dicarboxylic acid diethyl ester;2-Methyleneglutaric acid diethyl ester;2-Methylenepentanedioic acid diethyl ester
• CAS NO: 5621-43-2
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23
• Mol File: 5621-43-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 109-110 °C(Press: 6 Torr)
• Appearance: /
• Density: 1.024±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Methyleneglutaric acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyleneglutaric acid diethyl ester(5621-43-2)
• EPA Substance Registry System: 2-Methyleneglutaric acid diethyl ester(5621-43-2)

Safety Data

• Hazardous Substances Data: 5621-43-2(Hazardous Substances Data)

Upstream product

• 140-88-5 ethyl acrylate 
• 50-00-0 formaldehyd 
• 2832-14-6 triethyl 1,1,3-propanetricarboxylate 

Downstream Products

• 18545-83-0 diethyl 2-methylglutarate 
• 98-78-2 3-Oxo-cyclopentanecarboxylic acid 
• 63579-89-5 triethyl pentane-1,3,5-tricarboxylate 
• 4606-65-9 (S)-(hydroxymethyl)piperidine 
• 32749-55-6 1-benzyl-6-oxopiperidine-3-carboxylic acid 

Relevant articles and documents

Poly(α-methyleneglutarimide)s from radical polymerization of α-methyleneglutarimides

α-Methyleneglutaric acid, a metabolite of niacin (nicotinic acid), can be easily converted to its cyclic anhydride. We report here the first conversion of α-methyleneglutaric anhydride to (a series of) α-methyleneglutarimides. These monomers can be radically polymerized to the title polymers. These have relatively high glass transition properties compared to the lower homologs derived from itaconimides (α-methylenesuccinimides).

O-(α-Phenylethyl)hydroxylamine as a ‘chiral ammonia equivalent’: synthesis and resolution of 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids

An approach to the synthesis and resolution of five- and six-membered lactams (i.e., 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids) is described. The method relies on the one-pot Michael reaction—cyclization of itaconic acid or diethyl homoitaconate and enantiopure O-(α-phenylethyl)hydroxylamine as a ‘chiral ammonia equivalent’. It is shown that this chiral auxiliary can be used for the separation of diastereomeric lactam products and then easily removed by catalytic hydrogenolysis.

Stereo- and chemoselective cross-coupling between two electron-deficient acrylates: An efficient route to (Z, E)-muconate derivatives

A Ru-catalyzed direct oxidative cross-coupling reaction of acrylates was developed. It offers a straightforward and atom-economical protocol for the synthesis of functionalized (Z,E)-muconate derivatives in moderate to good yields with good stereo- and chemoselectivities. The conjugated muconates bearing differentiable terminal functionality can be selectively transformed into versatile synthetic intermediates widely used in organic synthesis.