5311-96-6

Usage

Synonyms

Nitriloacetic acid diethyl ester, NTA diethyl ester

Molecular weight

204.23 g/mol

Appearance

Colorless liquid

Solubility

Water-soluble

Functional groups

Hydrazine, carboxylic acid, and ester groups

Structure

Contains two ethyl ester groups attached to nitrogen atoms

Applications

a. Chelating agents
b. Pharmaceutical synthesis
c. Agrochemical synthesis
d. Heavy metal contaminated wastewater treatment
e. Soil remediation
f. Liquid fertilizer stabilizer
g. Dyes, pigments, and corrosion inhibitors production
h. Medical imaging chelating agents

Industrial and scientific importance

Versatile compound with a wide range of applications

Upstream product

• 64-17-5 ethanol 
• 67880-17-5 Hydrazodicarbonazid (germ.)=hydrazodicarbonic azide 
• 123-31-9 hydroquinone 
• 1972-28-7 diethylazodicarboxylate 
• 7803-57-8 hydrazine hydrate 
• 623-73-4 diazoacetic acid ethyl ester 
• 868-85-9 Dimethyl phosphite 
• 108-88-3 toluene 

Downstream Products

• 1972-28-7 diethylazodicarboxylate 
• 52944-50-0 tetrahydro-1,2-pyridazinedicarboxylic acid,diethyl ester 
• 505-19-1 piperidazine 

Relevant academic research and scientific papers

An unusual reaction of dimethyl azodicarboxylate with H-dimethylphosphonate

When the commonly used phosphorus components of the cocktail of the classical Mitsunobo reaction are changed from triphenylphosphine and trialkylphosphite to H-dimethylphosphonate, the course of the reaction changes and leads to products arising from the

Pyrrolobenzodiazepines

Compounds of the formulae Ia and Ib: wherein: A is CH2, or a single bond; R2 is selected from: R, OH, OR, CO2H, CO2R, COH, COR, SO2R, CN; R6, R7 and R9 are independently selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn; and R8 is selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn, where R is as defined above, or the compound is a dimer with each monomer being the same or different and being of formula Ia or Ib, where the R8 groups of the monomers form together a bridge having the formula —X—R′—X— linking the monomers, where R′ is an alkylene chain containing from 3 to 12 carbon atoms, which chain may be interrupted by one or more hetero-atoms and/or aromatic rings and may contain one or more carbon-carbon double or triple bonds, and each X is independently selected from O, S, or N; except that in a compound of formula Ia when A is a single bond, then R2 is not CH═CH(CONH2) or CH═CH(CONMe2). Other related compounds are also disclosed.

1-carboxymethoxy acetidinones and their production

A 2-azetidinone derivative having a group of the formula STR1 wherein R1 and R2 are the same or different and each represents a hydrogen atom, alkyl, aryl or arylalkyl which may have a substituent at the 1-position and an amino group, at the 3-position, which may be acylated or protected, its salt or ester, and methods of producing the same, (1) a method comprising subjecting a 2-azetidinone derivative having a group of the formula STR2 wherein the symbols are as defined above at the 1-position and an amino group at the 3-position, its salt or ester to an acylation or protective-group introduction reaction, and (2) a method comprising reacting a 2-azetidinone derivative having a hydroxy group at the 1-position and an amino group, at the 3-position, which may be acylated or protected, or its salt with a compound of the formula STR3 wherein W is a halogen atom; other symbols are as defined above, its salt or ester. The above objective compounds are utilizable as excellent antimicrobial agents or as valuable intermediates for the synthesis of the same.