5458-76-4

Basic information

• Product Name: 4-METHYLCATECHOL-O,O-DIACETIC ACID
• Synonyms: 4-METHYLCATECHOL-O,O-DIACETIC ACID;LABOTEST-BB LT00455021;2,2'-[(4-methyl-1,2-phenylene)bis(oxy)]bisacetic acid;4-METHYLCATECHOL-O,O-DIACETIC ACID 99%;2,2'-[(4-Methyl-1,2-phenylene)bisoxy]diacetic acid;Einecs 226-723-3;XNWHXCLJBFNQDQ-UHFFFAOYSA-N
• CAS NO: 5458-76-4
• Molecular Formula: C₁₁H₁₂O₆
• Molecular Weight: 240.21
• EINECS: 226-723-3
• Mol File: 5458-76-4.mol

Chemical Properties

• Melting Point: 176-178°C
• Boiling Point: 450.4°Cat760mmHg
• Flash Point: 177.6°C
• Appearance: /
• Density: 1.365g/cm³
• Vapor Pressure: 1.73E-08mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: 4-METHYLCATECHOL-O,O-DIACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLCATECHOL-O,O-DIACETIC ACID(5458-76-4)
• EPA Substance Registry System: 4-METHYLCATECHOL-O,O-DIACETIC ACID(5458-76-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 5458-76-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Methylcatechol-O,O-diacetic acid is used as a chiral building block for the synthesis of pharmaceuticals, contributing to the development of new drugs with improved efficacy and selectivity. Its unique structure allows for the creation of chiral ligands, which are essential in asymmetric synthesis and catalysis.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Methylcatechol-O,O-diacetic acid is employed as a precursor in the synthesis of complex organic molecules, including agrochemicals. Its role in the production of these compounds aids in enhancing crop protection and yield.
Used in Fine Chemicals Production:
4-Methylcatechol-O,O-diacetic acid is utilized as a chiral building block in the production of fine chemicals, which are high-purity specialty chemicals used in various applications such as fragrances, flavors, and pharmaceuticals.
Used in Organic Synthesis:
4-METHYLCATECHOL-O,O-DIACETIC ACID serves as a precursor in the synthesis of complex organic molecules and pharmaceutical intermediates, playing a crucial role in the development of novel therapeutic agents and other advanced organic compounds.

InChI:InChI=1/C11H12O6/c1-7-2-3-8(16-5-10(12)13)9(4-7)17-6-11(14)15/h2-4H,5-6H2,1H3,(H,12,13)(H,14,15)

Upstream product

• 52589-39-6 2,2'-[(4-methyl-1,2-phenylene)bis(oxy)]bis[acetic acid] dimethyl ester 
• 452-86-8 4-methyl-1,2-dihydroxybenzene 

Relevant articles and documents

Measurement of the Dissociation of EuII-Containing Cryptates Using Murexide

The dissociation rates of five EuII-containing cryptates in water were measured using UV-visible spectroscopy and murexide at pH 6.5, 7, 7.5, 8, and 9. Murexide was used as a coordinating dye for EuII. The results for a known cryptate were within experimental error of the value obtained using other methods and enabled the measurement of other cryptates. This validation of the use of murexide to study the dissociation of EuII-containing cryptates enables its use with other complexes of EuII

FORMATION AND USES OF EUROPIUM

An MRI contrast composition includes a liposome and a europium metal complex disposed within the liposome. The europium metal complex includes a europium metal ion and a multi-dentate ligand selected from the group consisting of cryptands and thiacryptands and one or more counter-ions that balances a charge of the europium metal ion and the multi-dentate ligand, the europium metal ion being switchable between a 2+ and 3+ oxidation state. The contrast composition advantageously provides an oxidation-responsive dual-mode contrast agent because it would enhance either T1-weighted images or CEST images depending on the oxidation state of Eu.