15573-67-8

Basic information

• Product Name: 4-Hydroxyphenylglyoxylic acid
• Synonyms: 4-Hydroxyphenylglyoxylic acid
• CAS NO: 15573-67-8
• Molecular Formula: C₈H₆O₄
• Molecular Weight: 166.13084
• EINECS: 259-205-0
• Mol File: 15573-67-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 358.9°Cat760mmHg
• Flash Point: 185°C
• Appearance: /
• Density: 1.457g/cm³
• Vapor Pressure: 8.95E-06mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Hydroxyphenylglyoxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxyphenylglyoxylic acid(15573-67-8)
• EPA Substance Registry System: 4-Hydroxyphenylglyoxylic acid(15573-67-8)

Safety Data

• Hazardous Substances Data: 15573-67-8(Hazardous Substances Data)

Usage

Description

4-Hydroxyphenylglyoxylic acid is a chemical compound with the molecular formula C8H6O4, belonging to the phenylglyoxylic acid derivatives. It features a hydroxyl group attached to the phenyl ring, which endows it with potential biological properties and applications in various fields.

Uses

Used in Pharmaceutical Industry:
4-Hydroxyphenylglyoxylic acid is used as an enzyme inhibitor for its ability to inhibit enzymes involved in the biosynthesis of neurotransmitters, such as tyrosine hydroxylase and phenylalanine hydroxylase. This makes it a potential candidate for the development of drugs targeting neurological disorders.
Used in Organic Synthesis:
4-Hydroxyphenylglyoxylic acid is used as a building block in the synthesis of pharmaceutical compounds, contributing to the creation of new drugs with therapeutic potential.
Used in Dye Industry:
4-Hydroxyphenylglyoxylic acid is used as a building block for dyes, owing to its chemical structure that can be modified to produce a range of colorants for various applications.
Used in Agrochemical Industry:
4-Hydroxyphenylglyoxylic acid is utilized as a building block for agrochemicals, potentially contributing to the development of new pesticides or other agricultural chemicals.
Used in Fine Chemicals Industry:
4-Hydroxyphenylglyoxylic acid is employed as a building block for fine chemicals, which are high-purity, specialty chemicals used in various industries, including pharmaceuticals, fragrances, and flavorings.

InChI:InChI=1/C8H6O4.Na/c9-6-3-1-5(2-4-6)7(10)8(11)12;/h1-4,9H,(H,11,12);/q;+1/p-1

Upstream product

• 2628-17-3 4-Vinylphenol 
• 99-93-4 4-Hydroxyacetophenone 
• 26787-78-0 amoxicillin 
• 70080-54-5 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester 
• 6324-01-2 p-hydroxyphenylglycine 
• 37763-23-8 D-2-p-hydroxyphenylglycine methyl ester 
• 38250-16-7 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester 
• 13244-75-2 (S)-α,4-dihydroxy-benzeneacetic acid 
• 7664-93-9 sulfuric acid 
• 15535-99-6 4-amino-α-oxophenylacetic acid 
• 75318-43-3 4,5-dichloro-1,2,3-dithiazolium chloride 
• 108-95-2 phenol 
• 76590-59-5 4-(4-Hydroxy-phenyl)-2-trifluoromethyl-4H-oxazol-5-one 
• 201230-82-2 carbon monoxide 

Downstream Products

• 123-08-0 4-hydroxy-benzaldehyde 
• 22818-40-2 D-4-hydroxyphenylglycine 
• 6324-01-2 p-hydroxyphenylglycine 
• 34917-91-4 4-hydroxyisobutyrophenone 
• 1137-42-4 4-Hydroxybenzophenone 
• 1036242-16-6 C₂₂H₁₇N₃O₃ 
• 66340-55-4 (4-Hydroxy-phenyl)-[(Z)-methoxyimino]-acetic acid methyl ester 
• 840-81-3 (E)-N’-(4'-hydroxybenzylidene)isonicotinohydrazide 
• 13244-78-5 (R)-α,4-dihydroxy-benzeneacetic acid 
• 13244-75-2 (S)-α,4-dihydroxy-benzeneacetic acid 

Relevant articles and documents

ONE-STEP SYNTHESIS OF α-HYDROXY ACIDS VIA REDUCTIVE DOUBLE CARBONYLATION OF ORGANIC HALIDES

Palladium-catalyzed carbonylation of organic halides with water in the presence of calcium hydroxide or lithium hydroxide in primary or secondary alcoholic solvents afforded α-hydroxy acids.

Synthesis of α-Keto Acids via Oxidation of Alkenes Catalyzed by a Bifunctional Iron Nanocomposite

An efficient methodology for synthesis of α-keto acids via oxidation of alkenes using TBHP as oxidant catalyzed by a bifunctional iron nanocomposite has been established. A variety of alkenes with different functional groups were smoothly oxidized into their corresponding α-keto acids in up to 80% yield. Moreover, the bifunctional iron nanocomposite catalyst showed outstanding catalytic stability for successive recycles without appreciable loss of activity.

Synthesis of Unprotected 2-Arylglycines by Transamination of Arylglyoxylic Acids with 2-(2-Chlorophenyl)glycine

The transamination of α-keto acids with 2-phenylglycine is an effective methodology for directly synthesizing unprotected α-amino acids. However, the synthesis of 2-arylglycines by transamination is problematic because the corresponding products, 2-arylglycines, transaminate the starting arylglyoxylic acids. Herein, we demonstrate the use of commercially available l-2-(2-chlorophenyl)glycine as the nitrogen source in the transamination of arylglyoxylic acids, producing the corresponding 2-arylglycines without interference from the undesired self-transamination process.

Synthesis of arylglyoxylic acids and their collision-induced dissociation

A variety of substituted arylglyoxylic acids (2a-g) were synthesized via oxidation of the corresponding aryl-methylketones (1a-e) using selenium dioxide or Friedel-Crafts acylation of phenol (3) with ethyl chlorooxoacetate and further transformations. It was found that the arylglyoxylic acids (2) undergo facile unimolecular dissociation with loss of carbon monoxide to give the corresponding arylcarboxylic acids (7) under collisionally induced mass spectrometric conditions. Copyright Taylor & Francis Group, LLC.