2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341)

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ChEBI Name	2-(4-hydroxyphenylazo)benzoic acid

ChEBI ID	CHEBI:64341

Definition	An azo compound that is azobenzene in which one phenyl group is substituted at position 4 by a hydroxy group, while the other phenyl group is substituted at position 2 by a carboxy group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Gerhard Mayer

Supplier Information

Download	Molfile XML SDF

Formula

C13H10N2O3

Net Charge

Average Mass

242.23010

Monoisotopic Mass

242.06914

InChI

InChI=1S/C13H10N2O3/c16-10-7-5-9(6-8-10)14-15-12-4-2-1-3-11(12)13(17)18/h1-8,16H,(H,17,18)/b15-14+

InChIKey

DWQOTEPNRWVUDA-CCEZHUSRSA-N

SMILES

Oc1ccc(cc1)\N=N\c1ccccc1C(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Application(s):	MALDI matrix material A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material).

ChEBI Ontology
Outgoing	2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) has functional parent azobenzene (CHEBI:190358) 2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) has role MALDI matrix material (CHEBI:64345) 2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) is a monoazo compound (CHEBI:48959) 2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) is a monocarboxylic acid (CHEBI:25384) 2-(4-hydroxyphenylazo)benzoic acid (CHEBI:64341) is a phenols (CHEBI:33853)

IUPAC Name

2-[(4-hydroxyphenyl)diazenyl]benzoic acid

Synonyms	Sources
2-((4'-HYDROXYPHENYL)-AZO)BENZOIC ACID	DrugBank
2-(4'-hydroxyphenylazo)benzoic acid	ChEBI
2-(p-hydroxyphenylazo)benzoic acid	ChemIDplus
HABA	ChemIDplus
HBABA	ChEBI
o-(p-hydroxyphenylazo)benzoic acid	ChemIDplus

Last Modified

25 August 2023

General Comment
2012-04-04	MALDI matrix solution [PubChem_Compound:5357439]