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149357

Sigma-Aldrich

2,5-Dihydroxybenzoic acid

98%

Synonym(s):

2,5-DHBA, DHB, Gentisic acid, Hydroquinonecarboxylic acid

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About This Item

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
490-79-9
Molecular Weight:
154.12
Beilstein:
2209119
EC Number:
207-718-5
MDL number:
MFCD00002460
UNSPSC Code:
12352100
PubChem Substance ID:
24848948
NACRES:
NA.22

Assay

98%

form

powder

mp

204-208 °C (lit.)

SMILES string

OC(=O)c1cc(O)ccc1O

InChI

1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)

InChI key

WXTMDXOMEHJXQO-UHFFFAOYSA-N

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General description

Aspirin metabolite.

Application

2,5-Dihydroxybenzoic acid (2,5-DHBA) can be used:
  • As a matrix in the MALDI-TOF mass spectrometry analysis of the poly(styrene-co-pentafluorostyrene) copolymers.
  • To prepare pharmacologically important 2,5-DBHA-gelatin conjugate, which can act as a polymer for the development of drug formulations.
  • As a tridentate ligand to synthesize complexes of molybdenum by reacting with (PPh4)4Mo8O26.
  • As a starting material in the total synthesis of landomycin A, an angucycline antibiotic.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Matthew T Briggs et al.
Rapid communications in mass spectrometry : RCM, 31(10), 825-841 (2017-03-09)
Matrix-assisted laser desorption/ionization mass spectrometry imaging (MALDI-MSI) of the proteome of a tissue has been an established technique for the past decade. In the last few years, MALDI-MSI of the N-glycome has emerged as a novel MALDI-MSI technique. To assess
Matrix-assisted laser desorption/ionization sample preparation optimization for structural characterization of poly (styrene-co-pentafluorostyrene) copolymers
Tisdale E, et al.
Analytica Chimica Acta, 808, 151-162 (2014)
A 2, 5-Dihydroxybenzoic acid-gelatin conjugate: the synthesis, antiviral activity and mechanism of antiviral action against two alphaherpesviruses
Lisov A, et al.
Viruses, 7(10), 5343-5360 (2015)
Polynuclear oxomolybdenum (VI) complexes of dihydroxybenzoic acids: Synthesis, spectroscopic and structure characterization of a tetranuclear catecholato-type coordinated 2, 3-dihydroxybenzoate and a novel tridentate salicylato-type coordinated 2, 5-dihydroxybenzoate trinuclear complex
Litos C, et al.
Polyhedron, 25(6), 1337-1347 (2006)
Evgenia Tisdale et al.
Analytica chimica acta, 808, 151-162 (2013-12-29)
The influence of the sample preparation parameters (the choice of the matrix, matrix:analyte ratio, salt:analyte ratio) was investigated and optimal conditions were established for the MALDI time-of-flight mass spectrometry analysis of the poly(styrene-co-pentafluorostyrene) copolymers. These were synthesized by atom transfer
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