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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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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
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)
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
Naoki Sato
Plant & cell physiology, 56(10), 1890-1899 (2015-08-16)
Monogalactosyldiacylglycerol (MGDG) is ubiquitous in the photosynthetic membranes of cyanobacteria and chloroplasts. It is synthesized by galactosylation of diacylglycerol (DAG) in the chloroplasts, whereas it is produced by epimerization of monoglucosyldiacylglycerol (GlcDG) in at least several cyanobacteria that have been
B E Cham et al.
Clinical chemistry, 26(1), 111-114 (1980-01-01)
We have developed a specific and sensitive method for the determination of salicylic acid, salicyluric acid, and gentisic acid in urine. Any proteins present are precipitated with methyl cyanide. After centrifugation, an aliquot of the supernate is directly injected into
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