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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
Pricing and availability is not currently available.

Quality Level

200

Assay

98%

form

powder

mp

204-208 °C (lit.)

functional group

carboxylic acid

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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Related Categories

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.[1]
  • To prepare pharmacologically important 2,5-DBHA-gelatin conjugate, which can act as a polymer for the development of drug formulations.[2]
  • As a tridentate ligand to synthesize complexes of molybdenum by reacting with (PPh4)4Mo8O26.[3]
  • As a starting material in the total synthesis of landomycin A, an angucycline antibiotic.[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7825
BCCM5670
WXBF4830V
WXBF2002V
WXBF0283V

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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)
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
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)
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
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. How to prepare a stock solution of 2,5-dihydroxybenzoic acid 149357?

    1 answer

    1. The solubility of this product has not been tested. However, product 85707, which is tested for suitability in Maldi-MS, is tested for solubility at 0.1 g in 10 mL Methanol. These items have the same CAS number and the properties are identical.

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