2,5-Dihydroxybenzoesäure Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
Gentisic acid is a dihydroxy benzoic acid. It is a derivative of benzoic acid and a minor (1 %) product of the metabolic break down of aspirin, excreted by the kidneys.
It is also found in the African tree Alchornea cordifolia and in wine.
Chemische Eigenschaften
White to light beige crystalline powder. 2,5-Dihydroxybenzoic Acid [490-79-9]
(gentisic acid, 2,5-DHBA), C7H6O4, Mr 154.1,
mp 205 C, is soluble in water and alcohols but
insoluble in benzene and chloroform. The acid is
stable in boiling water and gives a deep blue color
with iron(III) chloride. Here, the acid decomposes to form p-benzoquinone [106-51-4] and
carbon dioxide. 2–5-Dihydroxybenzoic acid is used as an
antirheumatic drug and, more recently, as a color
developer for thermal paper.
Verwenden
2,5-dihydroxybenzoic acid are?used as intermediates for pharmaceuticals (especially for antipyetic anlgesic, antirheumatism) and other organic synthesis. They are used as matrix for ionization of peptides, proteins and carbohydrates. In industrial field, they are?used as intermediates for the production of other organic chemicals, resins, polyesters, plasticizers, dyestuffs, preservatives, and rubber chemicals.
Application
As a hydroquinone , gentisic acid is readily oxidized and is used as an antioxidant excipient in some pharmaceutical preparations. In the laboratory, it is used as a sample matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry , and has been shown to conveniently detect peptides incorporating the boronic acid moiety by MALDI .
Definition
ChEBI: A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.
Vorbereitung Methode
Gentisic acid is produced by carboxylation of hydroquinone.
C
6H
4(OH)
2 + CO2 → C
6H
3(CO
2H)(OH)
2 This conversion is an example of a Kolbe–Schmitt reaction.
Allgemeine Beschreibung
Aspirin metabolite.
Sicherheitsprofil
Poison bp intravenous
route. Moderately toxic by ingestion and
intraperitoneal routes. Experimental
teratogenic and reproductive effects.
Mutation data reported. When heated to
decomposition it emits acrid smoke and
irritating fumes.
läuterung methode
Crystallise gentisic acid from hot water or *benzene/acetone. Dry it in a vacuum desiccator over silica gel. [Beilstein 10 H 384, 10 IV 1441.]
2,5-Dihydroxybenzoesäure Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
