2,5-Dihydroxybenzoic acid
- CAS No.
- 490-79-9
- Chemical Name:
- 2,5-Dihydroxybenzoic acid
- Synonyms
- GENTISIC ACID;DHB;Gentisate;2,5-Dhba;Gentisic;Phloretate;Kyselina 2,5-dihydroxybenzoova;Gensigen;Gensigon;2,5-Dihydroxyb
- CBNumber:
- CB5853669
- Molecular Formula:
- C7H6O4
- Molecular Weight:
- 154.12
- MOL File:
- 490-79-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/11/17 8:48:38
| Melting point | 204-208 °C(lit.) |
|---|---|
| Boiling point | 237.46°C (rough estimate) |
| Density | 1.3725 (rough estimate) |
| refractive index | 1.6400 (estimate) |
| storage temp. | Store below +30°C. |
| solubility | It is soluble in alcohol and ether. |
| pka | 2.97(at 25℃) |
| form | Crystalline Powder |
| color | White to light beige |
| PH | 3.21(1 mM solution);2.56(10 mM solution);2.01(100 mM solution) |
| Water Solubility | soluble |
| Merck | 14,4398 |
| BRN | 2209119 |
| InChIKey | WXTMDXOMEHJXQO-UHFFFAOYSA-N |
| LogP | 1.740 |
| CAS DataBase Reference | 490-79-9(CAS DataBase Reference) |
| NIST Chemistry Reference | 2,5-Dihydroxybenzoic acid(490-79-9) |
| EPA Substance Registry System | Benzoic acid, 2,5-dihydroxy- (490-79-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P501 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 26-36-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | LY3850000 | |||||||||
| Hazard Note | Harmful | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29182990 | |||||||||
| NFPA 704 |
|
2,5-Dihydroxybenzoic acid price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 85707 | 2,5-Dihydroxybenzoic acid matrix substance for MALDI-MS, >99.0% (HPLC) | 490-79-9 | 10MG | ₹2035.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 85707 | 2,5-Dihydroxybenzoic acid matrix substance for MALDI-MS, >99.0% (HPLC) | 490-79-9 | 250MG | ₹26239.8 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR3329 | 2,5-Dihydroxybenzoic acid certified reference material, pharmaceutical secondary standard | 490-79-9 | 50MG | ₹68121.73 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 85707 | 2,5-Dihydroxybenzoic acid matrix substance for MALDI-MS, >99.0% (HPLC) | 490-79-9 | 1G | ₹86231.95 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 149357 | 2,5-Dihydroxybenzoic acid 98% | 490-79-9 | 10G | ₹1948.5 | 2022-06-14 | Buy |
2,5-Dihydroxybenzoic acid Chemical Properties,Uses,Production
Description
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.
Chemical Properties
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.
Uses
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 .
Production Methods
Gentisic acid is produced by carboxylation of hydroquinone.
C6H4(OH)2 + CO2 → C6H3(CO2H)(OH)2
This conversion is an example of a Kolbe–Schmitt reaction.
Definition
ChEBI: A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.
General Description
Aspirin metabolite.
Safety Profile
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.
Purification Methods
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-Dihydroxybenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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| Supplier | Advantage |
|---|---|
| KARPSCHEM LABORATORIES | 58 |
| Orgamine Chemicals(I) Pvt Ltd | 58 |
| Val Organics Pvt Ltd | 58 |
| Molsyns Research | 58 |
| Anax Laboratories | 0 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| CHEMSWORTH | 30 |
| A.J Chemicals | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
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