2,5-Dihydroxybenzoic Acid

2,5-Dihydroxybenzoic Acid structural formula

CAS Number490-79-9
Molecular FormulaC7H6O4
Molecular Weight154.122
InChI KeyWXTMDXOMEHJXQO-UHFFFAOYSA-N
LogP1.74
Synonyms
  • Benzoic acid, 2,5-dihydroxy-
  • 2,5-Dihydroxybenzoic acid
  • 490-79-9
  • 4-10-00-01441
  • 2,5-Dihydroxybenzoic acid
  • 2,5-Dioxybenzoic acid
  • 3,6-Dihydroxybenzoic acid
  • 5-Hydroxysalicylic acid
  • Acide gentisique
  • acido gentisico
  • Carboxyhydroquinone
  • Gensigen
  • Gensigon
  • gentisic acid
  • Gentisinic acid
  • GENTISINSAEURE
  • Gentisinsaure
  • Hydroquinonecarboxylic acid
  • NSC 27224
  • NSC 49098
  • NSC 78825
  • BRN 2209119
  • EINECS 207-718-5
  • Gentisate
  • Salicylic acid, 5-hydroxy-
  • Acido 2,5-diidrossibenzoico
  • Acidum gentisicum
  • Kyselina 2,5-dihydroxybenzoova
  • Kyselina gentisinova
  • UNII-VP36V95O3T
  • 2,5-Dioxybenzoate
  • 3,6-Dihydroxybenzoate
  • 5-Hydroxy-Salicylate
  • 5-Hydroxy-Salicylic acid
  • 5-Hydroxysalicylate
  • Dihydroxybenzoicacid
  • Gentisinate
  • Hydroquinonecarboxylate

Applications:

HPLC Separation of Dihydroxybenzoic Acids on Newcrom B Column

April 24, 2020


Dihydroxybenzoic acids are aromatic compounds consisting of a phenolic ring and a carboxylic acid. The six main compounds are structurally similar and are difficult to separate in reverse-phase HPLC. The can be separated by using a mixed-mode Newcrom B column with the mobile phase having either methanol (MeOH) or acetonitrile (ACN) as an organic modifier having different retention characteristics. Using the gradient of organic modifier, water and sulfuric acid (H2SO4) as buffer, dihydroxybenzoic acids can be separated and UV detected at 250nm.

Condition

Column Newcrom B, 4.6×150 mm, 5 µm, 100A
Mobile Phase MeCN
Buffer H2SO4
Flow Rate 1.0 ml/min
Detection UV, 250 nm

 

Description

Class of Compounds
Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements
Analyzing Compounds 3.4-dihydroxybenzoic acid, 3.5-dihydroxybenzoic acid,2,4-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid, 2,3-dihydroxybenzoic acid, 2,6-dihydroxybenzoic acid

 

Application Column

Newcrom B

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

Select options
Application Analytes:
2,3-Dihydroxybenzoic Acid
2,4-Dihydroxybenzoic Acid
2,5-Dihydroxybenzoic Acid
2,6-Dihydroxybenzoic acid
3,4-Dihydroxybenzoic Acid
3,5-Dihydroxybenzoic Acid
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC separation of Dihydroxybenzoic acid in Hydrogen-Bonding mode on SHARC 1 HPLC column

June 18, 2012

 

 

Application Notes: Dihydroxybenzoic acids are polar acidic compounds containing two hydroxyl groups as well as a carboxylic acid. Isomers of dihydroxybenzoic acids are very polar with varying degrees of acidity. While the isomers can be analyzed by mixed-mode chromatography on Primesep D column, the presence of hydroxyls and carboxylic acid fragments also make these compounds good candidates for using the new hydrogen bonding columns for analysis. Since all these compounds have the same amount of hydroxyls they are separated based on accessibility of this hydroxyl group. Retention time can be adjusted by the amount of ACN, MeOh and concentration of additives (formic acid, ammonium formate, triethylamine, etc.). Our method is fully compatible with LC/MS and prep chromatography and can be used for other hydroxy and carboxylic acids containing compounds..

Application Columns: SHARC 1, 3.2×100 mm, 5 um, 100A. To learn more about SHARC 1 columns click here. To order this column click here. To see more chromatographic separations check our web site.

Application Compounds: 2,6-dihydroxybenzoic acid, 2,4-dihydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid

Detection Technique: UV, LC/MS

Condition

Column Sharc 1, 3.2×100 mm, 5 µm, 100A
Mobile Phase MeCN/MeOH
Buffer AmFm, Formic acid
Flow Rate 1.0 ml/min
Detection UV, 270 nm

 

Description

Class of Compounds
Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements
Analyzing Compounds 2,6-dihydroxybenzoic acid, 2,4-dihydroxybenzoic acid, 3,5-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid

 

Application Column

SHARC 1

Column Diameter: 3.2 mm
Column Length: 100 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
2,4-Dihydroxybenzoic Acid
2,5-Dihydroxybenzoic Acid
3,5-Dihydroxybenzoic Acid

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Separation of Dihydroxybenzoic Acid

November 21, 2010


Separation of hydrophilic isomers is very difficult when only one mechanism of retention, like reversed-phase, is available. Isomers have very similar hydrophobic properties. In case of mixed-mode chromatography, small difference in hydrophobic and ionic properties allows to separate isomers. Isomers of dihydroxybenzoic acids are separated on a Primesep D column with good selectivity and peak shape. This method can be used for separation of other hydrophilic acidic compounds as well as hydrophobic basic compound.

Condition

Column Primesep D, 4.6×150 mm, 5 µm, 100A
Mobile Phase MeCN
Buffer TFA
Flow Rate 1.0 ml/min
Detection UV, 250 nm

 

Description

Class of Compounds
Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements
Analyzing Compounds 3.4-dihydroxybenzoic acid, 3.5-dihydroxybenzoic acid,2,4-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid, 2,3-dihydroxybenzoic acid

 

Application Column

Primesep D

The Primesep family of mixed-mode columns offers a wide variety of stationary phases, boasting unprecedented selectivity in the separation of a broad array of chemical compounds across multiple applications. Corresponding Primesep guard columns, available with all stationary phases, do not require holders. SIELC provides a method development service available to all customers. Inquire about our specially-tailored custom LC-phases for specific separations.

Select options
Application Analytes:
2,3-Dihydroxybenzoic Acid
2,4-Dihydroxybenzoic Acid
2,5-Dihydroxybenzoic Acid
3,4-Dihydroxybenzoic Acid
3,5-Dihydroxybenzoic Acid

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

Mixed-Mode Separation of Dihydroxybenzoic Acids

October 12, 2005

 

 

Primesep B offers better selectivity over traditional, reversed-phase C18 columns for separating regioisomers of aromatic dihydroxybenzoic acids (2,3-dihydroxybenzoic, 2,4-dihydroxybenzoic, 2,5-dihydroxybenzoic 3,4-dihydroxybenzoic, 3,5-dihydroxybenzoic acids) Primesep B combines reversed-phase and anion-exchange mechanism with a mass spec compatible mobile phase of water, acetonitrile (MeCN, ACN) and trifluoracetic acid (TFA).

Condition

Column Primesep B, 4.6×150 mm, 5 µm, 100A
Mobile Phase MeCN
Buffer TFA
Flow Rate 1.0 ml/min
Detection UV, 270 nm

 

Description

Class of Compounds
Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements
Analyzing Compounds 3.4-dihydroxybenzoic acid, 3.5-dihydroxybenzoic acid,2,4-dihydroxybenzoic acid, 2,5-dihydroxybenzoic acid, 2,3-dihydroxybenzoic acid

 

Application Column

Primesep B

The Primesep family of mixed-mode columns offers a wide variety of stationary phases, boasting unprecedented selectivity in the separation of a broad array of chemical compounds across multiple applications. Corresponding Primesep guard columns, available with all stationary phases, do not require holders. SIELC provides a method development service available to all customers. Inquire about our specially-tailored custom LC-phases for specific separations.

Select options
Application Analytes:
2,3-Dihydroxybenzoic Acid
2,4-Dihydroxybenzoic Acid
2,5-Dihydroxybenzoic Acid
3,4-Dihydroxybenzoic Acid
3,5-Dihydroxybenzoic Acid
Carboxylic Acids

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.