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89802

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4-(Dimethylamino)azobenzene-4′-sulfonyl chloride

for HPLC derivatization, LiChropur, 98.0-102.0% (AT)

Synonym(s):

4-(4-Dimethylaminophenylazo)benzenesulfonyl chloride, DABS-Cl, Dabsyl chloride

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About This Item

Linear Formula:
(CH3)2NC6H4N=NC6H4SO2Cl
CAS Number:
Molecular Weight:
323.80
Beilstein:
3064095
EC Number:
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22

grade

for HPLC derivatization

Quality Level

Assay

98.0-102.0% (AT)

form

crystals

quality

LiChropur

technique(s)

HPLC: suitable

mp

185 °C (dec.) (lit.)

SMILES string

CN(C)c1ccc(cc1)\N=N\c2ccc(cc2)S(Cl)(=O)=O

InChI

1S/C14H14ClN3O2S/c1-18(2)13-7-3-11(4-8-13)16-17-12-5-9-14(10-6-12)21(15,19)20/h3-10H,1-2H3/b17-16+

InChI key

VTVWTPGLLAELLI-WUKNDPDISA-N

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General description

Amino groups are common to many biological compounds and many amines used in pharmaceuticals. Most of these compounds show weak absorption in direct HPLC analysis with UV-VIS detection. However, strongly absorbing derivatives of amines can be easily detected by HPLC with high sensitivity even when present at low concentrations. Primary and secondary amino groups are usually derivatized as aromatic derivatives by nucleophilic substitution reactions using reagents such as arylsulfonyl chlorides.
4-(Dimethylamino)azobenzene-4′-sulfonyl chloride, a well-known UV-labeling agent, is generally used for the derivatization of N-terminal amino acids, imidazole derivatives, polyamines, etc. prior to their chromatographic determination due to the former′s capacity to covalently bind to the substrates. Its derivatives typically absorb UV radiation between the range of 436-460 nm. This method of derivatization is regarded as superior compared to other methods owing to the simplicity of the procedure, high stability and reproducibility, best resolution of the analytes, etc.

Application

4-(Dimethylamino)azobenzene-4′-sulfonyl chloride may be used to derivatize biogenic amines, primary amino acids, melamine, and hydroxyproline and proline extracted from various biological samples prior to their determination using high performance liquid chromatography (HPLC) technique to increase their detection sensitivity.

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Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Microcharacterization of Proteins
J. Chromatogr. Library, 70(2), 229-241 (2005)
Sensitive determination of melamine in milk and powdered infant formula samples by high-performance liquid chromatography using dabsyl chloride derivatization followed by dispersive liquid-liquid microextraction
Faraji M and Adeli M
Food Chemistry, 221, 139-146 (2017)
Journal of Chromatography Library
J. Chromatogr. Library, 70(2), 229-241 (2005)
Reversed-phase high-performance liquid chromatographic analysis of hydroxyproline and proline from collagen by derivatization with dabsyl chloride
Ikeda M. et al.
Journal of Chromatography. B, Biomedical Applications, 621(2), 133-138 (1993)
A comparative analysis of derivatization strategies for the determination of biogenic amines in sausage and cheese by HPLC
Liu SJ, et al.
Food Chemistry, 266, 275-283 (2018)

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