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Merck
CN

39068

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

≥97.5% (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:
56512-49-3
Molecular Weight:
323.80
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
329755819
EC Number:
260-235-1
Beilstein/REAXYS Number:
3064095
MDL number:
MFCD00007444
Assay:
≥97.5% (AT)
Quality level:
200

Key Documents

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InChI key

VTVWTPGLLAELLI-WUKNDPDISA-N

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+

SMILES string

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

assay

≥97.5% (AT)

mp

185 °C (dec.) (lit.)

solubility

DMF: soluble, acetonitrile: soluble

Quality Level

200

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General description

Dabsyl chloride (4-dimethylaminoazobenzene-4′-sulfonyl chloride) is a chromophoric labeling reagent used in HPLC for derivatizing amino acids. It reacts freely with all amino acids in order to form dabsyl amino acids, which are photostable and can be seen on a thin-layer chromatographic plate.

Application

For the qualitative and quantitative identification of amino acids and for the determination of N-terminal amino acids. Used in the determination of primary and secondary amines by HPLC.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBQ0090V

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S E Plyte et al.
Biochemistry, 32(14), 3623-3628 (1993-04-13)
The structure of the gene 5 protein of filamentous bacteriophage Pf1 and its interaction with viral DNA have been investigated by a series of limited proteolysis experiments. The ability of purified proteolytic fragments of the Pf1 gene 5 protein to
Chromophoric labeling of amino acids with 4-dimethylaminoazobenzene-4'-sulfonyl chloride.
J K Lin et al.
Analytical chemistry, 47(9), 1634-1638 (1975-08-01)
Jansen, E.H.J., et al.
Journal of Chromatography A, 553, 123-123 (1991)
M Takahashi et al.
Journal of chromatography. B, Biomedical sciences and applications, 688(2), 197-203 (1997-01-24)
To elucidate the factors involved in dry skin and the skin damage caused by UV light, it is necessary to analyze small amounts of stratum corneum to determine amino acid contents. A new assay method for this purpose is described.
Kai-Yang Syu et al.
Journal of agricultural and food chemistry, 56(17), 7637-7643 (2008-07-26)
Dabsyl chloride (dimethylaminoazobenzene sulfonyl chloride), a useful chromophoric labeling reagent for amino acids and amines, was developed in this laboratory in 1975. Although several methods have been developed to determine various types of amino acids, a quick and easy method
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