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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

Key Documents

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Product Name

4-(Dimethylamino)azobenzene-4′-sulfonyl chloride, ≥97.5% (AT)

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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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.

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.

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
Jansen, E.H.J., et al.
Journal of Chromatography A, 553, 123-123 (1991)
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)
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.
K Sormiachi et al.
Journal of chromatography. B, Biomedical applications, 664(2), 435-439 (1995-02-17)
A high-performance liquid chromatographic method was modified for the determination of hydroxyproline in cultured cells derived from rat liver. First, the primary amino group in the cell hydrolysate was blocked with o-phthalaldehyde, then the secondary amino group was derivatized with
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