Dabsyl chloride

HCID 91660

Basic information

CAS
177536-71-9
Standard SMILES
CN(C)c1ccc(N=Nc2ccc(S(=O)(=O)Cl)cc2)cc1
InChIKey
VTVWTPGLLAELLI-UHFFFAOYSA-N
Molecular formula
C14H14ClN3O2S
Average molar mass
323.8 g/mol
Monoisotopic mass
323.04952537

Overview

See also: 4-N,N-Dimethylaminoazobenzene-4'-sulfonyl chloride (annotation moved to).

Names & identifiers

Preferred name
Dabsyl chloride
IUPAC
4-[[4-(dimethylamino)phenyl]diazenyl]benzenesulfonyl chloride
English name
DABSYL CHLORIDE
Molecular formula
C14H14ClN3O2S
Molecular weight
323.8

Names & synonyms

Dabsyl chloride56512-49-3DABS-Cl4-Dimethylaminoazobenzene-4'-sulfonyl chloridep-((p-(Dimethylamino)phenyl)azo)benzenesulfonyl chlorideBenzenesulfonyl chloride, 4-[[4-(dimethylamino)phenyl]azo]-MFCD000074444-N,N-Dimethylaminoazobenzene-4'-sulfonyl chlorideBenzenesulfonyl chloride, 4-((4-(dimethylamino)phenyl)azo)-Benzenesulfonyl chloride, p-((p-(dimethylamino)phenyl)azo)-4-[[4-(dimethylamino)phenyl]diazenyl]benzenesulfonyl chloride177536-71-9
Show more names
Dabsyl6-Dehydrokavain-sulfonyl chlorideDabsyl Chloride Dabsyl chloride (Standard)DABSYL CHLORIDE, 500MG, NEATDabsyl chloride, 10 mM in DMSO4-(Dimethylamino)azobenzene-4′
Dabsylchloride4-((4-(Dimethylamino)phenyl)diazenyl)benzenesulfonyl chloride(E)-4-((4-(dimethylamino)phenyl)diazenyl)benzene-1-sulfonyl chloride4-(Dimethylamino)azobenzene-4'-sulfonyl chloridep-Dimethylaminoazobenzene-4-sulfonyl chlorideEINECS 260-235-1BRN 3064095Benzenesulfonyl chloride, 4-(2-(4-(dimethylamino)phenyl)diazenyl)-

Database identifiers

CAS
177536-71-9、56512-49-3
PubChem CID
91660
DTXSID
DTXSID801040750
UNII
DN43EM99LA
Nikkaji
J208.345K

Properties

Computed structural properties

XLogP
4.6
Topological polar surface area
70.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
21

Physicochemical properties

Melting point
185 °C · 185 °C (dec.) (lit.)
Boiling point
483.6 · 483.6±30.0 °C(Predicted)
Density
1.29 · 1.29±0.1 g/cm3(Predicted)
storage temp.
room temp
solubility
DMF: soluble
pka
3.27 · 3.27±0.10(Predicted)

Safety & regulation

Safety data

F
10-21
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
rtecs
DB8927800
ridadr
UN 3261 8/PG 2
hs_code
29270000

Chemistry & industry

Applications · 2 items

UsesFor 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 DescriptionAmino 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.

Suppliers72 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

Related reactions

17 records

Compound notes

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