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
Show more names
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
- Formal charge
- 0
- Complexity
- 445
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)
- form
- powder to crystaline
- color
- Orange to Brown to Dark red
- Sensitive
- Moisture Sensitive
- BRN
- 3064095 · 3064095
- 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+
- InChIKey
- VTVWTPGLLAELLI-WUKNDPDISA-N
- SMILES
- CN(C)c1ccc(cc1)\N=N\c2ccc(cc2)S(Cl)(=O)=O
- CAS DataBase Reference
- 56512 · 56512-49-3(CAS DataBase Reference)
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
- 260 · P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
- PPE
- 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- Hazard Codes
- C
- Risk Statements
- 34 · 34
- Safety Statements
- 26 · 26-36/37/39-45-27
- RIDADR
- 3261 · UN 3261 8/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 8927800 · DB8927800
- F
- 10 · 10-21
- HazardClass
- 8 · 8
- PackingGroup
- II
- HS Code
- 29270000 · 29270000
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 B · Skin Corr. 1B
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
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45-27
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314
- Hazard Classifications
- Skin Corr. 1B
- Precautionary statements
- P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Applications
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
Related reactions
Compound notes
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