4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzene-1-sulfonyl chloride

• ChemBase ID: 103206
• Molecular Formular: C14H14ClN3O2S
• Molecular Mass: 323.79786
• Monoisotopic Mass: 323.04952538
• SMILES: CN(C)c1ccc(cc1)/N=N/c1ccc(cc1)S(=O)(=O)Cl
• Canonical SMILES: CN(c1ccc(cc1)/N=N/c1ccc(cc1)S(=O)(=O)Cl)C
• InChI: 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
• InChIKey: VTVWTPGLLAELLI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzene-1-sulfonyl chloride; 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzenesulfonyl chloride; 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzenesulfonyl chloride
• Synonyms: 4-Dimethylaminoazobenzene-4'-sulfonyl chloride; Dabsyl chloride; 4-(4-Dimethylaminophenylazo)benzenesulfonyl chloride; DABS-Cl; 4-DIMETHYLAMINOAZOBENZENE-4'-SULFONYL CHLORIDE; 4-(Dimethylamino)azobenzene-4′-sulfonyl chloride; Dabsyl chloride; 4-(Dimethylamino)azobenzene-4′-sulfonyl chloride; 4-二甲氨基偶氮苯-4'-磺酰氯; 4-(二甲氨基)偶氮苯-4′-磺酰氯; 4-二甲胺基苯基偶氮苯磺酰氯; 4-(二甲氨基)偶氮苯-4′-磺酰氯; 4-(N,N-二甲基氨基)偶氮苯-4'-磺酸氯; 4-二甲胺基苯基偶氮苯磺酰氯

Database IDs

• CAS Number: 56512-49-3
• EC Number: 260-235-1
• MDL Number: MFCD00007444
• Beilstein Number: 3064095
• PubChem SID: 162090350; 24873345; 24864337
• PubChem CID: 91660

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.428272
• LogD (pH = 7.4): 4.43342
• Log P: 4.4334865
• Molar Refractivity: 88.9998 cm^3
• Polarizability: 32.430676 Å^3
• Polar Surface Area: 62.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble; DMF: soluble
• Melting Point: 185 °C (decomposes); 185 °C (dec.)(lit.); ca 185°C dec.

Safety Information

• Storage Condition: 2-8°C, Store Under Nitrogen, Protect from light, Avoid excess heat
• Storage Warning: Moisture Sensitive
• RTECS: DB8927800
• European Hazard Symbols: Corrosive (C)
• UN Number: 1759; 3261; UN2923
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 34; R:34
• Safety Statements: 20-26-36/37/39-45-60; 26-36/37/39-45; S:26-27/28-36/37/39-46-64
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥97.5% (AT); 96%; 98+%
• Grade: for HPLC derivatization
• Packaging: pkg of 500 mg
• Linear Formula: (CH3)2NC6H4N=NC6H4SO2Cl

DETAILS

MP Biomedicals - 02150931

Chromophoric label for amino acids, peptides and proteins.

Sigma Aldrich - 226262

Application
Chromophoric labeling reagent for amino acids.1,2,3

Sigma Aldrich - 39068

Application
For the qualitative and quantitative identification of amino acids and for the determination of N-terminal amino acids.1,2,3 Used in the determination of primary and secondary amines by HPLC.4
Packaging
1, 5 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 502219

General description
Derivatization Reagent for HPLCDabsyl chloride (4-Dimethylamino-azobenzene-4-sulphonyl chloride)Precolumn reagent used in HPLC for derivatizing amino acids. Dabsyl-amino acids can be separated by reversed phase HPLC and detected in the visible region.

REFERENCES

• J.K. Lin, Anal. Chem. , 52 : 630 (1980).
• J.Y. Chang, et al., J. Chromatogr., 116 : 215 (1976).
• J.K. Lin, et al., Anal. Chem., 47: 1634 (1975).
• Reagent for the qualitative and quantitative estimation of amino acids: Anal. Chem., 47, 1634 (1975); 52, 630 (1980); J. Chromat., 116, 215 (1976).