4-[(E)-2-(4-isothiocyanatophenyl)diazen-1-yl]-N,N-dimethylaniline

• ChemBase ID: 52398
• Molecular Formular: C15H14N4S
• Molecular Mass: 282.36346
• Monoisotopic Mass: 282.09391747
• SMILES: N(=N\c1ccc(cc1)N=C=S)/c1ccc(cc1)N(C)C
• Canonical SMILES: S=C=Nc1ccc(cc1)/N=N/c1ccc(cc1)N(C)C
• InChI: InChI=1S/C15H14N4S/c1-19(2)15-9-7-14(8-10-15)18-17-13-5-3-12(4-6-13)16-11-20/h3-10H,1-2H3/b18-17+
• InChIKey: OSWZKAVBSQAVFI-ISLYRVAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-(4-isothiocyanatophenyl)diazen-1-yl]-N,N-dimethylaniline; 4-[2-(4-isothiocyanatophenyl)diazen-1-yl]-N,N-dimethylaniline
• IUPAC Traditional name: 4-[(E)-2-(4-isothiocyanatophenyl)diazen-1-yl]-N,N-dimethylaniline; 4-[2-(4-isothiocyanatophenyl)diazen-1-yl]-N,N-dimethylaniline
• Synonyms: 4-(N,N-Dimethylamino)azobenzene-4'-isothiocyanate; 4-(Dimethylamino)azobenzene-4′-isothiocyanate; 4-(4-Isothiocyanatophenylazo)-N,N-dimethylaniline; 4-Dimethylaminoazobenzene-4'-isothiocyanate; DABITC; 4-N,N-DIMETHYLAMINOAZOBENZENE-4'-ISOTHIOCYANATE; 4-二甲氨基偶氮苯-4'-异硫氰酸酯

Database IDs

• CAS Number: 7612-98-8
• EC Number: 231-521-3
• MDL Number: MFCD00004812
• Beilstein Number: 752568
• PubChem SID: 162057161; 24859100; 24864333
• PubChem CID: 82084

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.503783
• LogD (pH = 7.4): 5.5089426
• Log P: 5.5090084
• Molar Refractivity: 91.8685 cm^3
• Polarizability: 32.094166 Å^3
• Polar Surface Area: 40.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: dioxane: soluble20 mg/mL, clear, red
• Melting Point: 167-171 °C; 167-171 °C(lit.); 169-171°C; 169-171°C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: IRRITANT; Moisture Sensitive
• RTECS: NX9125000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-36/37/38; 42
• Safety Statements: 22-24/25; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H332-H315-H319-H335; H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥99.0% (NT); 97%
• Ignition Residue: ≤0.1%
• Loss on Drying: ≤0.05% loss on drying, 20 °C (HV)
• Linear Formula: SCNC6H4N=NC6H4N(CH3)2

DETAILS

MP Biomedicals - 02150930

Dark orange crystals
Useful as a coloring reagent in the two-dimensional TLC identifications of amino acids. Also a chromophoric reagent for sensitive protein sequence analysis.

Sigma Aldrich - 39065

Other Notes
Chromophoric reagent for high-sensitivity protein sequence analysis1,2

Sigma Aldrich - 317802

Packaging
1 g in glass bottle
250 mg in glass bottle

REFERENCES

• J.Y. Chang, Methods Enzymol. , 91 : 79 (1983).