2,4,6-trinitrobenzene-1-sulfonic acid

• ChemBase ID: 125218
• Molecular Formular: C6H3N3O9S
• Molecular Mass: 293.16772
• Monoisotopic Mass: 292.95899969
• SMILES: O=S(=O)(O)c1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc(cc(c1S(=O)(=O)O)[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C6H3N3O9S/c10-7(11)3-1-4(8(12)13)6(19(16,17)18)5(2-3)9(14)15/h1-2H,(H,16,17,18)
• InChIKey: NHJVRSWLHSJWIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4,6-trinitrobenzene-1-sulfonic acid
• IUPAC Traditional name: trinitrobenzenesulfonic acid
• Synonyms: Picrylsulfonic acid; Trinitrobenzene sulfonate; TNBS; 2,4,6-Trinitrobenzenesulfonic acid; 2,4,6-Trinitrobenzenesulfonic acid solution; Picrylsulfonic acid solution; 2,4,6-三硝基苯磺酸 溶液

Database IDs

• CAS Number: 2508-19-2
• MDL Number: MFCD00064382
• Beilstein Number: 572358
• PubChem SID: 162219568; 24889732; 24898307; 24889733
• PubChem CID: 11045
• CHEBI ID: 53063
• Chemspider ID: 10577
• Wikipedia Title: 2,4,6-Trinitrobenzenesulfonic_acid

CALCULATED PROPERTIES

• Acid pKa: -3.4972036
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): -1.4022936
• LogD (pH = 7.4): -1.4022937
• Log P: 0.9741051
• Molar Refractivity: 55.642 cm^3
• Polarizability: 21.308645 Å^3
• Polar Surface Area: 183.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 136.4 °F; 58 °C
• Density: 0.955 g/cm^3; 1.14 g/mL at 20 °C
• Refractive Index: n20/D 1.431

Safety Information

• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: 0386; 2265; 3265
• German water hazard class: 2; 3
• Hazard Class: 3; 8
• Packing Group: 1; 2; 3
• Risk Statements: 1-22-36/38-43; 1-25-34-43; 61-20/21-36-43; R11 R36/38
• Safety Statements: 26-35-36/37; 26-35-36/37/39-45; 53-26-36/37-45; R
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  4

  2

  4

  OX
• GHS Hazard statements: H226-H312 + H332-H315-H317-H319-H360D; H302-H314-H317
• GHS Precautionary statements: P201-P280-P305 + P351 + P338-P308 + P313; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2265 3/PG 3; UN 3265 8/PG 1; UN 3265 8/PG 2
• Supplemental Hazard Statements: Explosive when dry.
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: 95+%
• Concentration: ~1 M in H2O; ~1% in DMF; 1 M in H2O; 5 % (w/v) in H2O
• Grade: purum
• Suitability: suitable for determination of primary amines
• Shipped in: dry ice
• abs.: ε/340 nm ≤6.5 × 102 M-1cm-1
• Empirical Formula (Hill Notation): C6H3N3O9S

DETAILS

Sigma Aldrich - 92823

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Hydrophilic modifying reagent.1 Derivatives with amino compounds can be regenerated with hydrazine.2
Caution
decomposes when stored at temperatures ≥0°C with precipitate formation (picric acid)
Other Notes
Sales restrictions may apply

Sigma Aldrich - P2297

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Hydrophilic modifying reagent.1 Derivatives with amino compounds can be regenerated with hydrazine.2

Sigma Aldrich - 92824

Application
Hydrophilic modifying reagent.1 Derivatives with amino compounds can be regenerated with hydrazine.2
Other Notes
Reagent used in a micro-test for detecting incomplete coupling in solid-phase peptide synthesis3

Sigma Aldrich - 92822

Application
Hydrophilic modifying reagent.1 Derivatives with amino compounds can be regenerated with hydrazine.2
Caution
decomposes when stored at temperatures ≥0°C with precipitate formation (picric acid)
Other Notes
Sales restrictions may apply