2,4,6-trinitrophenol

• ChemBase ID: 3308
• Molecular Formular: C6H3N3O7
• Molecular Mass: 229.10392
• Monoisotopic Mass: 228.99709945
• SMILES: Oc1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc([N+](=O)[O-])c(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H
• InChIKey: OXNIZHLAWKMVMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4,6-trinitrophenol
• IUPAC Traditional name: trinitrophenol
• Synonyms: 2,4,6-Trinitrophenol; Carbazotic Acid; phenol trinitrate; picronitric acid; trinitrophenol; 2,4,6-trinitro-1-phenol; 2-hydroxy-1,3,5-trinitrobenzene; TNP; Melinite; Picric acid; Picric acid solution; PA; 2,4,6-Trinitrophenol; Picric acid; 苦味酸 溶液; 2,4,6-三硝基苯酚; 苦味酸

Database IDs

• CAS Number: 88-89-1
• EC Number: 200-835-2
• MDL Number: MFCD00007102
• Beilstein Number: 423400
• PubChem SID: 46508822; 24898790; 24851825; 24859153; 24869938; 24887547; 24886637; 160966750; 24854392; 24862147
• PubChem CID: 6954
• CHEBI ID: 46149
• CHEMBL: 108541
• Chemspider ID: 6688
• DrugBank ID: DB03651
• Unique Ingredient Identifier: A49OS0F91S
• Wikipedia Title: Picric_acid
• Color Index Number: 10305

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3459297
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.265402
• LogD (pH = 7.4): -0.26708618
• Log P: 1.4896331
• Molar Refractivity: 50.013 cm^3
• Polarizability: 17.085136 Å^3
• Polar Surface Area: 157.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.83
• LOG S: -3.07
• Solubility (Water): 1.94e-01 g/l

PROPERTIES

Physical Property

• Solubility: 12.7 g·L^−1 in water
• Apperance: Colorless to yellow solid; solution (saturated aqueous)
• Melting Point: 122.5 °C; 122-123 °C (dried material, Lit. Merck Index 12th Ed.)(lit.)
• Boiling Point: > 300 °C (Explodes)
• Flash Point: 150 °C; 2 °C; 302 °F; 35.6 °F
• Density: 1.00 g/mL at 20 °C; 1.005 g/mL at 25 °C; 1.763 g·cm^−3, solid
• Vapor Pressure: 1 mmHg ( 195 °C)
• Vapor Density: 7.9 (vs air)
• pKa: 0.38

Safety Information

• RTECS: TJ7875000
• European Hazard Symbols: Explosive (E); Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1344; 1648
• German water hazard class: 1; 2
• Hazard Class: 3; 4.1
• Packing Group: 1; 2
• Risk Statements: 1; 11-20/21/22-36; 1-4-11-23/24/25; 3-4-23/24/25; R1 R4 R11 R23 R24 R25
• Safety Statements: 16-36/37; 35; 35-36/37-45; S28 S35 S37 S45
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Danger
• NFPA704:
  

  4

  3

  4
• Explode Limits: 0.01 %
• Explosive Velocity: 7,350 m·s^−1 at ρ 1.70
• RE Factor: 1.20
• GHS Hazard statements: H225-H302 + H332-H319; H228-H301-H311-H332; H228-H302 + H332-H311
• GHS Precautionary statements: P210-P280-P301 + P310-P312; P210-P280-P312; P210-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1344 4.1/PG 1; UN 1648 3/PG 2
• Supplemental Hazard Statements: Explosive when dry.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥98.0% (calc. on dry substance, T); ≥98.0% (HPLC); ≥99%; ≥99.0% (dried material); ≥99.5%; 0.9-1.1% (alkalimetric); 15.0% water basis
• Concentration: ~1.3% in H2O; 1 wt. % in H2O; 1.3% in H2O (saturated); 100 μg/mL in acetonitrile
• Grade: for microscopy (Hist., Fixing agent); PESTANAL®, analytical standard; puriss. p.a.; purum; purum p.a.; ReagentPlus®; SAJ special grade
• Ignition Residue: ≤0.02% (as SO4)
• Impurities: ≥40% water; heavy metals (as Pb), in accordance
• Cation Traces: Ca: ≤20 mg/kg; Ca: ≤30 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤100 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤300 mg/kg; sulfate (SO42-): ≤500 mg/kg
• Contains: ~40% water as stabilizer; 35% water
• Quality: moistened with ≥40% water; moistened with water; moistened with water (H2O ~40%)
• Linear Formula: (O2N)3C6H2OH

DETAILS

DrugBank - DB03651

Drug information: experimental

Sigma Aldrich - P6744

Application
For use as a colorimetric reagent in creatinine determination assay.
For use as a general cytoplasmic stain, connective tissue fiber stain, and as a fixative for tissues.
Packaging
1 gal in poly bottle

Sigma Aldrich - 197378

Packaging
1 kg in poly bottle
100, 500 g in poly bottle

Sigma Aldrich - 239801

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
10, 50 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 74069

Caution
water deposits at storage

Sigma Aldrich - 46209

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 80456

Caution
saturated solution, precipitate or colloid formation possible

Sigma Aldrich - 319287

Packaging
500 mL in glass bottle

Sigma Aldrich - 80450

Caution
water can separate on standing

Sigma Aldrich - 36011

Caution
Precipitation eventually caused by low temperature may be dissolved simply by a waterbath at ~40°C.