Picric acid

Picric acid is an organic compound with the formula (O2N)3C6H2OH. Its IUPAC name is 2,4,6-trinitrophenol (TNP). The name "picric" comes from Greek: πικρός (pikros), meaning "bitter", due to its bitter taste. It is one of the most acidic phenols. Like other strongly nitrated organic compounds, picric acid is an explosive, which is its primary use. It has also been used as medicine (antiseptic, burn treatments) and as a dye.

Picric acid
Names
Preferred IUPAC name
2,4,6-Trinitrophenol
Systematic IUPAC name
2,4,6-Trinitrobenzenol
Other names
Picric acid
Carbazotic acid
Phenol trinitrate
Picronitric acid
Trinitrophenol
2,4,6-Trinitro-1-phenol
2-Hydroxy-1,3,5-trinitrobenzene
TNP
Melinite
Lyddite
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.001.696
RTECS number
  • TJ7875000
UNII
UN number UN1344
  • InChI=1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H Y
    Key: OXNIZHLAWKMVMX-UHFFFAOYSA-N Y
  • InChI=1/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H
    Key: OXNIZHLAWKMVMX-UHFFFAOYAM
  • O=[N+]([O-])c1cc(cc([N+]([O-])=O)c1O)[N+]([O-])=O
Properties
C6H3N3O7
Molar mass 229.10 g·mol1
Appearance Colorless to yellow solid
Density 1.763 g·cm3, solid
Melting point 122.5 °C (252.5 °F; 395.6 K)
Boiling point > 300 °C (572 °F; 573 K) Detonates
12.7 g·L1
Vapor pressure 1 mmHg (195 °C)
Acidity (pKa) 0.38
-84.34·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
explosive
GHS labelling:
H206, H302, H311, H331
P210, P212, P230, P233, P280, P370+P380+P375, P501
NFPA 704 (fire diamond)
3
4
4
Flash point 150 °C; 302 °F; 423 K
Lethal dose or concentration (LD, LC):
100 mg/kg (guinea pig, oral)
250 mg/kg (cat, oral)
120 mg/kg (rabbit, oral)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.1 mg/m3 [skin]
REL (Recommended)
TWA 0.1 mg/m3 ST 0.3 mg/m3 [skin]
IDLH (Immediate danger)
75 mg/m3
Explosive data
Detonation velocity 7,350 m·s1 at ρ 1.70
RE factor 1.20
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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