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197378

Sigma-Aldrich

Picric acid

moistened with water, ≥98%

Synonym(s):

2,4,6-Trinitrophenol, PA

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About This Item

Linear Formula:
(O2N)3C6H2OH
CAS Number:
88-89-1
Molecular Weight:
229.10
Colour Index Number:
10305
Beilstein:
423400
MDL number:
MFCD00007102
UNSPSC Code:
12352100
PubChem Substance ID:
57647805

vapor density

7.9 (vs air)

vapor pressure

1 mmHg ( 195 °C)

Assay

≥98%

form

powder or crystals (with a top layer of Liquid)

contains

≥35% water

expl. lim.

0.01 %

mp

122-123 °C (dried material) (lit.)

solubility

alcohol: 1 (g/12 mL)(lit.)
benzene: 1 g/10 mL
chloroform: 1 (g/35 mL)
diethyl ether: 1 (g/65 mL)

density

1.763 g/cm3

SMILES string

Oc1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C6H3N3O7/c10-6-4(8(13)14)1-3(7(11)12)2-5(6)9(15)16/h1-2,10H

InChI key

OXNIZHLAWKMVMX-UHFFFAOYSA-N

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General description

Picric acid (PA, 2,4,6-trinitrophenol) is a polynitrated aromatic acid. It is strongly acidic in nature. Since it readily dissolves in water, it can easily pollute the environment on exposure. Sensitive detection of PA by tris-imidazolium salt, fluorescent [3+2] self-assembled nanoscopic organic cage and rhodamine based sensors have been reported. It is widely used for the determination of various organic compounds by spectrophotometric and extractive spectrophotometric methods.

Application

Picric acid has been used in the preparation of Bouin′s fixative and picric acid/sodium azide/multi-walled carbon nanotubes.
Picric acid was used in the quantitative determination of bisoprolol.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Statements

H206,H302,H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Desen. Expl. 1

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 2

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mario Sanhueza et al.
Journal of visualized experiments : JoVE, (111)(111), doi:10-doi:10 (2016-05-24)
Most studies on morphogenesis rely on qualitative descriptions of how anatomical traits are affected by the disruption of specific genes and genetic pathways. Quantitative descriptions are rarely performed, although genetic manipulations produce a range of phenotypic effects and variations are
Bijan Roy et al.
The Journal of organic chemistry, 78(3), 1306-1310 (2013-01-12)
Two new anthracene-functionalized fluorescent tris-imidazolium salts have been synthesized, characterized, and proven to be selective sensors for picric acid, which is a common constituent of many powerful explosives. Theoretical studies revealed an unusual ground-state electron transfer from picrate anion to
Koushik Acharyya et al.
Chemical communications (Cambridge, England), 50(99), 15788-15791 (2014-11-06)
Dynamic covalent imine chemistry has been utilized to synthesize a fluorescent [3+2] self-assembled nanoscopic organic cage. The fluorescent nature of the reduced analogue of the cage was further exploited for the highly selective detection of the explosive picric acid (PA).
Preparation and evaluation of hybrid composites of chemical fuel and multi-walled carbon nanotubes in the study of thermopower waves.
Hwang H, et al.
Journal of Visualized Experiments, 98, e52818- e52818 (2015)
Rhodamine based selective turn-on sensing of picric acid.
Sivaraman G, et al.
Royal Society of Chemistry Advances, 4(58), 30828-30831 (2014)
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