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197378

Sigma-Aldrich

Picric acid

moistened with water, ≥98%

Synonym(s):

2,4,6-Trinitrophenol, PA

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Estimated to ship onJune 02, 2025

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100 G
$60.10
500 G
$188.00

About This Item

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

$60.10

Estimated to ship onJune 02, 2025

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vapor density

7.9 (vs air)

Quality Level

200

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 %

concentration

≥50-<70%

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

functional group

nitro

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)[1] 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.[2] Sensitive detection of PA by tris-imidazolium salt,[2] fluorescent [3+2] self-assembled nanoscopic organic cage[3] and rhodamine based sensors[4] have been reported. It is widely used for the determination of various organic compounds by spectrophotometric and extractive spectrophotometric methods.[1]

Application

Picric acid has been used in the preparation of Bouin′s fixative[5] and picric acid/sodium azide/multi-walled carbon nanotubes.[6]
Picric acid was used in the quantitative determination of bisoprolol[7].

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 2

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS4635
CDBG5005
MKCS7470
0000246481
MKCS5625

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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)
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
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
Alina-Diana Panainte et al.
Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi, 117(2), 520-524 (2013-12-18)
Bisoprolol is a drug belonging to beta blockers drugs used primarily for the treatment of cardiovascular diseases. A spectrophotometric method for quantitative determination of bisoprolol was developed based on the formation of a complex combination between bisoprolol and picric acid.
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).
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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