ChemicalBook CAS DataBase List PICRIC ACID

PICRIC ACID synthesis

14synthesis methods

Product Name:PICRIC ACID
CAS Number:88-89-1
Molecular formula:C6H3N3O7
Molecular Weight:229.1

Picric acid is used in making explosives; as a burster in projectiles; in rocket fuels, fireworks, colored glass, batteries, and disinfectants; in the pharmaceutical and leather industries; as a fast dye for wool and silk; in metal etching and photographic chemicals; and as a laboratory reagent.

108-95-2 Synthesis

108-95-2
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$14.00/25g

88-89-1
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$30.50/1l-r

Yield:88-89-1 87%

Reaction Conditions:

with nitric acid in dimethyl sulfoxide at 100; for 4 h;

Steps:

Picric Acid (2,4,6-Trinitrophenol)

Phenol (0.5 g, 5.3 mmol) was dissolved in 1 mL of DMSO in a test tube and then4 mL of 63% nitric acid (55.2 mmol) was slowly dropwise added to the solution withcooling in ice-water bath. The mixture became brown. After gentle stirring, the darkbrown reaction mixture was heated under reflux in a boiling water bath for 4 h in thehood. A deep brown gas was evolved and the color of the reaction mixture changed after 1.5-2 h heating from brown to yellow. The final reaction mixture was cooled in anice-water bath and diluted with a 4-fold volume of ice-cold water. The precipitate wasisolated by vacuum filtration, washed with ice-cold water and air dried to produce yellowcrystals, 1.059 g (87% yield), mp. 122C (lit. mp. 122.5C6). IR: 3105, 1630, 1607, 1526,1429, 1339, 1312, 1177, 1148, 1087, 941, 918, 833, 783, 727, 702 cm1. ESIMS: m/zcalculated for C6H2N3O7: 227.99; found: 227.99. Elemental analysis calculated forC6H3N3O7: C, 31.45; H, 1.32; N, 18.34. Found: C, 31.39; H, 1.67; N, 18.16

References:

Khabarov, Yuri G.;Patrakeev, Aleksandr A.;Veshnyakov, Viacheslav A.;Kosyakov, Dmitry S.;Ul'yanovskii, Nikolay V.;Garkotin, Anton Yu. [Organic Preparations and Procedures International,2017,vol. 49,# 2,p. 178 - 181]

98-80-6 Synthesis