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Picramic acid

Chemical compound From Wikipedia, the free encyclopedia

Picramic acid, also known as 2-amino-4,6-dinitrophenol,[3] is an acid obtained by neutralizing an alcoholic solution of picric acid with ammonium hydroxide. Hydrogen sulfide is then added to the resulting solution, which turns red, yielding sulfur and red crystals. These are the ammonium salts of picramic acid, from which it can be extracted using acetic acid.[4] Picramic acid is explosive and very toxic. It has a bitter taste.[5]

Quick facts Names, Identifiers ...
Picramic acid
Names
Preferred IUPAC name
2-Amino-4,6-dinitrophenol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.314 Edit this at Wikidata
EC Number
  • 202-544-6
UNII
UN number 3317
  • InChI=1S/C6H5N3O5/c7-4-1-3(8(11)12)2-5(6(4)10)9(13)14/h1-2,10H,7H2 checkY
    Key: QXYMVUZOGFVPGH-UHFFFAOYSA-N checkY
  • InChI=1S/C6H5N3O5/c7-4-1-3(8(11)12)2-5(6(4)10)9(13)14/h1-2,10H,7H2
  • c1c(cc(c(c1N)O)[N+](=O)[O-])[N+](=O)[O-]
Properties
C6H5N3O5
Molar mass 199.122 g·mol−1
Appearance Brown paste
Density 1.749 g/cm3
Melting point 169 °C (336 °F; 442 K)
Boiling point 386.3 °C (727.3 °F; 659.5 K)
log P 2.4184[1]
1.73[1]
Hazards
GHS labelling:[2]
GHS01: ExplosiveGHS07: Exclamation mark
Danger
H201, H302, H312, H332, H412
P210, P230, P240, P250, P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P370+P380, P372, P373, P401, P501
Flash point 187.5 °C (369.5 °F; 460.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Along with its sodium salt (sodium picramate) it is used in low concentrations in certain hair dyes, such as henna, it is considered safe for this use provided its concentration remains low.[6]

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