Picric Acid

Base Information

• Chemical Name: Picric Acid
• CAS No.: 88-89-1
• Deprecated CAS: 189195-39-9,190402-10-9,29663-11-4,856615-63-9,856993-13-0,857370-42-4,190402-10-9,29663-11-4,856615-63-9,856993-13-0,857370-42-4
• Molecular Formula: C6H3N3O7
• Molecular Weight: 229.106
• Hs Code.: 2915900090
• European Community (EC) Number: 201-865-9
• ICSC Number: 0316
• NSC Number: 56147,36947
• UN Number: 0154,3364,1344
• UNII: A49OS0F91S
• DSSTox Substance ID: DTXSID4025909
• Nikkaji Number: J1.652.979F,J3.910A
• Wikipedia: Picric_acid
• Wikidata: Q189298
• NCI Thesaurus Code: C80865
• Metabolomics Workbench ID: 52434
• ChEMBL ID: CHEMBL108541
• Mol file: 88-89-1.mol

Synonyms:2,4,6-trinitrophenol;picrate;picric acid;picric acid, ammonium salt;picric acid, lead (2+) salt;picric acid, potassium salt;picric acid, sodium salt;trinitrophenol

Chemical Property of Picric Acid

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 2.3 kPa (@ 20°C)
• Melting Point: 122-123 °C
• Boiling Point: 303.6 °C at 760 mmHg
• Flash Point: 133.9 °C
• PSA: 157.69000
• Density: 1.856 g/cm³
• LogP: 2.68640
• Water Solubility.: Soluble in water
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 228.99709944
• Heavy Atom Count: 16
• Complexity: 292
• Transport DOT Label: Explosive 1.1D,Flammable Solid

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F, T, E, Xn
• Hazard Codes: F:Flammable;;
• Statements: R1:; R4:; R11:; R23/24/25:
• Safety Statements: S25:; S36/37:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])O)[N+](=O)[O-])[N+](=O)[O-]
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Ingestion may cause effects on the gastrointestinal tract, kidneys, liver and blood.

Technology Process of Picric Acid

There total 419 articles about Picric Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

1,2,3,5-tetranitrobenzene (3698-53-1) → 4,6-dinitrobenzofuroxan (5128-28-9,3439-98-3,68777-72-0) + 2,4,6-Trinitrophenol (88-89-1)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; at 45 - 50 ℃; for 1h;

DOI:10.1023/B:RJAC.0000038831.33314.e8

Reference yield:

5-nitrosalicylic acid (96-97-9) → 3,5-dinitrosalicylic acid (609-99-4) + 2,4,6-Trinitrophenol (88-89-1)

Guidance literature:

With nitric acid;

Reference yield:

O-picryl-β-anisaldoxime (115828-61-0) + furan-2,3,5(4H)-trione pyridine (1:1) → 2,4,6-Trinitrophenol (88-89-1) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

upstream raw materials:

piperidine

1-methoxy-2,4,6-trinitrobenzene

pyridine

N-nitro-N-ethyl-2,4,6-trinitroaniline

Downstream raw materials:

1,1'-(4,7-dioxo-3,8-diaza-decanediyl)-bis-pyridinium; dipicrate

1,1'-(4,9-dioxo-3,10-diaza-dodecanediyl)-bis-pyridinium; dipicrate

2,4,6-trinitrochlorobenzene

1-picryl-pyridinium; picrate

Refernces

• 1、 Bacaloglu, Radu,Bunton, Clifford A.,Cerichelli, Giorgio. "Intermediates in Nucleophilic Aromatic Substitution". . p. 621 - 622. Retrieved 1987.
• 2、 Takayama,Tsubuku. "-". . p. 109,113. Retrieved 1942.
• 3、 Khabarov, Yuri G.,Patrakeev, Aleksandr A.,Veshnyakov, Viacheslav A.,Kosyakov, Dmitry S.,Ul'yanovskii, Nikolay V.,Garkotin, Anton Yu.. "One-Step Synthesis of Picric Acid from Phenol". . p. 178 - 181. Retrieved 2017.
• 4、 Davies et al.. "-". . p. 594. Retrieved 1921.
• 5、 Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.. "Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium". . p. 25841 - 25847. Retrieved 2021/08/09.
• 6、 Мikhalchenko,Leibzon,Leonova, M. Yu.,Gultyai. "Effect of medium acidity on the efficiency of oxidation of 2,4,6-trinitrotoluene to 2,4,6-trinitrobenzoic acid". . p. 2216 - 2219. Retrieved 2017/05/12.