2-Amino-4,6-dinitrophenol

Base Information

• Chemical Name: 2-Amino-4,6-dinitrophenol
• CAS No.: 96-91-3
• Molecular Formula: C6H5N3O5
• Molecular Weight: 199.123
• Hs Code.: DERIVATION
• European Community (EC) Number: 202-544-6
• UNII: 5VDQ7GK8L3
• UN Number: 3317,3317 (2-Amino-4,6-dinitrophenol,wetted with not less than 20% water)
• ChEMBL ID: CHEMBL3183248
• DSSTox Substance ID: DTXSID5024479
• Nikkaji Number: J4.727I
• NSC Number: 36939,4861
• Wikidata: Q283711
• Wikipedia: Picramic_acid
• Mol file: 96-91-3.mol

Synonyms:2-amino-4,6-dinitrophenol;picramic acid;picramic acid, monosodium salt;picramic acid, sodium salt

Chemical Property of 2-Amino-4,6-dinitrophenol

Chemical Property:

• Appearance/Colour: dark red crystals
• Vapor Pressure: 1.6E-06mmHg at 25°C
• Melting Point: 169 °C
• Refractive Index: 1.73
• Boiling Point: 386.3 °C at 760 mmHg
• Flash Point: 187.5 °C
• PSA: 137.89000
• Density: 1.749 g/cm ³
• LogP: 2.41840
• Water Solubility.: <0.1 g/100 mL at 20.5℃
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 199.02292027
• Heavy Atom Count: 14
• Complexity: 247
• Transport DOT Label: Flammable Solid

Purity/Quality:

99.9% ^*data from raw suppliers

2-Amino-4,6-dinitrophenol(wetwith~20%ofwater) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): E,Xn
• Hazard Codes: E,Xn,F
• Statements: 1-20/21/22-52/53-11
• Safety Statements: 35-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=C(C=C(C(=C1N)O)[N+](=O)[O-])[N+](=O)[O-]
• Uses: manufacture of azo dyes; rarely as indicator (yellow with acids, red with alkalies); reagent for albumin.

Technology Process of 2-Amino-4,6-dinitrophenol

There total 37 articles about 2-Amino-4,6-dinitrophenol 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: 87.0%

2,4,6-Trinitrophenol (88-89-1) → picramic acid (96-91-3)

Guidance literature:

With sulfur; sodium hydroxide; In methanol; water; at 80 ℃; for 8h; Green chemistry;

DOI:10.1002/ejoc.202000064

Reference yield: 79.0%

ammonium 2-amino-4,6-dinitrophenolate (1134-85-6) → picramic acid (96-91-3)

Guidance literature:

With acetic acid; In water; at 60 ℃; Inert atmosphere;

DOI:10.1021/jacs.6b11779

Reference yield: 40.0%

2-amino-6-nitrophenol (603-87-2) → picramic acid (96-91-3)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 5 ℃;

upstream raw materials:

benzoic acid-(2-hydroxy-3,5-dinitro-anilide)

acetic acid-(2-hydroxy-3,5-dinitro-anilide)

sodium picrate

2,4,6-Trinitrophenol

Downstream raw materials:

benzoic acid-(2-hydroxy-3,5-dinitro-anilide)

acetic acid-(2-hydroxy-3,5-dinitro-anilide)

2-methylamino-4,6-dinitro-phenol

Refernces

• 1、 Mailman, Aaron,Wong, Joanne W.L.,Winter, Stephen M.,Claridge, Robert C.M.,Robertson, Craig M.,Assoud, Abdeljalil,Yong, Wenjun,Steven, Eden,Dube, Paul A.,Tse, John S.,Desgreniers, Serge,Secco, Richard A.,Oakley, Richard T.. "Fine tuning the performance of multiorbital radical conductors by substituent effects". . p. 1625 - 1635. Retrieved 2017/02/10.
• 2、 Gorelik,Shteiman,Shner,Romanskii,Kuznetsova. "Nitration of o-Aminophenol, o-Anisidine, and o-Benzenediazonium Oxide in Sulfuric Acid". . p. 348 - 352. Retrieved 2007/10/03.