2,3-Dinitrophenol

Base Information

• Chemical Name: 2,3-Dinitrophenol
• CAS No.: 66-56-8
• Molecular Formula: C6H4 N2 O5
• Molecular Weight: 184.108
• Hs Code.: 2908999090
• European Community (EC) Number: 200-628-7
• NSC Number: 156083
• UN Number: 1599,1320
• UNII: 735M30625H
• DSSTox Substance ID: DTXSID2075261
• Nikkaji Number: J53.754C
• Wikipedia: 2,3-Dinitrophenol
• Wikidata: Q19949845
• Metabolomics Workbench ID: 56258
• ChEMBL ID: CHEMBL3347393
• Mol file: 66-56-8.mol

Synonyms:2,3-dinitrophenol

Chemical Property of 2,3-Dinitrophenol

Chemical Property:

• Melting Point: 143-146 °C
• Refractive Index: 1.4738 (estimate)
• Boiling Point: 328.9 °C at 760 mmHg
• PKA: 4.86, 4.96(at 25℃)
• Flash Point: 151.2 °C
• PSA: 111.87000
• Density: 1.65 g/cm³
• LogP: 2.25500
• Solubility.: Solubility Sparingly soluble in water; soluble in ethanol, ether
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 184.01202123
• Heavy Atom Count: 13
• Complexity: 220
• Transport DOT Label: Poison,Flammable Solid Poison

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dinitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TN
• Hazard Codes: T,N
• Statements: 23/24/25-33-51/53
• Safety Statements: 28-37-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrophenols
• Canonical SMILES: C1=CC(=C(C(=C1)O)[N+](=O)[O-])[N+](=O)[O-]
• Uses: 2,3-Dinitrophenol may be employed as nitrogen supplement for the bacterial culture medium.

Technology Process of 2,3-Dinitrophenol

There total 27 articles about 2,3-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: 14.6%

meta-nitrophenol (554-84-7) → 2,5-dinitrophenol (329-71-5) + 3,4-dinitophenol (577-71-9) + 2,3-dinitrophenol (66-56-8)

Guidance literature:

With sulfuric acid; potassium nitrate; at 50 ℃; for 4h;

Reference yield:

nitric acid (7697-37-2,78989-43-2) + acetic acid (64-19-7,77671-22-8) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3-nitrosalicylic acid (85-38-1) + 2,3-dinitrophenol (66-56-8) + 5-nitrosalicylic acid (96-97-9) + 3,5-dinitrosalicylic acid (609-99-4)

Guidance literature:

Reference yield:

meta-nitrophenol (554-84-7) → 2,6-dinitrophenol (573-56-8) + 3,4-dinitophenol (577-71-9) + 2,3-dinitrophenol (66-56-8)

Guidance literature:

With trifluorormethanesulfonic acid; Product distribution; Ambient temperature; with 97percent CF₃SO₃H;

DOI:10.1039/P29900001675

upstream raw materials:

meta-nitrophenol

2,3-dinitroanisole

(2,3-dinitrophenyl)ethylether

1,2-Dinitrobenzene

Downstream raw materials:

2,3,6-trinitrophenol

styphnic acid

2,3-diaminophenol

(2,3-dinitrophenyl)ethylether

Refernces

• 1、 Bilkis, I. I.,Goidin, V. V.,Uskov, S. I.,Shteingarts, V. D.. "RADICAL-ANIONS OF AROMATIC COMPOUNDS. XV. ELECTRONIC STRUCTURE OF THE RADICAL-ANIONS AND THE DIRECTION OF PARTIAL REDUCTION OF POLYNITROPHENOLS AND N,N-DIALKYLANILINES. THE EFFECT OF pH ON THE REGIOSELECTIVITY". . p. 21 - 31. Retrieved 2007/10/02.
• 2、 Bullen, John V.,Ridd, John H.. "The Rearrangement of Aromatic Nitro Compounds. Part 2. The Rearrangement os Substituted Nitrophenols in Trifluoromethanesulphonic Acid". . p. 1675 - 1679. Retrieved 2007/10/02.