3,4-Dinitrophenol

Base Information

• Chemical Name: 3,4-Dinitrophenol
• CAS No.: 577-71-9
• Molecular Formula: C6H4 N2 O5
• Molecular Weight: 184.108
• Hs Code.: 2908999090
• European Community (EC) Number: 209-415-3
• UNII: I108F156M4
• DSSTox Substance ID: DTXSID80206407
• Nikkaji Number: J53.756J
• Wikidata: Q20856197
• Metabolomics Workbench ID: 56261
• ChEMBL ID: CHEMBL3347427
• Mol file: 577-71-9.mol

Synonyms:3,4-DINITROPHENOL;577-71-9;Phenol, 3,4-dinitro-;3,4-Dinitrofenol;3,4-DNP;6,5-Dinitrophenol;CCRIS 3105;3,4-Dinitrofenol [Czech];EINECS 209-415-3;BRN 1969398;UNII-I108F156M4;CHEBI:39358;I108F156M4;4-06-00-01384 (Beilstein Handbook Reference);DNX;3,4-dinitro phenol;3,4-Dinitrophenol, wetted;SCHEMBL213758;CHEMBL3347427;DTXSID80206407;PHENOL, .DELTA.-DINITRO-;BCP25455;AKOS015888235;LS-104568;3,4-Dinitrophenol moistened with 20% water;FT-0632424;A831591;Q20856197;3,4-Dinitrophenol, moistened with water, >=97.0% (HPLC)

Chemical Property of 3,4-Dinitrophenol

Chemical Property:

• Vapor Pressure: 1.33E-07mmHg at 25°C
• Melting Point: 130-135oC
• Refractive Index: 1.4738 (estimate)
• Boiling Point: 418.7°Cat760mmHg
• PKA: 5.35, 5.42(at 25℃)
• Flash Point: 194.1°C
• PSA: 111.87000
• Density: 1.65g/cm³
• LogP: 2.25500
• Solubility.: dioxane: soluble1g/10 mL
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 184.01202123
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

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

3,4-Dinitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• 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:

• Canonical SMILES: C1=CC(=C(C=C1O)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 3,4-Dinitrophenol

There total 45 articles about 3,4-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: 5.0%

C13H17N3O5 → 3,4-dinitophenol (577-71-9) + N-heptyl-O-(3,4-dinitrophenyl)hydroxylamine (1415337-77-7)

Guidance literature:

With methanesulfonic acid; sodium cyanoborohydride; In methanol; at 20 ℃; pH=3;

DOI:10.1021/jo302175g

Reference yield:

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

Guidance literature:

With trifluorormethanesulfonic acid; at 100 ℃; Yield given. Yields of byproduct given; or in 94 or 97percent acid;

DOI:10.1039/P29900001675

upstream raw materials:

meta-nitrophenol

2,3-dinitrophenol

3,4-dinitrophenyl cinnamate

3,4-dinitrophenyl 2,4,6-trinitrophenyl ether

Downstream raw materials:

3,4-dinitroanisole

2-Benzenesulfonylmethyl-3,4-dinitro-phenol

2,6-dinitrophenol

2,5-dinitrophenol

Refernces

• 1、 Kim, Min-Young,Son, Yu-Jin,Um, Ik-Hwan. "The α-effect in nucleophilic substitution reactions of Y-substituted-Phenyl X-substituted-cinnamates with Butane-2,3-dione monoximate". . p. 2877 - 2882. Retrieved 2014/01/06.
• 2、 Song, Yoon-Ju,Kim, Min-Young,Um, Ik-Hwan. "A kinetic study on ethylaminolysis of phenyl y-substituted-phenyl carbonates: Effect of leaving-group substituents on reactivity and reaction mechanism". . p. 1722 - 1726. Retrieved 2013/07/26.