4,6-Dinitro-O-cresol

Base Information

• Chemical Name: 4,6-Dinitro-O-cresol
• CAS No.: 534-52-1
• Deprecated CAS: 37359-43-6,53240-95-2,8068-73-3,8071-51-0,53240-95-2,8068-73-3
• Molecular Formula: C7H6 N2 O5
• Molecular Weight: 198.135
• Hs Code.: 2908920000
• European Community (EC) Number: 208-601-1
• NSC Number: 2082
• UN Number: 1598
• UNII: 1604ZJR09T
• DSSTox Substance ID: DTXSID1022053
• Nikkaji Number: J3.289A
• Wikipedia: Dinitro-ortho-cresol
• Wikidata: Q209437
• Metabolomics Workbench ID: 56255
• ChEMBL ID: CHEMBL419564
• Mol file: 534-52-1.mol

Synonyms:2,4-dinitro-o-cresol;3,5-dinitro-2-hydroxytoluene;4,6-dinitro-2-cresol;4,6-dinitro-o-cresol;4,6-dinitro-o-cresol, barium salt;4,6-dinitro-o-cresol, lead salt;4,6-dinitro-o-cresol, lead(2+) salt;4,6-dinitro-o-cresol, potassium salt;4,6-dinitro-o-cresol, sodium salt;4,6-dinitro-ortho-cresol;DNOC;DNOC cpd;flavin;hedolit;hedolit, ammonium salt;hedolit, barium salt;hedolit, lead salt;hedolit, lead(2+) salt;hedolit, potassium salt;hedolit, sodium salt

Chemical Property of 4,6-Dinitro-O-cresol

Chemical Property:

• Appearance/Colour: straw yellow to yellow crystal
• Vapor Pressure: 4.43E-08mmHg at 25°C
• Melting Point: 83-85 ºC
• Refractive Index: 1.639
• Boiling Point: 332.4 °C at 760 mmHg
• PKA: 4.42(at 25℃)
• Flash Point: 149.2 °C
• PSA: 111.87000
• Density: 1.55 g/cm³
• LogP: 2.56340
• Storage Temp.: 0-6°C
• Solubility.: Solubility Sparingly soluble in water; readily soluble in ethano
• Water Solubility.: slightly soluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 198.02767130
• Heavy Atom Count: 14
• Complexity: 245
• Transport DOT Label: Poison

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-4,6-dinitrophenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+,N,T,F
• Statements: 26/27/28-38-41-43-44-50/53-68-40-39/23/24/25-23/24/25-11-52/53-51/53
• Safety Statements: 36/37-45-60-61-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)[N+](=O)[O-])[N+](=O)[O-]
• Uses: 2-Methyl-4,6-dinitrophenol can be used as dormant ovicidal spray for fruit trees (highly phytotoxic and cannot be used successfully on actively growing plants); herbicide; insecticide. 4,6-Dinitro-o-cresol is used as a selective herbicide as well as an insecticide. DNOC is a dinitrophenolic compound which exhibits insecticidal, acaricidal and herbicidal activities. It is a non-selective insecticide and controls aphids, Lepidoptera larva and scale insects on pome fruits and stone fruit trees.

Technology Process of 4,6-Dinitro-O-cresol

There total 84 articles about 4,6-Dinitro-O-cresol 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: 100.0%

ortho-cresol (95-48-7,77504-84-8) → 6-methyl-2,4-dinitrophenol (534-52-1)

Guidance literature:

With (NH₄)2Ce(NO₃)6 on pillared bentonite; In methanol; at 25 ℃; for 48h;

DOI:10.1080/00304940509354971

Reference yield: 52.0%

ortho-cresol (95-48-7,77504-84-8) → 2-methyl-6-nitrophenol (13073-29-5) + 6-methyl-2,4-dinitrophenol (534-52-1)

Guidance literature:

With zirconyl nitrate; In acetone; at 20 ℃; for 0.45h;

DOI:10.1016/j.tetlet.2006.02.057

Reference yield: 46.0%

ortho-cresol (95-48-7,77504-84-8) → 2-methyl-4-nitrophenol (99-53-6) + 2-methyl-6-nitrophenol (13073-29-5) + 6-methyl-2,4-dinitrophenol (534-52-1)

Guidance literature:

With Montmorillonite KSF; nitric acid; hafnium oxychloride; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/ejoc.200400921

upstream raw materials:

ethanol

2-hydroxy-toluene-3,5-disulfonyl chloride

2-Methyl-4-t-butylphenol

2-methylmethoxybenzene

Downstream raw materials:

2-methyl-4,6-dinitroaniline

4.6-diamino-o-cresol

benzoic acid-(2-methyl-4,6-dinitro-phenyl ester)

2-amino-6-methyl-4-nitro-phenol

Refernces

• 1、 Selvam, J. Jon Paul,Suresh,Rajesh,Reddy, S. Ravinder,Venkateswarlu. "Highly efficient nitration of phenolic compounds by zirconyl nitrate". . p. 2507 - 2509. Retrieved 2007/10/03.
• 2、 Shi, Min,Cui, Shi-Cong,Yin, Wan-Po. "Highly efficient catalytic nitration of phenolic compounds by nitric acid with a recoverable and reusable Zr or Hf oxychloride complex and KSF". . p. 2379 - 2384. Retrieved 2007/10/03.