609-93-8

Basic information

• Product Name: 2,6-Dinitro-p-cresol
• Synonyms: 2,6-Dinitro-p-cresol (OH=1);2,6-Dinitro-4-Cresol;2,6-Dinitro-4-methylphenol, 2,6-Dinitro-p-cresol, 3,5-Dinitro-4-hydroxytoluene;2,6-Dinitro-p-cresol,95%;2,6-Dinitro-4-methylphenol, moistened;4-Methyl-2,6-dinitrophenol,2,6-Dinitro-4-methylphenol, 2,6-Dinitro-p-cresol, 3,5-Dinitro-4-hydroxytoluene;4-Hydroxy-3,5-dinitrotoluene 4-Methyl-2,6-dinitrophenol;(wetted with ca. 20% Water, containing 25g on a dry weight basis)
• CAS NO: 609-93-8
• Molecular Formula: C₇H₆N₂O₅
• Molecular Weight: 198.13
• EINECS: 210-203-8
• Mol File: 609-93-8.mol
• Article Data: 25

Chemical Properties

• Melting Point: 77 °C
• Boiling Point: 335.43°C (rough estimate)
• Flash Point: 117.7 °C
• Appearance: yellow-orange flakes
• Density: 1.5928 (rough estimate)
• Vapor Pressure: 4.93E-05mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• PKA: 4.03±0.10(Predicted)
• Water Solubility: Insoluble in water
• CAS DataBase Reference: 2,6-Dinitro-p-cresol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dinitro-p-cresol(609-93-8)
• EPA Substance Registry System: 2,6-Dinitro-p-cresol(609-93-8)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38-33-23/24/25
• Safety Statements: 26-45-36/37
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• RTECS: GO9800000
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 609-93-8(Hazardous Substances Data)

Usage

Chemical Properties

yellow-orange flakes

Uses

Uses are the same as those of the isomer 4,6-dinitro-o-cresol.

Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also other dinitrocresol entries.

Purification Methods

Recrystallise the cresol from EtOH. It is steam volatile. The piperidine salt has m 195o. [Beilstein 6 H 414, 6 II 391, 6 III 1390, 6 IV 2152.] TOXIC IRRITANT.

InChI:InChI=1/C7H6N2O5/c1-4-2-3-5(10)7(9(13)14)6(4)8(11)12/h2-3,10H,1H3

Upstream product

• 104-93-8 p-methylanizole 
• 618-85-9 3,5-dinitrotoluene 
• 106-49-0 p-toluidine 
• 509-14-8 tetranitromethane 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 1579-40-4 1,1'-oxybis(4-methyl-benzene) 
• 71-43-2 benzene 
• 108-88-3 toluene 
• 91-04-3 2,6-bis(hydroxymethyl)-4-methylphenol 
• 106-44-5 p-cresol 
• 67-66-3 chloroform 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 

Downstream Products

• 83757-40-8 4-(4-methyl-2,6-dinitro-anilino)-phenol 
• 1370447-46-3 4-oxo-8-methyl-3H,4H-benzo[1,2-d:5,4-d']bis[1,2,3]dithiazol-3-yl 
• 1370447-51-0 C₇H₃N₂OS₄⁽¹⁺⁾*Cl^(1-) 
• 1370447-49-6 CF₃O₃S^(1-)*C₇H₃N₂OS₄⁽¹⁺⁾ 
• 29455-11-6 2,6-dinitro-4-methylanisole 
• 32498-74-1 2-(benzyloxy)-5-methyl-1,3-dinitrobenzene 
• 23938-87-6 4,4'-dimethyl-2,2',6,6'-tetranitro-1,1'-biphenyl 
• 861544-75-4 (4-methyl-2,6-dinitro-phenyl)-malonic acid diethyl ester 
• 871899-02-4 (4-methyl-2,6-dinitro-phenyl)-phenyl-amine 
• 78805-57-9 1-methoxy-4-(4-methyl-2,6-dinitro-phenoxy)-benzene 
• 857003-39-5 2-(4-methoxy-phenoxy)-5-methyl-m-phenylenediamine 
• 857569-99-4 1-acetoxy-4-[acetyl-(4-methyl-2,6-dinitro-phenyl)-amino]-benzene 

Relevant articles and documents

Nitration method for aryl phenol or aryl ether derivative

The invention relates to a nitration method for an aryl phenol or aryl ether derivative. The method comprises the steps of stirring an aryl phenol or aryl ether compound, nitrate, trimethylchlorosilane (TMSCl) and a copper salt in an acetonitrile solution in air at room temperature, simultaneously, monitoring extent of reaction through a TLC dot plate, removing a solvent from a mixture by a rotaryevaporator after a substrate is consumed completely, and carrying out purification through a silica-gel column, thereby obtaining a nitroolefin derivative. Meanwhile, the selective mono-nitration orbis-nitration of the substrate can be achieved through controlling equivalent weight of the nitrate. Compared with the prior art, the nitration method disclosed by the invention has the advantages that the consumption of strong-acid substances is avoided, the reaction conditions are mild, the yield is high, the applicable range of the substrate is wide, reaction activity is free of obvious attenuation after an amplified reaction, and an excellent yield is still obtained, so that the method has an obvious industrial application value.

Visible-Light-Induced Radical Polynitration of Arylboronic Acids: Synthesis of Polynitrophenols

We report a visible light-assisted one-pot method for the synthesis of polynitrophenols through radical tandem hydroxylation and nitration of arylboronic acids by utilizing copper(II) nitrate tri-nitydrate as the nitro source. This method features mild conditions, a simple procedure, and good functional group tolerance. Compared to conventional methods, this work provides a straightforward approach for the polynitration of aromatic compounds.

PEG-N2O4: An efficient nitrating agent for the selective mono- and dinitration of phenols under mild conditions

N2O4 was easily impregnated on polyethyleneglycol to give a stable reagent. The polyethyleneglycol-N2O4 (PEG-N2O4) system was used as an effective nitrating agent for the nitration of phenols. Mono- and dinitrophenols can be obtained via direct nitration of phenols in the presence of PEG-N2O4 at room temperature in moderate to high yields. Copyright Taylor & Francis Group, LLC.