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

Description

2,6-Dinitro-p-cresol is a chemical compound that belongs to the group of nitrophenols. It is characterized by its yellow-orange flake appearance and is an isomer of 4,6-dinitro-o-cresol. 2,6-Dinitro-p-cresol has a wide range of applications across different industries due to its unique properties.

Uses

Used in Various Industries:
2,6-Dinitro-p-cresol is used as a chemical intermediate for the synthesis of various compounds and products. Its applications are similar to those of its isomer, 4,6-dinitro-o-cresol, which include its use in the production of dyes, pesticides, and other chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,6-Dinitro-p-cresol is utilized as an antimicrobial agent, particularly for its antifungal and antibacterial properties. It can be found in the formulation of certain medications and topical ointments to combat infections.
Used in Dye Industry:
2,6-Dinitro-p-cresol is employed as a key component in the production of dyes, specifically for its ability to impart color to various materials. Its chemical properties make it suitable for use in the synthesis of a range of dyestuffs.
Used in Pesticide Industry:
In the pesticide industry, 2,6-Dinitro-p-cresol is used as an active ingredient in the development of certain pesticides. Its biocidal properties contribute to the control of pests and diseases in agriculture.
Used in Chemical Synthesis:
2,6-Dinitro-p-cresol serves as a valuable chemical intermediate in the synthesis of various organic compounds. Its unique structure allows for further modification and reaction with other chemicals, leading to the creation of new compounds with specific applications.

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

• 110-86-1 pyridine 
• 106-44-5 p-cresol 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 918-37-6 hexanitroethane 
• 509-14-8 tetranitromethane 
• 352-32-9 p-fluorotoluene 
• 618-85-9 3,5-dinitrotoluene 
• 1579-40-4 1,1'-oxybis(4-methyl-benzene) 
• 104-93-8 p-methylanizole 
• 91-04-3 2,6-bis(hydroxymethyl)-4-methylphenol 
• 7697-37-2 nitric acid 
• 67-66-3 chloroform 
• 7732-18-5 water 

Downstream Products

• 78805-60-4 2-isopropyl-4-(2,6-dinitro-4-methylphenoxy)anisole 
• 32498-74-1 2-(benzyloxy)-5-methyl-1,3-dinitrobenzene 
• 1370447-49-6 CF₃O₃S^(1-)*C₇H₃N₂OS₄⁽¹⁺⁾ 
• 1370447-51-0 C₇H₃N₂OS₄⁽¹⁺⁾*Cl^(1-) 
• 1370447-46-3 4-oxo-8-methyl-3H,4H-benzo[1,2-d:5,4-d']bis[1,2,3]dithiazol-3-yl 
• 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

3-(Ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium cation: A green alternative to tert-butyl nitrite for synthesis of nitro-group-containing arenes and drugs at room temperature

Due to their remarkable properties, task-specific ionic liquids have turned out to be progressively popular over the last few years in the field of green organic synthesis. Herein, for the first time, we report that a new task-specific nitrite-based ionic liquid such as 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imides (TS-N-IL) derived from biodegradable ethyl nicotinate indeed acted as an efficient and eco-friendly reagent for the synthesis of highly valuable nitroaromatic compounds and drugs including nitroxynil, tolcapone, niclofolan, flutamide, niclosamide and nitrazepam. The bridging of an ionic liquid with nitrite group not only increases the yield and rate of direct C[sbnd]N bond formation reaction but also allows easy product separation and recyclability of a byproduct. Nonvolatile nature, easy synthesis, merely stoichiometric need and mildness are a portion of the extra focal points of TS-N-IL while contrasted with tert-butyl nitrite an outstanding and highly-flammable reagent utilized largely in organic synthesis.

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.