2423-71-4

Basic information

• Product Name: 2,6-DIMETHYL-4-NITROPHENOL
• Synonyms: 2,6-DIMETHYL-4-NITROPHENOL 98+%;2,6-Dimethyl-4-nitrophenol,4-Nitro-2,6-xylenol;2,6-DIMETHYL-4-NITROPHENOL FOR SYNTHESIS;4-Nitro-2,6-xylenol, 3,5-Dimethyl-4-hydroxynitrobenzene;2,6-Dimethyl-4-nitrophenol 98%;NSC 2990;2,6-Xylenol, 4-nitro-;4-Nitro-2,6-dimethylphenol
• CAS NO: 2423-71-4
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• EINECS: 219-353-9
• Mol File: 2423-71-4.mol
• Article Data: 18

Chemical Properties

• Melting Point: 168 °C (dec.)(lit.)
• Boiling Point: 285.73°C (rough estimate)
• Flash Point: 145.3°C
• Appearance: /
• Density: 1.1820 (estimate)
• Vapor Pressure: 0.000145mmHg at 25°C
• Refractive Index: 1.5774 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• PKA: pK1:7.190 (25°C)
• Water Solubility: Insoluble in water.
• BRN: 1873275
• CAS DataBase Reference: 2,6-DIMETHYL-4-NITROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIMETHYL-4-NITROPHENOL(2423-71-4)
• EPA Substance Registry System: 2,6-DIMETHYL-4-NITROPHENOL(2423-71-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: ZE8225000
• Hazardous Substances Data: 2423-71-4(Hazardous Substances Data)

Usage

Chemical Properties

orange crystalline powder

Uses

Different sources of media describe the Uses of 2423-71-4 differently. You can refer to the following data:
1. 2,6-Dimethyl-4-nitrophenol is a useful compound for the production and characterization of bio-?oil from hardwood and softwood lignin.
2. 2,6-Dimethyl-4-nitrophenol was used to study the disposition requirement for binding of p-nitrophenol and sodium p-nitrophenolate like substrates with cyclohexaamylaose. It was used as internal standard in determination of 4-nitrophenol and 3-methyl-4-nitrophenol in human urine by liquid chromatography combined with tandem mass spectrometry .

InChI:InChI=1/C8H9NO3/c1-5-3-7(9(11)12)4-6(2)8(5)10/h3-4,10H,1-2H3/p-1

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 123871-57-8 4-chloro-4-nitrocyclohexa-2,5-dienone 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 96-22-0 pentan-3-one 
• 181294-58-6 N-tert-butyl-β-formyl-β-nitroenamine 
• 1736-85-2 2-fluoro-1,3-dimethyl-5-nitrobenzene 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 329770-09-4 (2,6-dimethyl-4-nitro-phenoxy)-acetone 
• 71-43-2 benzene 
• 108-95-2 phenol 
• 4397-14-2 4-(hydroxymethyl)-2,6-dimethylphenol 
• 94045-98-4 2,6-dimethyl-6-nitro-cyclohexa-2,4-dienone 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 

Downstream Products

• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 16947-63-0 2,6-dimethyl-4-nitroaniline 
• 126430-72-6 Acridine-9-carboxylic acid 2,6-dimethyl-4-nitro-phenyl ester 
• 156740-78-2 2,6-dimethyl-4-nitrophenyl trifluoromethanesulphonate 
• 927267-35-4 1-(2,6-dimethyl-4-nitro-phenoxymethyl)-octahydro-quinolizine 
• 142648-14-4 1-[2-(4-amino-2,6-dimethylphenoxy)ethyl]pyrrolidine 
• 875774-91-7 3-chloro-2-(2,6-dimethyl-4-nitrophenoxy)-5-trifluoromethylpyridine 
• 875774-94-0 2-(3-bromopropoxy)-1,3-dimethyl-5-nitrobenzene 
• 1029554-82-2 4-[3'-(4''-benzyloxyphenyl-1''-propyl)oxy]-3,5-dimethylnitrobenzene 
• 161091-42-5 4-benzyloxy-3,5-dimethylnitrobenzene 
• 1029554-75-3 4-(3'-chloro-1'-propyloxy)-3,5-dimethylnitrobenzene 
• 654-42-2 1,4-dihydroxy-2,6-dimethylbenzene 
• 14804-39-8 2,6-dimethyl-4-nitroanisole 
• 65359-76-4 acetic acid-(2,6-dimethyl-4-nitro-phenyl ester) 

Relevant articles and documents

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.

Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions

In this work, we have reported a mild, efficient and selective method for the mononitration of phenolic compounds using sodium nitrite in the presence of tetrabutylammonium dichromate (TBAD) and oxidation of hydroquinones to quinones with TBAD in CH2Cl2. Using this method, high yields of nitrophenols and quinones were obtained under neutral aprotic conditions. Tetrabutylammonium chromate (TBAC) can also be used as oxidant at same conditions. Indian Academy of Sciences.