2,6-Dimethyl-4-nitrophenol

Base Information

• Chemical Name: 2,6-Dimethyl-4-nitrophenol
• CAS No.: 2423-71-4
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 29089990
• European Community (EC) Number: 219-353-9
• NSC Number: 2990
• UNII: A5X46MMK2G
• DSSTox Substance ID: DTXSID50178925
• Wikidata: Q80928338
• Mol file: 2423-71-4.mol

Synonyms:2,6-DIMETHYL-4-NITROPHENOL;2423-71-4;Phenol, 2,6-dimethyl-4-nitro-;4-Nitro-2,6-xylenol;2,6-Xylenol, 4-nitro-;4-Nitro-2,6-dimethylphenol;AI3-19039;NSC 2990;EINECS 219-353-9;BRN 1873275;NSC-2990;MFCD00007339;Phenol,2,6-dimethyl-4-nitro-;NSC2990;2, 4-nitro-;2,6-dimethyl4-nitrophenol;A5X46MMK2G;Phenol,6-dimethyl-4-nitro-;SCHEMBL655655;2,6-dimethyl-4-nitro-phenol;WLN: WNR DQ C1 E1;DTXSID50178925;CAA42371;2,6-Dimethyl-4-nitrophenol, 98%;AKOS015912559;AKOS016846132;DS-5115;BP-10111;SY074391;LS-162642;CS-0104907;D2531;FT-0634260;EN300-72348;A817157;AE-562/40191218

Chemical Property of 2,6-Dimethyl-4-nitrophenol

Chemical Property:

• Appearance/Colour: orange crystalline powder
• Vapor Pressure: 0.000145mmHg at 25°C
• Melting Point: 168 °C (dec.)(lit.)
• Refractive Index: 1.5774 (estimate)
• Boiling Point: 322.8°Cat760mmHg
• PKA: pK1:7.190 (25°C)
• Flash Point: 145.3°C
• PSA: 66.05000
• Density: 1.263g/cm³
• LogP: 2.44040
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

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

2,6-Dimethyl-4-nitrophenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C)[N+](=O)[O-]
• Uses: 2,6-Dimethyl-4-nitrophenol is a useful compound for the production and characterization of bio-?oil from hardwood and softwood lignin. 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 .

Technology Process of 2,6-Dimethyl-4-nitrophenol

There total 24 articles about 2,6-Dimethyl-4-nitrophenol 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: 99.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 2,6-dimethyl-4-nitro phenol (2423-71-4)

Guidance literature:

With tetrabutylammonium chromate; sodium nitrite; In dichloromethane; for 23h; chemoselective reaction; Reflux;

DOI:10.1007/s12039-011-0062-y

Reference yield: 87.0%

pentan-3-one (96-22-0) + N-tert-butyl-β-formyl-β-nitroenamine (181294-58-6) → 2,6-dimethyl-4-nitro phenol (2423-71-4)

Guidance literature:

With sodium ethanolate; In ethanol; at 80 ℃; for 24h;

DOI:10.1021/jo0516990

Reference yield: 65.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 2,6-dimethyl-4-nitro phenol (2423-71-4) + 3,3',5,5'-tetramethyldiphenoquinone (4906-22-3)

Guidance literature:

With bismuth (III) nitrate pentahydrate; In acetone; at 20 ℃; for 20h; Reagent/catalyst;

DOI:10.1080/00397911.2014.954730

upstream raw materials:

2.6-dimethylphenol

2,6-dimethyl-4-nitroanisole

nitromalondialdehyde sodium salt

pentan-3-one

Downstream raw materials:

2,6-dimethyl-1,4-benzoquinone

2,6-dimethyl-4-nitroaniline

2,6-dimethyl-4-nitroanisole

4-(4-methoxy-phenoxy)-3,5-dimethyl-nitrobenzene

Refernces

• 1、 Braje, Wilfried,Geneste, Hervé,Rodrigo, Eduardo,Walter, Magnus W.,Wiechert, Rainer. "One-step hydroxylation of aryl and heteroaryl fluorides using mechanochemistry". supporting information. p. 1469 - 1473. Retrieved 2022/03/07.
• 2、 W?sińska, Ma?gorzata,Korczewska, Anna,Giurg, Miros?aw,Skarzewski, Jacek. "Improved Protocol for Mononitration of Phenols with Bismuth(III) and Iron(III) Nitrates". supporting information. p. 143 - 150. Retrieved 2015/10/20.