2-Methyl-5-nitrophenol

Base Information

• Chemical Name: 2-Methyl-5-nitrophenol
• CAS No.: 5428-54-6
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29089000
• European Community (EC) Number: 226-580-7
• NSC Number: 50664,41203,12987
• UNII: 4XA3M9BL6B
• DSSTox Substance ID: DTXSID4063874
• Nikkaji Number: J13.516J
• Wikidata: Q72493634
• ChEMBL ID: CHEMBL4303614
• Mol file: 5428-54-6.mol

Synonyms:2-Methyl-5-nitrophenol;5428-54-6;5-Nitro-o-cresol;Phenol, 2-methyl-5-nitro-;2-Hydroxy-4-nitrotoluene;5-Nitro-2-cresol;o-Cresol, 5-nitro-;5-Nitro-2-methylphenol;2-Methy-5-nitrophenol;2-methyl-5-nitro phenol;NSC 41203;4XA3M9BL6B;EINECS 226-580-7;NSC 12987;NSC 50664;NSC-12987;NSC-41203;NSC-50664;MFCD00043909;5-Nitro-o-kresol;5-Nitro-2-Methyl Phenol;UNII-4XA3M9BL6B;SCHEMBL61902;2-Methyl-5-nitrophenol, 98%;CHEMBL4303614;DTXSID4063874;4-NITRO-2-HYDROXYTOLUENE;CS-M3391;NSC12987;NSC41203;NSC50664;CL8468;AKOS002320217;AKOS015997243;AKOS024268498;AB01960;AC-7839;PS-3031;AM20060252;FT-0612983;FT-0635586;N0185;EN300-42470;SR-01000945200;J-509892;SR-01000945200-1;W-105648;Z415740552

Chemical Property of 2-Methyl-5-nitrophenol

Chemical Property:

• Appearance/Colour: Brown solid
• Vapor Pressure: 8.52E-10mmHg at 25°C
• Melting Point: 111-115 °C(lit.)
• Refractive Index: 1.578
• Boiling Point: 293.3 °C at 760 mmHg
• PKA: 8.68±0.19(Predicted)
• Flash Point: 134.2 °C
• PSA: 66.05000
• Density: 1.32 g/cm³
• LogP: 2.13200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98%, ^*data from raw suppliers

2-Methyl-5-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)[N+](=O)[O-])O
• Uses: 2-Methyl-5-nitrophenol is used as a reactant in the preparation of pyranocarbazole alkaloids.

Technology Process of 2-Methyl-5-nitrophenol

There total 15 articles about 2-Methyl-5-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: 93.0%

2-methyl-5-nitroaniline (99-55-8) → 2-methyl-5-nitrophenol (5428-54-6)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; for 0.333333h; Heating;

DOI:10.1016/j.bmc.2004.03.048

Reference yield: 61.0%

5-Nitroso-o-kresol (21565-00-4) → 2-methyl-5-nitrophenol (5428-54-6)

Guidance literature:

With sodium hydroxide; water; dihydrogen peroxide; sodium tungstate; for 3h;

Reference yield:

2,4-dinitrotoluene (121-14-2) → 2-methyl-5-nitrophenol (5428-54-6) + 4-Methyl-3-nitroanilin (119-32-4) + 2-methyl-5-nitroaniline (99-55-8)

Guidance literature:

With hydrogen; In methanol; at 36 ℃; for 0.25h; under 760.051 Torr;

DOI:10.1007/s11172-009-0284-z

upstream raw materials:

2-methyl-5-nitroaniline

5-Nitroso-o-kresol

sulfuric acid

di-o-tolyl carbonate

Downstream raw materials:

2-butoxy-1-methyl-4-nitrobenzene

2-ethoxy-1-methyl-4-nitrobenzene

sulfuric acid mono-(2-methyl-5-nitro-phenyl ester)

(2-chloro-ethyl)-(2-methyl-5-nitro-phenyl)-ether

Refernces

• 1、 El-Araby, Moustafa E.,Bernacki, Ralph J.,Makara, Gergely M.,Pera, Paula J.,Anderson, Wayne K.. "Synthesis, molecular modeling, and evaluation of nonphenolic indole analogs of mycophenolic acid". . p. 2867 - 2879. Retrieved 2007/10/03.
• 2、 Knoelker, Hans-Joachim,Hofmann, Christoph. "Transition metal complexes in organic synthesis. Part 33. Molybdenum-mediated total synthesis of girinimbine, murrayacine, and dihydroxygirinimbine". . p. 7947 - 7950. Retrieved 2007/10/03.