5-Methyl-2-nitrophenol

Base Information

• Chemical Name: 5-Methyl-2-nitrophenol
• CAS No.: 700-38-9
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 29089000
• European Community (EC) Number: 211-843-0
• NSC Number: 3142
• UNII: Z0B5EO9752
• DSSTox Substance ID: DTXSID00220261
• Nikkaji Number: J141.534D
• Wikidata: Q27294832
• Mol file: 700-38-9.mol

Synonyms:5-METHYL-2-NITROPHENOL;700-38-9;6-Nitro-m-cresol;Phenol, 5-methyl-2-nitro-;6-Nitro-3-cresol;3-Hydroxy-4-nitrotoluene;3-Methyl-6-nitrophenol;m-Cresol, 6-nitro-;5-methyl-2-nitro-phenol;MFCD00007111;NSC 3142;EINECS 211-843-0;UNII-Z0B5EO9752;AI3-19031;Z0B5EO9752;NSC-3142;NSC3142;2-nitro-5-methylphenol;SCHEMBL56264;NITRO-M-CRESOL, 6-;5-Methyl-2-nitrophenol, 97%;DTXSID00220261;5-Methyl-2-nitrophenol (3-6);2-hydroxy-4-methyl-1-nitrobenzene;STL414769;AKOS000121314;AC-2467;CS-W005409;AS-17276;LS-104890;FT-0620612;M1122;EN300-18590;N11904;J-517762;Q27294832;Z85922874;L3S

Chemical Property of 5-Methyl-2-nitrophenol

Chemical Property:

• Appearance/Colour: Yellow to greenish crystalline chunks
• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 53-56 °C(lit.)
• Refractive Index: 1.5744 (estimate)
• Boiling Point: 252.4 °C at 760 mmHg
• PKA: pK1:7.41 (25°C,μ=0.1)
• Flash Point: 109.4 °C
• PSA: 66.05000
• Density: 1.32 g/cm³
• LogP: 2.13200
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• 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%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)[N+](=O)[O-])O
• Uses: 5-Methyl-2-nitrophenol is a general chemical reagent used in the synthesis of antifungal benzoxazine-3-4(H)-one derivatives. Also used in the preparation of Levofloxacin precursors. 5-Methyl-2-nitrophenol was used in the synthesis of 3-methoxy-4-nitrotoluene.

Technology Process of 5-Methyl-2-nitrophenol

There total 36 articles about 5-Methyl-2-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: 97.0%

3-methyl-phenol (108-39-4) → 2-nitro-5-methylphenol (700-38-9)

Guidance literature:

With toluene-4-sulfonic acid; nickel(II) nitrate; In acetone; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2006.05.017

Reference yield: 87.0%

3-methyl-phenol (108-39-4) → 2-nitro-5-methylphenol (700-38-9) + 3-methyl-4-nitrophenol (2581-34-2,910311-23-8)

Guidance literature:

With silica supported Al(NO₃)3*9H₂O; In acetone; at 20 ℃; for 0.416667h; regioselective reaction;

DOI:10.2174/1570178612666150108000402

Reference yield: 58.0%

5-methyl-2-nitrosophenol (24542-06-1) → 2-nitro-5-methylphenol (700-38-9)

Guidance literature:

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

upstream raw materials:

2-hydroxy-p-toluic acid

5-hydroxy-4-nitro-toluene-2-sulfonic acid

nitro acetate

acetic anhydride

Downstream raw materials:

3-methoxy-4-nitrotoluene

2-amino-4,5-dimethylphenol

5,6-dimethyl-2-aminophenol

5-methyl-2-nitro-4,6-bis(pyrrolidin-1'-ylmethyl)phenol

Refernces

• 1、 -. "3-Hydroxyl-4-nitrobenzoic acid and preparation method thereof". Paragraph 0029; 0030. . Retrieved 2017/01/23.
• 2、 Azadi, Roya,Nazari-Far, Zahra. "N-methyl-2-chloropyridinium iodide/NaNO2/Wet SiO2: Neutral reagent system for the nitration of activated aromatic compounds under very mild conditions". . p. 136 - 140. Retrieved 2015/06/22.