2-Methyl-5-nitroanisole

Base Information

• Chemical Name: 2-Methyl-5-nitroanisole
• CAS No.: 13120-77-9
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 29093090
• European Community (EC) Number: 236-048-6
• NSC Number: 25213
• DSSTox Substance ID: DTXSID5065356
• Nikkaji Number: J30.015B
• Wikidata: Q72493386
• Mol file: 13120-77-9.mol

Synonyms:2-Methyl-5-nitroanisole;13120-77-9;2-Methoxy-4-nitrotoluene;2-methoxy-1-methyl-4-nitrobenzene;Benzene, 2-methoxy-1-methyl-4-nitro-;5-nitro-2-methylanisole;Anisole, 2-methyl-5-nitro-;Methyl 5-nitro-o-tolyl ether;EINECS 236-048-6;MFCD00043912;NSC 25213;1-Methoxy-2-methyl-5-nitrobenzene;2-Methoxy-1-methyl-4-nitro-benzene;NSC25213;4-nitro-2-methoxytoluene;2-methoxy-4-nitro-toluene;SCHEMBL265440;DTXSID5065356;2-Methyl-5-nitroanisole, 99%;1-methyl-2-methoxy-4-nitrobenzene;AMY21969;NSC-25213;AKOS002320218;AC-7769;CS-W017839;GS-3135;1-methyl-2-(methyloxy)-4-nitrobenzene;SY008149;FT-0612979;M1681;W-108337

Chemical Property of 2-Methyl-5-nitroanisole

Chemical Property:

• Appearance/Colour: cream to yellow crystalline powder and chunks
• Vapor Pressure: 0.00614mmHg at 25°C
• Melting Point: 69-74 º³
• Boiling Point: 281.2 °C at 760 mmHg
• Flash Point: 135.5 °C
• PSA: 55.05000
• Density: 1.18 g/cm3
• LogP: 2.43500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy-4-nitrotoluene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)[N+](=O)[O-])OC
• Uses: 2-Methyl-5-nitroanisole is a useful research chemical. 2-Methyl-5-nitroanisole was used in the synthesis of:2-methoxy-p-toluidine via reduction with tin and hydrochloric acid2-methoxy-4-nitrobenzyl bromide

Technology Process of 2-Methyl-5-nitroanisole

There total 10 articles about 2-Methyl-5-nitroanisole 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: 96.0%

2-methyl-5-nitrophenol (5428-54-6) + methyl iodide (74-88-4) → 2-methyl-5-nitroanisole (13120-77-9)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide; In water; toluene; at 20 ℃;

DOI:10.1002/ejoc.200900537

Reference yield: 86.0%

2-methyl-5-nitrophenol (5428-54-6) + dimethyl sulfate (77-78-1) → 2-methyl-5-nitroanisole (13120-77-9)

Guidance literature:

With sodium hydroxide; In water; at 70 - 75 ℃; for 2h;

DOI:10.1134/S1070428019080062

Reference yield:

4-methoxy-5-methyl-2-nitroaniline (55730-09-1) → 2-methyl-5-nitroanisole (13120-77-9)

Guidance literature:

With sulfuric acid; Diazotization_.Versetzen mit Naphthalin-disulfonsaeure-(1.5) und Behandeln des erhaltenen Diazoniumsalzes mit Kupfer-Pulver in Aethanol;

DOI:10.1021/ja01258a025

upstream raw materials:

methanol

2-fluoro-4-nitrotoluene

sodium methylate

4-methoxy-5-methyl-2-nitroaniline

Downstream raw materials:

2-methoxy-4-(methylsulfanyl)benzoic acid

Refernces

• 1、 Numadate, Akiyoshi,Mita, Yusuke,Matsumoto, Yotaro,Fujii, Shinya,Hashimoto, Yuichi. "Development of 2-thioxoquinazoline-4-one derivatives as dual and selective inhibitors of dynamin-related protein 1 (Drp1) and puromycin-sensitive aminopeptidase (PSA)". . p. 979 - 988. Retrieved 2015/02/19.
• 2、 Sridharan, Vellaisamy,Antonia Martin,Carlos Menendez. "Acid-free synthesis of carbazoles and carbazolequinones by intramolecular Pd-catalyzed, microwave-assisted oxidative biaryl coupling reactions efficient syntheses of murrayafoline A, 2-methoxy-3-methylcarbazole, and glycozolidine". supporting information; experimental part. p. 4614 - 4621. Retrieved 2009/12/05.