o-(o-Nitrophenoxy)toluene

Base Information

• Chemical Name: o-(o-Nitrophenoxy)toluene
• CAS No.: 54106-40-0
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Hs Code.: 2909309090
• European Community (EC) Number: 258-977-6
• NSC Number: 131289
• DSSTox Substance ID: DTXSID30871427
• Nikkaji Number: J60.190J
• Mol file: 54106-40-0.mol

Synonyms:1-methyl-2-(2-nitrophenoxy)benzene;54106-40-0;o-(o-Nitrophenoxy)toluene;1-(2-methylphenoxy)-2-nitrobenzene;EINECS 258-977-6;NSC131289;SCHEMBL8973495;DTXSID30871427;2-Nitrophenyl 2-methylphenyl ether;AKOS030253251;NSC 131289;NSC-131289

Chemical Property of o-(o-Nitrophenoxy)toluene

Chemical Property:

• Vapor Pressure: 0.000492mmHg at 25°C
• Melting Point: 39.5°C
• Refractive Index: 1.596
• Boiling Point: 323.5 °C at 760 mmHg
• Flash Point: 134.7 °C
• PSA: 55.05000
• Density: 1.218 g/cm³
• LogP: 4.21870
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OC2=CC=CC=C2[N+](=O)[O-]

Technology Process of o-(o-Nitrophenoxy)toluene

There total 9 articles about o-(o-Nitrophenoxy)toluene 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: 100.0%

ortho-cresol (95-48-7,77504-84-8) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 1-methyl-2-(2-nitrophenoxy)benzene (54106-40-0)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 95 ℃; for 20h;

DOI:10.1002/chem.201402961

Reference yield: 87.0%

2-(N,N-dimethylaminosulfonyl)nitrobenzene (23530-43-0) + ortho-cresol (95-48-7,77504-84-8) → 1-methyl-2-(2-nitrophenoxy)benzene (54106-40-0)

Guidance literature:

With copper(II) acetate monohydrate; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h; regioselective reaction;

DOI:10.1080/00397911.2019.1574833

Reference yield: 74.0%

2-methylphenyl bromide (95-46-5) + meta-nitrophenol (554-84-7) → 1-methyl-2-(2-nitrophenoxy)benzene (54106-40-0)

Guidance literature:

With iron(III) chloride; caesium carbonate; potassium iodide; copper(II) oxide; 1,1'-bi-2-naphthol; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-2008-1078214

upstream raw materials:

2-nitrophenyl bromide

potassium o-cresolate

ortho-cresol

2-Chloronitrobenzene

Downstream raw materials:

2-(o-tolyloxy)aniline

1-iodo-2-(2-tolyloxy)benzene

2-(2-nitro-phenoxy)-benzoic acid hydrazide

2-nitro-2'-methyl diphenyl ether carboxylate

Refernces

• 1、 Wen, Fang,Jin, Hong,Tao, Ke,Hou, Taiping. "Design, synthesis and antifungal activity of novel furancarboxamide derivatives". . p. 244 - 251. Retrieved 2016/05/24.
• 2、 Gao, Kai,Yu, Chang-Bin,Li, Wei,Zhou, Yong-Gui,Zhang, Xumu. "Synthesis and enantioselective hydrogenation of seven-membered cyclic imines: Substituted dibenzo[b,f][1,4]oxazepines". supporting information; experimental part. p. 7845 - 7847. Retrieved 2011/09/13.