2-Nitro-5-phenoxyaniline

Base Information

• Chemical Name: 2-Nitro-5-phenoxyaniline
• CAS No.: 1552-17-6
• Molecular Formula: C12H10N2O3
• Molecular Weight: 230.223
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID90375057
• Nikkaji Number: J722.310B
• Wikidata: Q82163600
• Mol file: 1552-17-6.mol

Synonyms:2-nitro-5-phenoxyaniline;1552-17-6;2-nitro-5-phenoxyphenylamine;2-Nitro-5-phenoxy-phenylamine;Benzenamine, 2-nitro-5-phenoxy-;SCHEMBL7807114;DTXSID90375057;DYTVCSKPYOHQAE-UHFFFAOYSA-N;AMY14011;MFCD03788969;AKOS022178232;DS-8097;CS-0100531;D76127

Chemical Property of 2-Nitro-5-phenoxyaniline

Chemical Property:

• Melting Point: 148-150 °C
• Boiling Point: 377.7±22.0 °C(Predicted)
• PKA: -1.05±0.25(Predicted)
• PSA: 81.07000
• Density: 1.322±0.06 g/cm3(Predicted)
• LogP: 4.07370
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.06914219
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

97% ^*data from raw suppliers

2-Nitro-5-phenoxy-phenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC(=C(C=C2)[N+](=O)[O-])N

Technology Process of 2-Nitro-5-phenoxyaniline

There total 9 articles about 2-Nitro-5-phenoxyaniline 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%

5-chloro-2-nitroaniline (1635-61-6) + phenol (108-95-2,27073-41-2) → 2-nitro-5-phenoxyaniline (1552-17-6)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 80 ℃; for 2h; Sonication;

DOI:10.1007/s11172-015-1102-4

Reference yield: 72.0%

5-bromo-2-nitroaniline (5228-61-5) + potassium phenolate (100-67-4) → 2-nitro-5-phenoxyaniline (1552-17-6)

Guidance literature:

With copper; phenol; at 120 - 130 ℃; for 12h;

DOI:10.1021/jo00145a055

Reference yield: 70.0%

4-nitrophenyl phenyl ether (620-88-2) → 2-nitro-5-phenoxyaniline (1552-17-6)

Guidance literature:

With O-Methylhydroxylamin; potassium tert-butylate; copper(l) chloride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1021/jo951903r

upstream raw materials:

5-bromo-2-nitroaniline

potassium phenolate

N-(5-chloro-2-nitrophenyl)acetamide

4-nitrophenyl phenyl ether

Downstream raw materials:

2-Amino-5-phenoxybutyranilid

2-cyclohexanecarboxamido-4-phenoxyaniline

C₂₃H₂₁N₃O₄S

acetic acid-(2-nitro-5-phenoxy-anilide)