2-(3-Nitroanilino)ethanol

Base Information

• Chemical Name: 2-(3-Nitroanilino)ethanol
• CAS No.: 55131-09-4
• Molecular Formula: C8H10N2O3
• Molecular Weight: 182.179
• DSSTox Substance ID: DTXSID70469908
• Nikkaji Number: J2.240.069J
• Mol file: 55131-09-4.mol

Synonyms:2-(3-nitro-phenylamino)-ethanol;2-(3-nitroanilino)ethanol;55131-09-4;SCHEMBL3214047;DTXSID70469908;HEHDBOAKGSCPGE-UHFFFAOYSA-N;2-[(3-nitrophenyl)amino]-ethanol

Chemical Property of 2-(3-Nitroanilino)ethanol

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.06914219
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])NCCO

Technology Process of 2-(3-Nitroanilino)ethanol

There total 10 articles about 2-(3-Nitroanilino)ethanol 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: 75.0%

1-amino-2-(3-nitrophenoxy)ethane hydrochloride (61711-97-5) → N-(2-hydroxyethyl)-3-nitroaniline (55131-09-4)

Guidance literature:

With sodium hydroxide; for 6h; Irradiation;

DOI:10.1021/jo00223a016

Reference yield: 73.0%

2-(3-nitrophenoxy)ethanamine (26646-35-5) → C8H9N2O3(1-) + meta-nitrophenol (554-84-7) + N-(2-hydroxyethyl)-3-nitroaniline (55131-09-4) + ethanolamine (141-43-5)

Guidance literature:

With deuteriated sodium hydroxide; In water-d2; at 20 ℃; for 0.833333h; UV-irradiation;

DOI:10.1021/ol051941p

Reference yield: 33.0%

oxirane (75-21-8,99932-75-9) + 3-nitro-aniline (99-09-2) → N-(2-hydroxyethyl)-3-nitroaniline (55131-09-4) + 3-[N,N-Bis(2-hydroxyethyl)amino]nitrobenzene (24812-82-6)

Guidance literature:

With carbon dioxide; ytterbium(III) triflate; at 55 ℃; for 10h; under 75006 Torr;

DOI:10.1016/S0022-1139(03)00083-6

upstream raw materials:

2-(3-nitrophenoxy)ethanamine

1-amino-2-(3-nitrophenoxy)ethane hydrochloride

oxirane

3-nitro-aniline

Refernces

• 1、 Wubbels, Gene G.,Ota, Nobutoshi,Crosier, Michelle L.. "Photochemical smiles rearrangement and meisenheimer complex formation catalyzed by hydroxide ion via electron hole transfer catalysis". . p. 4741 - 4744. Retrieved 2007/10/03.
• 2、 Wubbels, Gene G.,Cotter, W. Donald,Sanders, Houston,Pope, Constance. "Bronsted Catalysis Law Plots for Heterolytic, General Base-Catalyzed Smiles Photorearrangement". . p. 2960 - 2961. Retrieved 2007/10/02.