2-Amino-1-(4-nitrophenyl)ethanol

Base Information

• Chemical Name: 2-Amino-1-(4-nitrophenyl)ethanol
• CAS No.: 16428-47-0
• Molecular Formula: C8H10 N2 O3
• Molecular Weight: 182.179
• European Community (EC) Number: 823-702-6
• DSSTox Substance ID: DTXSID10385299
• Nikkaji Number: J532.149B
• ChEMBL ID: CHEMBL3303382
• Mol file: 16428-47-0.mol

Synonyms:16428-47-0;2-amino-1-(4-nitrophenyl)ethanol;2-hydroxy-2-(4-nitrophenyl)ethylamine;2-amino-1-(4-nitrophenyl)ethan-1-ol;Benzenemethanol, alpha-(aminomethyl)-4-nitro-;2-Amino-1-[4-nitrophenyl]ethanol;2-Amino-1-(4-nitro-phenyl)-ethanol;Benzenemethanol,a-(aminomethyl)-4-nitro-, (R)-;Benzenemethanol, a-(aminomethyl)-4-nitro-, (S)- (9CI);Oprea1_550533;Oprea1_854834;SCHEMBL334438;CHEMBL3303382;DTXSID10385299;DZOWZBGCZPHHLM-UHFFFAOYSA-N;CS-M0378;AKOS000116782;AKOS017268838;2-amino-1-(4-nitrophenyl)-1-ethanol;CS-16967;(1rs)-2-amino-1-(4-nitrophenyl)ethanol;(IRS)-2-amino-1-(4-nitrophenyl)ethanol;1-amino-2-hydroxy-2-(4-nitrophenyl) ethane;EN300-35026;C77948;Rac.-alpha-(aminomethyl)-4-nitrobenzyl alcohol;AB00987309-01

Chemical Property of 2-Amino-1-(4-nitrophenyl)ethanol

Chemical Property:

• Melting Point: 139-141 °C
• Boiling Point: 381.0±32.0 °C(Predicted)
• PKA: 11.29±0.35(Predicted)
• PSA: 92.07000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 1.81040
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.06914219
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

99.90% ^*data from raw suppliers

2-Hydroxy-2-(4-nitrophenyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CN)O)[N+](=O)[O-]

Technology Process of 2-Amino-1-(4-nitrophenyl)ethanol

There total 9 articles about 2-Amino-1-(4-nitrophenyl)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: 95.0%

2-(2-hydroxy-2-(4-nitro-phenyl)-ethyl)-isoindole-1,3-dione (92868-81-0) → 2-Hydroxy-2-(4-nitrophenyl)ethylamine (16428-47-0)

Guidance literature:

With hydrazine hydrate; In water; at 60 ℃; for 3h;

DOI:10.1080/00397911.2011.603876

Reference yield:

→ 2-Hydroxy-2-(4-nitrophenyl)ethylamine (16428-47-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01152a030

Reference yield:

4-Nitrophenacyl bromide (99-81-0) → 2-Hydroxy-2-(4-nitrophenyl)ethylamine (16428-47-0)

Guidance literature:

Multistep reaction; (i) hexamethylenetetramine, (ii) aq. HCl, (iii) NaBH₄;

DOI:10.1039/jr9610004576

upstream raw materials:

4-Nitrophenacyl bromide

2-(2-hydroxy-2-(4-nitro-phenyl)-ethyl)-isoindole-1,3-dione

2-[2-(4-nitro-phenyl)-2-oxo-ethyl]-isoindole-1,3-dione

4-nitrobenzaldehdye

Downstream raw materials:

(+) 2-amino-1-(4-nitro-phenyl)-ethanol

N-nicotinoyl-O-(3-pyridylcarbamoyl)-2-(4-nitrophenyl)-2-hydroxyethylamine

N,O-di(3-pyridylcarbamoyl)-2-(4-nitrophenyl)-2-hydroxyethylamine

N-isonicotinoyl-O-(4-pyridylcarbamoyl)-2-(4-nitrophenyl)-2-hydroxyethylamine

Refernces

• 1、 Gupta, Pankaj,Rouf, Abdul,Shah, Bhahwal A.,Mukherjee, Debaraj,Taneja, Subhash C.. "Efficient preparation of biologically important 1,2-amino alcohols". . p. 505 - 519. Retrieved 2013/01/15.