N-Hydroxy-2-aminofluorene

Base Information

• Chemical Name: N-Hydroxy-2-aminofluorene
• CAS No.: 53-94-1
• Molecular Formula: C13H11 N O
• Molecular Weight: 197.236
• Hs Code.: 2928000090
• UNII: 61M94X4V24
• DSSTox Substance ID: DTXSID50201045
• Nikkaji Number: J2.798G
• Wikidata: Q27263358
• ChEMBL ID: CHEMBL314422
• Mol file: 53-94-1.mol

Synonyms:N-2-hydroxyaminofluorene;N-hydroxy-2-aminofluorene

Chemical Property of N-Hydroxy-2-aminofluorene

Chemical Property:

• Vapor Pressure: 5.07E-07mmHg at 25°C
• Melting Point: 180°C (rough estimate)
• Refractive Index: 1.6050 (estimate)
• Boiling Point: 397.2°Cat760mmHg
• PKA: 8.82±0.20(Predicted)
• Flash Point: 185.8°C
• PSA: 32.26000
• Density: 1.325g/cm³
• LogP: 3.13190
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 197.084063974
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99%, ^*data from raw suppliers

N-Hydroxy-2-aminofluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1C2=CC=CC=C2C3=C1C=C(C=C3)NO
• Uses: N-Hydroxy-2-aminofluorene is known to inactivate N-?Acetyltransferase 1 (NAT-1) whose action results in the formation of reactive, electrophilic N-?acetoxyarylamines which are considered to be the ultimate carcinogenic metabolite of certain arylamines.

Technology Process of N-Hydroxy-2-aminofluorene

There total 2 articles about N-Hydroxy-2-aminofluorene 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: 91.0%

2-nitro-9H-fluorene (607-57-8) → N-(9H-fluoren-2-yl)hydroxylamine (53-94-1)

Guidance literature:

With ammonium chloride; D,L-histidine; zinc; at 20 - 30 ℃; for 0.75h; pH=7.4 - 7.5;

DOI:10.1055/s-2001-18718

Reference yield:

→ N-(9H-fluoren-2-yl)hydroxylamine (53-94-1)

Guidance literature:

Durch Red. der entspr. Nitroverb. m. (NH4)2S;

DOI:10.1021/jo00925a037

Reference yield: 95.0%

N-(9H-fluoren-2-yl)hydroxylamine (53-94-1) + benzaldehyde (100-52-7) → α-phenyl-N-(2-aminofluorenyl)nitrone (411240-48-7)

Guidance literature:

In ethanol; at 0 - 15 ℃;

DOI:10.1055/s-2001-18718

upstream raw materials:

2-nitro-9H-fluorene

Downstream raw materials:

O-Acetyl-N-(2-fluorenyl)hydroxylamin

N-hydroxy-N-propionyl-2-aminofluorene

N-Hydroxy-2-acetylaminofluoren

N-hydroxy-N-2-fluorenylbenzamide

Refernces

• 1、 Boege, Nicolas,Krueger, Sarah,Schroeder, Marcus,Meier, Chris. "A new short and efficient synthetic route to C8-N-acetylarylamine 2′-deoxyguanosine phosphoramidites". . p. 3907 - 3914. Retrieved 2008/09/18.
• 2、 Haack, Torsten,Erdinger, Lothar,Boche, Gernot. "Mutagenicity in Salmonella typhimurium TA98 and TA100 of nitroso and respective hydroxylamine compounds". . p. 183 - 193. Retrieved 2007/10/03.