4-aminophenanthrenes

Base Information

• Chemical Name: 4-aminophenanthrenes
• CAS No.: 17423-48-2
• Molecular Formula: C14H11 N
• Molecular Weight: 193.248
• Hs Code.: 2921499090
• Mol file: 17423-48-2.mol

Synonyms:4-Phenanthrylamine(6CI,7CI,8CI); 4-Aminophenanthrene

Chemical Property of 4-aminophenanthrenes

Chemical Property:

• Vapor Pressure: 7.12E-07mmHg at 25°C
• Melting Point: 105 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 408.2°Cat760mmHg
• PKA: 4.21±0.30(Predicted)
• Flash Point: 224.4°C
• PSA: 26.02000
• Density: 1.208g/cm³
• LogP: 4.15640

Purity/Quality:

99%min ^*data from raw suppliers

4-Aminophenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Aminophenanthrene is a polycyclic aromatic compound found in diesel fuel exhaust particulates.

Technology Process of 4-aminophenanthrenes

There total 25 articles about 4-aminophenanthrenes 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: 51.0%

2,3-Dihydrophenanthren-4(1H)-one O-Pivaloyl Oxime → 4-phenanthrenamine (17423-48-2)

Guidance literature:

With palladium diacetate; potassium carbonate; tricyclopentylphosphine; Trimethylacetic acid; In toluene; at 110 ℃; for 72h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1021/acs.organomet.0c00696

Reference yield: 24.7%

1-bromo-4-benzoyloxyimino-1,2,3,4-tetrahydrophenanthrene (82650-72-4) → 1-bromo-N-(4-phenenthryl)-1,4-phenanthrenequinone-1-imine (56384-45-3) + 4-phenanthrenamine (17423-48-2) + N-(4-phenanthryl)-1,4-phenanthrenequinone-1-imine (56384-46-4) + 1-(4-benzamido-3-phenanthryloxy)-4-benzoyloxyimino-1,2,3,4-tetrahydrophenanthrene

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 20h; Further byproducts given; Ambient temperature;

DOI:10.1016/0040-4020(82)80099-9

Reference yield:

2,3-Dihydro-4(1H)-phenanthrenone (778-48-3) → 4-phenanthrenamine (17423-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N₂H₄*H₂O, aq. HCl / ethanol / Heating

2: Pd-C

With hydrogenchloride; hydrazine hydrate; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo01030a023

upstream raw materials:

4-Nitrophenanthrene

2,3-dihydrophenanthren-4(1H)-one oxime

N-[4]phenanthryl-acetamide

[4]phenanthryl isocyanate

Downstream raw materials:

4-chlorophenanthrene

4-bromophenanthrene

phenanthrene

cyclopentaphenanthrene

Refernces

• 1、 Beringer,F.M. et al.. "-". . p. 4339 - 4345. Retrieved 1969.
• 2、 Tran, Quan H.,Wang, Xiqu,Brookhart, Maurice,Daugulis, Olafs. "Cationic α-Diimine Nickel and Palladium Complexes Incorporating Phenanthrene Substituents: Highly Active Ethylene Polymerization Catalysts and Mechanistic Studies of syn/ anti Isomerization". . p. 4704 - 4716. Retrieved 2021/01/09.
• 3、 Juneja, T. R.,Garg, D. K.,Schaefer, W.. "ATTEMPTS TO PREPARE AROMATIC O-ACYL-HYDROXYLAMINES-III0". . p. 551 - 556. Retrieved 2007/10/02.