Phenanthren-9-ylmethanol

Base Information

• Chemical Name: Phenanthren-9-ylmethanol
• CAS No.: 4707-72-6
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Mol file: 4707-72-6.mol

Synonyms:9-Phenanthrenemethanol;

Chemical Property of Phenanthren-9-ylmethanol

Chemical Property:

• Vapor Pressure: 6.35E-08mmHg at 25°C
• Melting Point: 149 °C
• Refractive Index: 1.729
• Boiling Point: 423.4 °C at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 196.3 °C
• PSA: 20.23000
• Density: 1.214 g/cm³
• LogP: 3.48530
• Solubility.: Methanol

Purity/Quality:

99% ^*data from raw suppliers

9-Phenanthrenemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: phenanthren-9-ylmethanol is a compound with antimalarial activity. It is used in the preparation of dihydroartemisinin derivatives as potential aromatic intercalating groups. 9-Phenanthrenemethanol is a compound with antimalarial activity. It is used in the preparation of dihydroartemisinin derivatives as potential aromatic intercalating groups.

Technology Process of Phenanthren-9-ylmethanol

There total 2 articles about Phenanthren-9-ylmethanol 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: 24.0%

9-methylene-9,10-dihydrophenanthrene (82491-33-6) → 9-methylphenanthrene (883-20-5) + 9-hydroxymethylphenanthrene (4707-72-6) + (9-phenanthryl)methyl hydroperoxide (119521-93-6) + Phenanthrene-9-carboxaldehyde (4707-71-5)

Guidance literature:

With oxygen; rose bengal; In tert-butyl alcohol; for 24h; Ambient temperature; Irradiation;

DOI:10.1039/P19880002579

Reference yield:

1,2,3,4-di-O-isopropylidene-D-galactopyranosyl phenanthrene-9-ylmethoxycarbonate (350498-60-1) → 9-hydroxymethylphenanthrene (4707-72-6) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6)

Guidance literature:

In tetrahydrofuran; water; Quantum yield; Photolysis;

DOI:10.1021/ol015787s

Reference yield: 95.0%

9-hydroxymethylphenanthrene (4707-72-6) → Phenanthrene-9-carboxaldehyde (4707-71-5)

Guidance literature:

With bis(2,2'-bipyridyl) copper(II) permanganate; In dichloromethane; for 0.9h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91340-7

upstream raw materials:

9-methylene-9,10-dihydrophenanthrene

1,2,3,4-di-O-isopropylidene-D-galactopyranosyl phenanthrene-9-ylmethoxycarbonate

Downstream raw materials:

9-(chloromethyl)phenanthrene

9-bromomethylphenantrene

9-Phenanthrylmethyl-triphenylphosphonium-bromid

Phenanthrene-9-carboxaldehyde

Refernces

• 1、 Sugimoto, Akira,Yamano, Junzo,Yasueda, Masahiro,Yoneda, Shigeo. "Preparation and Chemical Behaviour of exo-Methylene Compounds: Isoelectronic Compounds of 5-Methylenecyclohexa-1,3-diene". . p. 2579 - 2584. Retrieved 2007/10/02.