4707-72-6

Basic information

• Product Name: phenanthren-9-ylmethanol
• Synonyms: phenanthren-9-ylmethanol;(9-Phenanthryl)methanol;9-(Hydroxymethyl)phenanthrene;9-Hydroxymethylphenanthrene;9-Phenanthrenemethanol
• CAS NO: 4707-72-6
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.26
• Mol File: 4707-72-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 149 °C
• Boiling Point: 423.4 °C at 760 mmHg
• Flash Point: 196.3 °C
• Appearance: /
• Density: 1.214 g/cm³
• Vapor Pressure: 6.35E-08mmHg at 25°C
• Refractive Index: 1.729
• Solubility: Methanol
• PKA: 14.36±0.10(Predicted)
• CAS DataBase Reference: phenanthren-9-ylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: phenanthren-9-ylmethanol(4707-72-6)
• EPA Substance Registry System: phenanthren-9-ylmethanol(4707-72-6)

Safety Data

• Hazardous Substances Data: 4707-72-6(Hazardous Substances Data)

Usage

Description

Phenanthren-9-ylmethanol, also known as 9-Phenanthrenemethanol, is a beige solid compound with significant antimalarial activity. It is characterized by its unique chemical structure, which allows it to serve as a potential aromatic intercalating group in the development of dihydroartemisinin derivatives.

Uses

Used in Pharmaceutical Industry:
Phenanthren-9-ylmethanol is used as an antimalarial compound for its ability to combat malaria, a life-threatening disease caused by parasites that are transmitted to humans through the bites of infected mosquitoes. Its incorporation into dihydroartemisinin derivatives enhances the effectiveness of these drugs in treating malaria.
Used in Chemical Research:
As a compound with potential aromatic intercalating properties, Phenanthren-9-ylmethanol is utilized in the field of chemical research for the development and synthesis of new dihydroartemisinin derivatives. These derivatives hold promise for improved antimalarial treatments and may lead to the discovery of novel applications in various industries.

InChI:InChI=1/C15H12O/c16-10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-9,16H,10H2

Upstream product

• 82491-33-6 9-methylene-9,10-dihydrophenanthrene 
• 350498-60-1 1,2,3,4-di-O-isopropylidene-D-galactopyranosyl phenanthrene-9-ylmethoxycarbonate 

Downstream Products

• 951-05-3 9-(chloromethyl)phenanthrene 
• 24471-57-6 9-bromomethylphenantrene 
• 33895-28-2 9-Phenanthrylmethyl-triphenylphosphonium-bromid 
• 4707-71-5 Phenanthrene-9-carboxaldehyde 
• 883-20-5 9-methylphenanthrene 
• 169556-04-1 4-anilinobutyl 9-phenanthrylmethyl ether 
• 169556-06-3 5-anilinopentyl 9-phenanthrylmethyl ether 
• 169556-11-0 4-(N-methylanilino) 9-phenanthrylmethyl ether 
• 169556-08-5 6-anilinohexyl 9-phenanthrylmethyl ether 
• 50781-52-7 9-(cyanomethyl)phenanthrene 
• 15398-91-1 9-phenanthrylmethylamine 
• 854446-64-3 2-oxo-1-[9]phenanthrylmethyl-cyclohexanecarboxylic acid ethyl ester 
• 5328-28-9 methyl 3-(9-phenanthryl)propanoate 
• 33895-31-7 C₄₈H₃₃OP 

Relevant articles and documents

Anthraquinon-2-ylmethoxycarbonyl (Aqmoc): A new photochemically removable protecting group for alcohols

(formula presented) Synthesis and photochemistry of a new photochemically removable protecting group for alcohols is described. Four carbonates of galactose derivatives (1-4) were synthesized from the corresponding arylmethanols via 4-nitrophenyl carbonate intermediates. Among them, photolysis of anthraquinon-2-ylmethoxycarbonyl (Aqmoc) galactose (1) proceeded with overall photolysis efficiency of 150 (quantum yield 0.10, and molar absorptivity 1500 M-1 cm-1) and rate constant of ～106 s-1. To demonstrate its application to a biologically related molecule, 5′-Aqmoc-adenosine (5) was synthesized and photolyzed to yield adenosine in 91% yield.