Diethyl-4-phenanthroyl malonate

Base Information

• Chemical Name: Diethyl-4-phenanthroyl malonate
• CAS No.: 26698-30-6
• Molecular Formula: C₂₂H₂₀O₅
• Molecular Weight: 364.398
• NSC Number: 174079
• DSSTox Substance ID: DTXSID40306098
• Wikidata: Q82053014
• ChEMBL ID: CHEMBL2139954
• Mol file: 26698-30-6.mol

Synonyms:MLS003106805;26698-30-6;Diethyl-4-phenanthroyl malonate;CHEMBL2139954;DTXSID40306098;VSJMSXYAXBGOEE-UHFFFAOYSA-N;NSC174079;NSC-174079;SMR001821692;Diethyl 2-(4-phenanthrylcarbonyl)malonate #

Chemical Property of Diethyl-4-phenanthroyl malonate

Chemical Property:

• Vapor Pressure: 3.32E-10mmHg at 25°C
• Boiling Point: 502°Cat760mmHg
• Flash Point: 219.1°C
• Density: 1.232g/cm³
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 364.13107373
• Heavy Atom Count: 27
• Complexity: 539

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C1=CC=CC2=C1C3=CC=CC=C3C=C2)C(=O)OCC

Technology Process of Diethyl-4-phenanthroyl malonate

There total 3 articles about Diethyl-4-phenanthroyl malonate 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:

phenanthrene-4-carboxylic acid (42156-92-3) → 2-(Phenanthrene-4-carbonyl)-malonic acid diethyl ester (26698-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / Heating

With thionyl chloride;

DOI:10.1021/jm00296a016

Reference yield:

phenanthrene-4-carboxylic acid methyl ester (18266-47-2) → 2-(Phenanthrene-4-carbonyl)-malonic acid diethyl ester (26698-30-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. KOH / Heating

2: SOCl₂ / Heating

With potassium hydroxide; thionyl chloride;

DOI:10.1021/jm00296a016

Reference yield:

Phenanthrene-4-carbonyl chloride (26698-27-1) + diethyl (ethoxymagnesio)malonate (35227-78-2) → 2-(Phenanthrene-4-carbonyl)-malonic acid diethyl ester (26698-30-6)

Guidance literature:

DOI:10.1021/jm00296a016

upstream raw materials:

Phenanthrene-4-carbonyl chloride

diethyl (ethoxymagnesio)malonate

phenanthrene-4-carboxylic acid

phenanthrene-4-carboxylic acid methyl ester

Downstream raw materials:

4-acetylphenantrene