1,5-Anthracenedicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 1,5-Anthracenedicarboxylic acid dimethyl ester
• CAS No.: 40102-44-1
• Molecular Formula: C18H14O4
• Molecular Weight: 294.30100
• Mol file: 40102-44-1.mol

Synonyms:1,5-di(methoxycarbonyl)anthracene;1,5-Di-(methoxycarbonyl)-anthracen;Anthracene-1,5-dicarboxylic acid dimethyl ester;

Chemical Property of 1,5-Anthracenedicarboxylic acid dimethyl ester

Chemical Property:

• Boiling Point: 466.7±18.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.260±0.06 g/cm3(Predicted)
• LogP: 3.56620

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,5-Anthracenedicarboxylic acid dimethyl ester

There total 8 articles about 1,5-Anthracenedicarboxylic acid dimethyl ester 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: 65.0%

anthracene-1,5-dicarboxylic acid (41694-83-1) + dimethyl sulfate (77-78-1) → dimethyl anthracene-1,5-dicarboxylate (40102-44-1)

Guidance literature:

With sodium methylate; In methanol; for 12h; Heating;

DOI:10.1021/jo010404p

Reference yield:

9,10-dihydro-9,10-dioxo-1,5-anthracenedicarboxylic acid (10254-93-0) → dimethyl anthracene-1,5-dicarboxylate (40102-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 15.9 g / ammonium hydroxide; zinc / H₂O / 4.5 h / 60 °C

2: 65 percent / sodium methoxide / methanol / 12 h / Heating

With ammonium hydroxide; sodium methylate; zinc; In methanol; water;

DOI:10.1021/jo010404p

Reference yield:

1,5-dicyano-9,10-anthraquinone (41694-81-9) → dimethyl anthracene-1,5-dicarboxylate (40102-44-1)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ / H₂O / 2 h / 150 °C

2: 15.9 g / ammonium hydroxide; zinc / H₂O / 4.5 h / 60 °C

3: 65 percent / sodium methoxide / methanol / 12 h / Heating

With ammonium hydroxide; sulfuric acid; sodium methylate; zinc; In methanol; water;

DOI:10.1021/jo010404p

upstream raw materials:

anthracene-1,5-dicarboxylic acid

dimethyl sulfate

diazomethane

9,10-dihydro-9,10-dioxo-1,5-anthracenedicarboxylic acid

Refernces

• 1、 Kendall,Shechter. "Intramolecular behaviors of anthryldicarbenic systems: Dibenzo[b,f]pentalene and, 1H,5H-dicyclobuta[de,kl]anthracene". . p. 6643 - 6649. Retrieved 2007/10/03.