3,9-Perylenedicarboxylic acid

Base Information

• Chemical Name: 3,9-Perylenedicarboxylic acid
• CAS No.: 6364-19-8
• Molecular Formula: C22H12O4
• Molecular Weight: 340.335
• Hs Code.: 2917190090
• European Community (EC) Number: 228-852-0
• DSSTox Substance ID: DTXSID40213016
• Nikkaji Number: J39.589G
• Wikidata: Q83088262
• Mol file: 6364-19-8.mol

Synonyms:3,9-Perylenedicarboxylic acid;perylene-3,9-dicarboxylic acid;6364-19-8;3,9-Perylenedicarboxylicacid;C22H12O4;EINECS 228-852-0;3.9-Perylendicarbonsaure;SCHEMBL28007;perylene-3,9-dicarboxylicacid;YSCH0063;DTXSID40213016;MFCD00082168;AKOS028108519;C22-H12-O4;AS-59273;CS-0111082;FT-0689995;W-110121

Chemical Property of 3,9-Perylenedicarboxylic acid

Chemical Property:

• Vapor Pressure: 3.07E-20mmHg at 25°C
• Refractive Index: 1.916
• Boiling Point: 694.3 °C at 760 mmHg
• PKA: 3.03±0.30(Predicted)
• Flash Point: 387.7 °C
• PSA: 74.60000
• Density: 1.538 g/cm³
• LogP: 5.13360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 340.07355886
• Heavy Atom Count: 26
• Complexity: 549

Purity/Quality:

99%, ^*data from raw suppliers

Perylene-3,9-dicarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C(=CC=C3C4=C5C2=CC=C(C5=CC=C4)C(=O)O)C(=O)O

Technology Process of 3,9-Perylenedicarboxylic acid

There total 8 articles about 3,9-Perylenedicarboxylic acid 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:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 3,9-perylene dicarboxylic acid (6364-19-8)

Guidance literature:

With water; potassium hydroxide; at 90 - 200 ℃; for 23h; under 1500.15 - 2250.23 Torr; Autoclave;

Reference yield:

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride (128-69-8) → 3,10-perylenedicarboxylic acid (113659-72-6) + 3,9-perylene dicarboxylic acid (6364-19-8)

Guidance literature:

With potassium hydroxide; at 198 ℃; for 36h; under 15001.5 Torr;

Reference yield:

1,8-Naphthalic anhydride (81-84-5) → 3,9-perylene dicarboxylic acid (6364-19-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium hydroxide / 1.67 h / 20 - 70 °C

2.1: barium(II) hydroxide; sodium acetate / 6 h / 200 - 300 °C / Inert atmosphere

2.2: 1 h / 75 °C

2.3: 1.5 h / 80 - 100 °C

3.1: sulfuric acid / 2 h / 220 °C

3.2: 1 h / 90 °C / Darkness; Inert atmosphere

4.1: potassium hydroxide; water / 23 h / 90 - 200 °C / 1500.15 - 2250.23 Torr / Autoclave

With ammonium hydroxide; sulfuric acid; water; sodium acetate; potassium hydroxide; barium(II) hydroxide;

upstream raw materials:

perylene-3,9-dicarbonitrile

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

3,4,9,10-perylene tetracarboxyxlic acid diimide

acenaphthylene

Downstream raw materials:

perylene-3,10-dicarbonyl chloride

perylene-3,9-dicarbonyl chloride

3,9-dibenzoyl-perylene

PERYLENE

Refernces

• 1、 -. "Preparation method and application of novel perylene drug molecule with biological activity". . . Retrieved 2018/12/14.
• 2、 -. "Solvent-based green 5 isomer of the solvent-based dye". Paragraph 0015; 0016. . Retrieved 2017/04/03.