Quinacridone

Base Information

• Chemical Name: Quinacridone
• CAS No.: 1047-16-1
• Deprecated CAS: 39362-27-1,42612-56-6,63440-25-5,65381-35-3,67051-64-3,67053-84-3,87397-48-6,790240-46-9,323179-22-2,942621-44-5,59537-56-3,2370770-65-1,323179-22-2,42612-56-6,63440-25-5,65381-35-3,67051-64-3,67053-84-3,790240-46-9,87397-48-6,942621-44-5
• Molecular Formula: C20H12N2O2
• Molecular Weight: 312.327
• Hs Code.: 29339900
• European Community (EC) Number: 213-879-2
• NSC Number: 316165
• UNII: 11P487375P
• DSSTox Substance ID: DTXSID5027354
• Nikkaji Number: J8.584G
• Wikipedia: Quinacridone
• Wikidata: Q418071,Q26706191
• Metabolomics Workbench ID: 46341
• Mol file: 1047-16-1.mol

Synonyms:5,12-dihydro-quino(2,3-b)acridine-7,14-dione;linear quinacridone

Chemical Property of Quinacridone

Chemical Property:

• Appearance/Colour: red powder
• Vapor Pressure: 6.14E-13mmHg at 25°C
• Melting Point: 390 °C
• Refractive Index: 1.702
• Boiling Point: 568.5 °C at 760 mmHg
• PKA: -2.96±0.20(Predicted)
• Flash Point: 221.3 °C
• PSA: 65.72000
• Density: 1.371 g/cm³
• LogP: 3.67600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 312.089877630
• Heavy Atom Count: 24
• Complexity: 500

Purity/Quality:

99.9% ^*data from raw suppliers

Quinacridone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Acridine Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC4=C(C=C3N2)C(=O)C5=CC=CC=C5N4

Technology Process of Quinacridone

There total 16 articles about Quinacridone 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: 99.43%

2,5-di(phenylamino)-terephthalic acid (10109-95-2) → Quinacridone (1047-16-1,42612-56-6,63440-25-5,65381-35-3,790240-46-9,67051-64-3)

Guidance literature:

With polyphosphoric acid PPA; at 125 ℃; for 6h;

Reference yield: 99.0%

5,6,12,13-tetrahydro-quino[2,3-b]acridine-7,14-dione (5862-38-4) → Quinacridone (1047-16-1,42612-56-6,63440-25-5,65381-35-3,790240-46-9,67051-64-3)

Guidance literature:

5,6,12,13-tetrahydro-quino[2,3-b]acridine-7,14-dione; With sodium hydroxide; In methanol; water; at 20 - 30 ℃; for 0.5h;

With sulfuric acid; In methanol; water; for 1h; Heating / reflux;

With sodium 3-nitrobenzenesulfonate; In methanol; water; for 4h; Product distribution / selectivity; Heating / reflux;

Reference yield:

C21H18N2O4 (67906-32-5) + 2,5-di(phenylamino)-terephthalic acid (10109-95-2) + 2,5-di(4'-methylphenylamino)terephthalic acid (10291-28-8) → Quinacridone (1047-16-1,42612-56-6,63440-25-5,65381-35-3,790240-46-9,67051-64-3) + C.I. Pigment Red 122 (980-26-7,12225-00-2,155328-35-1,221658-08-8,287098-90-2,308795-57-5,518035-23-9,865272-16-8) + 5,12-dihydro-2-methylquino[2,3-b]acridine-7,14-dione (10228-01-0)

Guidance literature:

With PPA; at 90 - 125 ℃; for 3h;

upstream raw materials:

2,5-di(phenylamino)-terephthalic acid

2,5-dianilino-3,6-dihydroterephthalic acid diethyl ester

C₂₁H₁₈N₂O₄

2,5-di(4'-methylphenylamino)terephthalic acid

Downstream raw materials:

N,N’-dibutylquinacridone

5,12-Dibenzyl-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

5,12-Bis-(4-chloro-benzyl)-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

5,12-Bis-(2-chloro-benzyl)-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Refernces

• 1、 -. "Preparation method for quinacridone and derivatives of quinacridone". Paragraph 0029. . Retrieved 2017/08/29.
• 2、 -. "Process for Preparing Alpha Quinacridone Pigments". Page/Page column 2. . Retrieved 2009/01/20.