Quinacridone

• CAS: 1047-16-1
• Catalog Number: ACM1047161-4
• Category: Pigments
• Molecular Weight: 312.33
• Molecular Formula: C20H12N2O2
• Description: Alfa Chemistry offers high-purity Quinacridone products for various research purposes. Please contact us by email if you do not find the specification you are looking for on this page.
• Synonyms: 5,12-Dihydroquino[2,3-b]acridine-7,14-dione Pigment Violet 19
• IUPAC Name: 5,12-dihydroquinolino[2,3-b]acridine-7,14-dione
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC4=C(C=C3N2)C(=O)C5=CC=CC=C5N4
• InChI: InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)
• InChI Key: NRCMAYZCPIVABH-UHFFFAOYSA-N
• Boiling Point: 390 °C
• Melting Point: 390 °C
• Flash Point: 221.3°C
• Density: 1.371 g/cm³
• Solubility: Insoluble in water;Insoluble in organic solvents and dispersion media.
• Appearance: Red to Dark red to Dark purple powder to crystal
• Application: They are useful for painting of automobiles, printing ink and coloring of plastics. In the research field of organic electronics, quinacridone dyes are applied to solar cells and organic light-emitting diodes.
• Storage: Store under inert gas
• Absorbance: (E1%1cm) min. 300(596.0 to 600.0 nm, H2SO4)
• Absorption Wavelength: (max.) 598(H2SO4) nm
• Assay: 0.9999
• Color/Form: Red to violet solid with blueish or yellowish tint depending upon crystalline form.;particle characteristics: thin plates
• Complexity: 500
• Condition To Avoid: Air Sensitive
• Covalently-Bonded Unit Count: 1
• EC Number: 213-879-2
• Exact Mass: 312.089878g/mol
• Features And Benefits: Quinacridones easily show intermolecular stacks in face-to-face mode and form strong intermolecular hydrogen bondings. Thus, these facts indicate that quenching of emission occurs under a concentrated condition.
• Formal Charge: 0
• Hazard Statements: H315 : Causes skin irritation.H319 : Causes serious eye irritation.
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Heavy Atom Count: 24
• LogP: 1.9 (estimated)
• MDL Number: MFCD00059956
• Monoisotopic Mass: 312.089878g/mol
• NSC Number: 316165
• Other Experimental: Inert to almost all chemicals; exceptions being some concentrated acids (sulfuric, polyphosphoric).
• Packaging: 1 kg
• Physical State: (20 deg.C) Solid
• Precautionary Statements: P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.
• Refractive Index: Refractive index: quinacridine red (gamma), n(Na) Av. 2.04; quinacridine red (beta), Av. 2.02
• Rotatable Bond Count: 0
• Signal Word: Warning
• Stability: Stable up to 165 °C
• Storage Conditions: Store at room temperature and dry
• UNII: 11P487375P
• XLogP3: 4

Custom Q&A

What is the molecular formula of Quinacridone according to the reference?

The molecular formula of Quinacridone is C20H12N2O2.

When was Quinacridone created and last modified according to the reference?

Quinacridone was created on 2005-03-26 and last modified on 2023-12-23.

What is the IUPAC name of Quinacridone according to the reference?

The IUPAC name of Quinacridone is 5,12-dihydroquinolino[2,3-b]acridine-7,14-dione.

What is the Canonical SMILES for Quinacridone according to the reference?

The Canonical SMILES for Quinacridone is C1=CC=C2C(=C1)C(=O)C3=CC4=C(C=C3N2)C(=O)C5=CC=CC=C5N4.

What is the molecular weight of Quinacridone according to the reference?

The molecular weight of Quinacridone is 312.3 g/mol.

How many hydrogen bond donor counts are there in Quinacridone according to the reference?

There are 2 hydrogen bond donor counts in Quinacridone.

What is the XLogP3-AA value of Quinacridone according to the reference?

The XLogP3-AA value of Quinacridone is 4.

How many hydrogen bond acceptor counts are there in Quinacridone according to the reference?

There are 4 hydrogen bond acceptor counts in Quinacridone.

What is the topological polar surface area of Quinacridone according to the reference?

The topological polar surface area of Quinacridone is 58.2 Ų.

How many heavy atoms are there in Quinacridone according to the reference?

There are 24 heavy atoms in Quinacridone.

Synthetic Use

Upstream Synthesis Route 1

• 67906-32-5
• 10109-95-2
• 10291-28-8

• 1047-16-1
• 980-26-7
• 10228-01-0

Reference: [1] Patent: US2005/11403, 2005, A1, . Location in patent: Page 13

Downstream Synthesis Route 1

• 75-30-9
• 1047-16-1

• 99762-79-5

Reference: [1]Justus Liebigs Annalen der Chemie,1935,vol. 518,p. 245,257

Downstream Synthesis Route 2

• 109-65-9
• 1047-16-1

• 99762-80-8

Reference: [1]Patent: CN106831763,2017,A .Location in patent: Paragraph 0029

Downstream Synthesis Route 3

• 64-67-5
• 1047-16-1

• 99762-78-4

Reference: [1]Chemistry of Heterocyclic Compounds,1985,vol. 21,p. 792 - 795
Khimiya Geterotsiklicheskikh Soedinenii,1985,p. 952 - 955

* For details of the synthesis route, please refer to the original source to ensure accuracy.