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| CAS No.: | 1047-16-1 |
|---|---|
| Name: | Quinacridone |
| Molecular Structure: | |
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| Formula: | C20H12N2O2 |
| Molecular Weight: | 312.327 |
| Synonyms: | Cinquasia Violet R;Dark violet;Fastogen Red 7094Y;Hostaperm Red E 2B70;Hostaperm Red E 3B;HostapermRed E 5B;Hostaperm Red E 5B02;Hostaperm Red E 5B02IN;Hostaperm Red VioletER;Hostaperm Red Violet ER 02;Hostaperm Red Violet ER 02-13-7011;HostapermRed Violet ERX;Hostaperm Red Violet ERX-WD;Ink Jet Magenta E 5B02VP2984;Lionogen Magenta FG 5700;Lionogen Red 5700;Magenta RT 238D;Magenta RT 355D;Mobay R 6700;Monastral Red;Monastral Red B;Monastral Red B-RT 796D;Monastral Red RT 759D;Monastral Red RT 790D;PV Fast Violet ER;PaliogenRed BG;Paliogen Red L 4470;Permanent magenta;Pigment Pink Quinacridone S;PigmentQuinacridone Red;Pigment Violet 19;Pigment Violet GC 227A;Pigment VioletQuinacridone;Polytrend 850-9440;Quinacridone Red MC;Quinacridone Red Y;Quinacridone Violet MC;5,12-Dihydroquino[2,3-b]acridine-7,14-dione;5,7,12,14-Tetrahydro[2,3-b]quinolinoacridine;Acramin Pink BC;Acramin Pink BN; |
| EINECS: | 213-879-2 |
| Density: | 1.371 g/cm3 |
| Melting Point: | 390 °C |
| Boiling Point: | 568.5 °C at 760 mmHg |
| Flash Point: | 221.3 °C |
| Solubility: | Insoluble in water |
| Appearance: | red powder |
| Safety: | 24/25 |
| PSA: | 65.72000 |
| LogP: | 3.67600 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
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- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
- 10109-95-2
2,5-di(phenylamino)-terephthalic acid
- 1047-16-1
Quinacridone
| Conditions | Yield |
|---|---|
| With polyphosphoric acid PPA at 125℃; for 6h; Dieckmann Condensation; | 99.43% |
| With PPA at 20 - 130℃; for 1.5h; Product distribution / selectivity; | 90% |
| With boric acid |
| Conditions | Yield |
|---|---|
| Stage #1: 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; Stage #2: With sulfuric acid In methanol; water for 1h; Heating / reflux; Stage #3: With sodium 3-nitrobenzenesulfonate In methanol; water for 4h; Product distribution / selectivity; Heating / reflux; | 99% |
| Stage #1: 5,6,12,13-tetrahydro-quino[2,3-b]acridine-7,14-dione With sodium methylate In methanol at 20 - 50℃; for 0.25h; Stage #2: With sodium 3-nitrobenzenesulfonate In methanol for 4h; Product distribution / selectivity; Heating / reflux; | 98% |
| Stage #1: 5,6,12,13-tetrahydro-quino[2,3-b]acridine-7,14-dione With polyvinyl pyrrolidone In methanol at 20 - 27℃; for 0.166667h; Stage #2: With sodium hydroxide In methanol; water at 50 - 53℃; for 0.833333h; Heating / reflux; Stage #3: With dihydrogen peroxide; anthraquinone-2,7-disulfonic acid In methanol; water for 0.166667h; Product distribution / selectivity; Heating / reflux; |
| Conditions | Yield |
|---|---|
| With diphenylether; biphenyl Erhitzen des Reaktionsprodukts mit dem Natrium-Salz der 3-Nitro-benzolsulfonsaeure in wss. NaOH und Aethylenglykol; | |
| With diphenylether; biphenyl Erhitzen des Reaktionsprodukts mit dem Natrium-Salz der 3-Nitro-benzolsulfonsaeure in wss.-aethanol. NaOH; |
- 67906-32-5
C21H18N2O4
- 10109-95-2
2,5-di(phenylamino)-terephthalic acid
- 10291-28-8
2,5-di(4'-methylphenylamino)terephthalic acid
A
- 1047-16-1
Quinacridone
B
- 980-26-7
C.I. Pigment Red 122
C
- 10228-01-0
5,12-dihydro-2-methylquino[2,3-b]acridine-7,14-dione
| Conditions | Yield |
|---|---|
| With PPA at 90 - 125℃; for 3h; | |
| With PPA at 90 - 125℃; for 3h; | |
| With PPA at 90 - 125℃; for 3h; | |
| With PPA at 90 - 125℃; for 3h; |
- 1047-16-1
Quinacridone
| Conditions | Yield |
|---|---|
| Stage #1: 6,13-dihydroquinacridone-di-sodium salt With dihydrogen peroxide; anthraquinone-2,7-disulphonic acid disodium salt In methanol; water at 20 - 60℃; for 0.25h; Heating / reflux; Stage #2: In water |
- 14297-60-0
2,5-dianilinoterephthalic acid dimethyl ester
- 1047-16-1
Quinacridone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sodium hydroxide / 3 h / 110 °C / Reflux 2: polyphosphoric acid PPA / 6 h / 125 °C View Scheme |
| Conditions | Yield |
|---|---|
| With polyphosphoric acid at 120 - 130℃; for 2h; |
| Conditions | Yield |
|---|---|
| Stage #1: p-formaldehyde; 3,4,9,10-perylene tetracarboxyxlic acid diimide With polyphosporic acid at 105℃; for 1.5h; Stage #2: Quinacridone at 125℃; for 3h; | 100% |
| Stage #1: p-formaldehyde; 3,4,9,10-perylene tetracarboxyxlic acid diimide With sulfuric acid at 45℃; for 1h; Stage #2: Quinacridone at 45℃; for 3h; | 99.7% |
| Stage #1: p-formaldehyde; 3,4,9,10-perylene tetracarboxyxlic acid diimide With sulfuric acid; sulfur trioxide at 45℃; for 1h; Stage #2: Quinacridone at 45℃; for 3h; | 89% |
- 24424-99-5
di-tert-butyl dicarbonate
- 1047-16-1
Quinacridone
| Conditions | Yield |
|---|---|
| With dmap In tetrahydrofuran at 20℃; regioselective reaction; | 99% |
| With dmap In dichloromethane at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 65.5% |
| With dmap In tetrahydrofuran at 20℃; for 24h; | 60% |
| With dmap In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; Darkness; | 58% |
| With dmap In dichloromethane at 20℃; for 48h; Inert atmosphere; | 56% |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In 1,2-dichloro-ethane at 0℃; for 24h; | 97% |
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Specification
The CAS registry number of Pigment Violet 19 is 1047-16-1. Its EINECS registry number is 213-879-2. The IUPAC is 5,12-dihydroquinolino[2,3-b]acridine-7,14-dione. In addition, the molecular formula is C20H12N2O2 and the molecular weight is 312.32. It is also called quino(2,3-b)acridine-7,14-dione, 5,12-dihydro-. What's more, it belongs to the classes of Electroluminescence; Functional Materials; Highly Purified Reagents; Other Categories; Refined Products by Sublimation. And it should be stored in a cool and dry place.
Physical properties about this chemical are: (1)ACD/LogP: 2.53; (2)ACD/LogD (pH 5.5): 2.53; (3)ACD/LogD (pH 7.4): 2.53; (4)ACD/BCF (pH 5.5): 49.2; (5)ACD/BCF (pH 7.4): 49.2; (6)ACD/KOC (pH 5.5): 565.85; (7)ACD/KOC (pH 7.4): 565.85; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)Polar Surface Area: 40.62 Å2; (11)Index of Refraction: 1.702; (12)Molar Refractivity: 88.29 cm3; (13)Molar Volume: 227.7 cm3; (14)Polarizability: 35 ×10-24cm3; (15)Surface Tension: 58.6 dyne/cm; (16)Density: 1.371 g/cm3; (17)Flash Point: 221.3 °C; (18)Enthalpy of Vaporization: 85.31 kJ/mol; (19)Boiling Point: 568.5 °C at 760 mmHg; (20)Vapour Pressure: 6.14E-13 mmHg at 25°C.
Uses of Pigment Violet 19: It is used as a pigment to make high performance paints. And it can also be used in artist's paints, including oils, acrylics, and watercolors. In addition, it can react with 2-iodo-propane to get 5,12-diisopropyl-5,12-dihydro-quino[2,3-b]acridine-7,14-dione. This reaction will need reagent 50percent NaOH, catalyst triethylbenzylammonium chloride and solvents toluene and H2O. The reaction time is 32 hours at reaction temperature of 80 °C. The yield is about 50%.
![Pigment Violet 19 can react with 2-iodo-propane to get 5,12-diisopropyl-5,12-dihydro-quino[2,3-b]acridine-7,14-dione](/UserFilesUpload/Uses of Pigment Violet 19.jpg)
You can still convert the following datas into molecular structure:
(1)SMILES: O=C4c5ccccc5Nc3cc2C(=O)c1c(cccc1)Nc2cc34
(2)InChI: InChI=1/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)
(3)InChIKey: NRCMAYZCPIVABH-UHFFFAOYAK
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rabbit | LD | skin | > 2mL/kg (2mL/kg) | National Technical Information Service. Vol. OTS0533795, | |
| rat | LD50 | oral | > 20mL/kg (20mL/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | National Technical Information Service. Vol. OTS0533794, |