Pigment Violet 19 supplier | CasNO.1047-16-1

Name
Quinacridone
EINECS 213-879-2
CAS No. 1047-16-1
Article Data17
CAS DataBase
Density 1.371 g/cm³
Solubility Insoluble in water
Melting Point 390 °C
Formula C₂₀H₁₂N₂O₂
Boiling Point 568.5 °C at 760 mmHg
Molecular Weight 312.327
Flash Point 221.3 °C
Transport Information
Appearance red powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 65.72000
LogP 3.67600

Synthetic route

: 10109-95-2
2,5-di(phenylamino)-terephthalic acid

: 1047-16-1
Quinacridone

Conditions

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

: 5862-38-4
5,6,12,13-tetrahydro-quino[2,3-b]acridine-7,14-dione

: 1047-16-1
Quinacridone

Conditions

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;

: 4898-56-0
2,5-dianilino-3,6-dihydroterephthalic acid diethyl ester

: 1047-16-1
Quinacridone

Conditions

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

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;

...Expand

: 6,13-dihydroquinacridone-di-sodium salt

: 1047-16-1
Quinacridone

Conditions

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

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

: 10109-95-2
2,5-di(phenylamino)-terephthalic acid

: C22H17N3O3

A: 1047-16-1
Quinacridone

B: C21H13N3O2

Conditions

Conditions	Yield
With polyphosphoric acid at 120 - 130℃; for 2h;

...Expand

p-formaldehyde: p-formaldehyde

: 1047-16-1
Quinacridone

: 81-33-4
3,4,9,10-perylene tetracarboxyxlic acid diimide

: C66H34N6O8

Conditions

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%

...Expand

: 24424-99-5
di-tert-butyl dicarbonate

: 1047-16-1
Quinacridone

: N,N-di(tert-butylcarboxyl)-trans-quinacridone

Conditions

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%

: 1047-16-1
Quinacridone

: 79-04-9
chloroacetyl chloride

: 2,9-dichloroacetylquinacridone

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-ethane at 0℃; for 24h;	97%

: 35779-04-5
1-tert-butyl-4-iodobenzene

: 1047-16-1
Quinacridone

: N,N'-bis(4-tert-butylphenyl)quinacridone

Conditions

Conditions	Yield
With copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; potassium carbonate In N,N-dimethyl-formamide at 146℃; for 36h; Inert atmosphere;	96%

: 455-13-0
4-Iodobenzotrifluoride

: 1047-16-1
Quinacridone

: N,N'-bis(4-trifluoromethylphenyl)quinacridone

Conditions

Conditions	Yield
With copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; potassium carbonate In N,N-dimethyl-formamide at 146℃; for 36h; Inert atmosphere;	96%

: 1047-16-1
Quinacridone

: 80-18-2
Methyl benzenesulfonate

: 19205-19-7
5,12-dihydro-5,12-dimethylquino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; benzyltrimethylammonium chloride In chlorobenzene at 80℃; for 7h; Product distribution; other base, other solvent, with or without phase transfer;	94%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In chlorobenzene at 80℃; for 7h;	94%

: 696-62-8
para-iodoanisole

: 1047-16-1
Quinacridone

: 5,12-bis(4-methoxyphenyl)quinolino[2,3-b]acridine-7,14(5H,12H)-dione

Conditions

Conditions	Yield
With copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; potassium carbonate In N,N-dimethyl-formamide at 146℃; for 36h; Inert atmosphere;	94%

: 515-46-8
Ethyl benzenesulfonate

: 1047-16-1
Quinacridone

: 99762-78-4
N,N'-Diethylquinacridone

Conditions

Conditions	Yield
With sodium hydroxide; cetyltrimethylammonium chloride In water; chlorobenzene at 80℃; for 10h;	92%
With sodium hydroxide; cetyltrimethylammonium chloride In water; chlorobenzene at 80℃; for 5h; Product distribution; different reactant-reagent ratios, different reaction time;	87%

: 1047-16-1
Quinacridone

: 77-78-1
dimethyl sulfate

: 19205-19-7
5,12-dihydro-5,12-dimethylquino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; quaternary ammonium salt In chlorobenzene at 80℃; for 5h; Product distribution; other base, other solvent, with or without phase transfer;	92%
With sodium hydroxide; alkyl(C10-C16)-trimethylammonium chloride In chlorobenzene at 80℃; for 5h;	92%

: 1047-16-1
Quinacridone

: 74-88-4
methyl iodide

: 19205-19-7
5,12-dihydro-5,12-dimethylquino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With potassium hydroxide In various solvent(s) at 80℃; for 6h; Product distribution; other base, other solvent, with or without phase transfer;	92%
With potassium hydroxide In various solvent(s) at 80℃; for 6h;	92%
With tetra-(n-butyl)ammonium iodide; sodium hydroxide In toluene for 10h; Reflux;	25%

: 1047-16-1
Quinacridone

: 80-40-0
ethyl ester of p-toluenesulfonic acid

: 99762-78-4
N,N'-Diethylquinacridone

Conditions

Conditions	Yield
With sodium hydroxide; cetyltrimethylammonium chloride In water; chlorobenzene at 80℃; for 12h;	91%

: 111-83-1
1-bromo-octane

: 1047-16-1
Quinacridone

: 5,12-dihydroquino<2,3-b>acridine-7,14-dione

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydride In tetrahydrofuran Inert atmosphere;	91%
With tetrabutylammomium bromide; caesium carbonate In dimethyl sulfoxide at 25℃; for 4h; Solvent; Reagent/catalyst;	85%
Stage #1: Quinacridone With tetrabutylammomium bromide; caesium carbonate In dimethyl sulfoxide at 20℃; for 4h; Stage #2: 1-bromo-octane In dimethyl sulfoxide for 24h;	82%
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride In mineral oil; benzene at 20℃; for 174h;	64%
With tetrabutylammomium bromide; sodium hydroxide In toluene for 24h; Reflux;	24.9%

: 64-67-5
diethyl sulfate

: 1047-16-1
Quinacridone

: 99762-78-4
N,N'-Diethylquinacridone

Conditions

Conditions	Yield
With sodium hydroxide; cetyltrimethylammonium chloride In water; chlorobenzene at 80℃; for 7h;	90%

: 1047-16-1
Quinacridone

: 75-03-6
ethyl iodide

: 99762-78-4
N,N'-Diethylquinacridone

Conditions

Conditions	Yield
With sodium hydroxide; cetyltrimethylammonium chloride In water; chlorobenzene at 80℃; for 13h;	89%

: 109-65-9
1-bromo-butane

: 1047-16-1
Quinacridone

: 99762-80-8
N,N’-dibutylquinacridone

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 80℃; for 12h;	87%
Stage #1: Quinacridone With tetrabutylammomium bromide; potassium hydroxide In water; toluene at 95℃; Stage #2: 1-bromo-butane In water; toluene at 95℃; for 24h;	80%

: 62938-08-3
3,5-di-tert-butylbenzyl bromide

: 1047-16-1
Quinacridone

: 5,12-bis-(3,5-di-tert-butyl-benzyl)-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide In water; toluene for 4h; Heating;	87%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene at 80℃; for 32h;	76%

: 1047-16-1
Quinacridone

: 100-44-7
benzyl chloride

: 99762-81-9
5,12-Dibenzyl-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 80℃; for 11h;	85%

: 112-29-8
1-bromo dodecane

: 1047-16-1
Quinacridone

: N,N′-didecylquinacridone

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 20℃; for 24h;	85%

: 1047-16-1
Quinacridone

: 143-15-7
1-dodecylbromide

: C44H60N2O2

Conditions

Conditions	Yield
Stage #1: Quinacridone With tetrabutylammomium bromide; caesium carbonate In dimethyl sulfoxide at 20℃; for 4h; Stage #2: 1-dodecylbromide In dimethyl sulfoxide at 20 - 90℃; for 26h; Concentration; Reagent/catalyst;	84%
Stage #1: Quinacridone With tetrabutylammomium bromide; caesium carbonate In dimethyl sulfoxide at 30℃; for 4h; Stage #2: 1-dodecylbromide In dimethyl sulfoxide at 20 - 90℃; for 26h;	80%

: 1047-16-1
Quinacridone

: 611-19-8
1-chloro-2-(chloromethyl)benzene

: 99762-82-0
5,12-Bis-(2-chloro-benzyl)-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 80℃; for 12h;	82%

: 1047-16-1
Quinacridone

: 104-83-6
1-Chloro-4-(chloromethyl)benzene

: 99762-83-1
5,12-Bis-(4-chloro-benzyl)-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 80℃; for 9h;	81%

: 1047-16-1
Quinacridone

: 104-82-5
4-Methylbenzyl chloride

: 99762-84-2
5,12-Bis-(4-methyl-benzyl)-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 80℃; for 10h;	80%

: 25542-62-5
6-bromo-hexanoic acid ethyl ester

: 1047-16-1
Quinacridone

: 74-88-4
methyl iodide

: ethyl 6-(12-methyl-7,14-dioxo-12,14-dihydroquinolino[2,3-b]acridin-5(7H)-yl)hexanoate

Conditions

Conditions	Yield
Stage #1: Quinacridone With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 60℃; for 0.666667h; Stage #2: 6-bromo-hexanoic acid ethyl ester In dimethyl sulfoxide; N,N-dimethyl-formamide for 8h; Stage #3: methyl iodide In dimethyl sulfoxide; N,N-dimethyl-formamide	78%

...Expand

: 1047-16-1
Quinacridone

: 213680-85-4
1,3-bis{[3,5-bis(tert-butyl)benzyl]oxy}-5-(bromomethyl)benzene

: 5,12-bis-[3,5-bis-(3,5-di-tert-butyl-benzyloxy)-benzyl]-5,12-dihydro-quino[2,3-b]acridine-7,14-dione

Conditions

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene at 80℃; for 32h;	76%
With potassium hydroxide; tetrabutylammomium bromide In water; toluene for 4h; Heating;	74%

: 1120-71-4
1,3-propanesultone

: Ph4PCl

: 1047-16-1
Quinacridone

: 2C24H20P(1+)*C26H22N2O8S2(2-)

Conditions

Conditions	Yield
Stage #1: 1,3-propanesultone; Quinacridone With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 80℃; Stage #2: Ph4PCl In water	75%

...Expand

: 542-69-8
1-iodo-butane

: 1047-16-1
Quinacridone

: 99762-80-8
N,N’-dibutylquinacridone

Conditions

Conditions	Yield
Stage #1: Quinacridone With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 20℃; for 2h; Stage #2: 1-iodo-butane In dimethyl sulfoxide at 80℃; for 6h; Inert atmosphere;	75%

: 1047-16-1
Quinacridone

: C98H80O24S6(6-)*6Na(1+)

: 2C20H12N2O2*C98H80O24S6(6-)*6Na(1+)

Conditions

Conditions	Yield
In water at 20℃; for 0.666667h; Sonication;	70%

: 629-27-6
1-Iodooctane

: 1047-16-1
Quinacridone

: 5,12-dihydroquino<2,3-b>acridine-7,14-dione

Conditions

Conditions	Yield
Stage #1: Quinacridone With tetrabutylammomium bromide; sodium hydroxide In dimethyl sulfoxide at 20℃; for 2h; Stage #2: 1-Iodooctane In dimethyl sulfoxide at 80℃; for 6h; Inert atmosphere;	70%

Pigment Violet 19 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

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,

Product Name

Quinacridone

Synthetic route

Pigment Violet 19 Specification

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