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Pigment Violet 19

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Name

Pigment Violet 19

EINECS 213-879-2
CAS No. 1047-16-1 Density 1.371 g/cm3
PSA 65.72000 LogP 3.67600
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 N/A Appearance red powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 1047-16-1 (Quinacridone) Hazard Symbols N/A
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;

Article Data 17

Pigment Violet 19 Synthetic route

10109-95-2

2,5-di(phenylamino)-terephthalic acid

1047-16-1

Quinacridone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;

6,13-dihydroquinacridone-di-sodium salt

1047-16-1

Quinacridone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With polyphosphoric acid at 120 - 130℃; for 2h;
p-formaldehyde

p-formaldehyde

1047-16-1

Quinacridone

81-33-4

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

C66H34N6O8

Conditions
ConditionsYield
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

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

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

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,

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