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Solvent red 52
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Name

Solvent red 52

 EINECS 201-346-7
CAS No. 81-39-0 Density 1.36 g/cm3
PSA 51.10000 LogP 4.76790
Solubility soluble in water Melting Point N/A
Formula C24H18N2O2 Boiling Point 585 °C at 760 mmHg
Molecular Weight 366.419 Flash Point 307.6 °C
Transport Information N/A Appearance Purple crystal
Safety Risk Codes R20/22; R36/37/38
Molecular Structure Molecular Structure of 81-39-0 (Solvent Red 52) Hazard Symbols Xn,F,Xi
Synonyms

3H-Naphtho[1,2,3-de]quinoline-2,7-dione,3-methyl-6-p-toluidino- (7CI,8CI);2,3-Dihydro-3-methyl-2-oxo-6-p-toluidine-3-azabenzanthrone;3-Methyl-6-p-toluidino-3H-dibenz[f,ij]isoquinoline-2,7-dione;AhcoquinoneRubine Base;C.I. 68210;C.I. Solvent Red 52;Diaresin Red H 5B;Helio Oil RedR Pdr;Kenawax Red Rubine 2RP;Macrolex Red 5B;Macrolex Red 5B Gran;Oil FastRed R Pdr;Rubinol R Base;Sumiplast Red HL 5B;Waxoline RubineRA;

 

Solvent red 52 Synthetic route

2582-20-9

6-hydroxy-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione

106-49-0

p-toluidine

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

Conditions
ConditionsYield
With boric acid at 100 - 120℃; Large scale; Green chemistry;97.5%
81-85-6

6-bromo-N-methylanthrapyridone

106-49-0

p-toluidine

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

Conditions
ConditionsYield
With potassium acetate at 165℃;
With sodium acetate at 160 - 170℃;
873418-99-6

3-methyl-6-nitro-3H-naphtho[1,2,3-de]quinoline-2,7-dione

106-49-0

p-toluidine

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

Conditions
ConditionsYield
With copper diacetate; sodium acetate at 160 - 175℃;
6535-64-4

1-(acetyl-methyl-amino)-4-p-toluidino-anthraquinone

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

Conditions
ConditionsYield
With sodium methylate
106-49-0

p-toluidine

1'-methyl-4-methoxy-anthrapyridone

1'-methyl-4-methoxy-anthrapyridone

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

2582-19-6

3-methyl-2,3-dihydro-7H-dibenzisoquinoline-2,7-dione

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; nitric acid
2: sodium acetate; copper (II)-acetate / 160 - 175 °C
View Scheme
75507-40-3

1-(acetyl-methyl-amino)-anthraquinone

81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water; KOH-solution; 2-ethoxy-ethanol
2: water; nitric acid
3: sodium acetate; copper (II)-acetate / 160 - 175 °C
View Scheme
81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

92629-03-3

2,8-Dimethyl-8H-benzonaphtho<1,2,3,4-lmn><4, 7>phenanthrolin-9-one

Conditions
ConditionsYield
With PPA at 175 - 180℃; for 6h;99%
With sulfuric acid at 170℃;
81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

108-24-7

acetic anhydride

101611-82-9

N-(3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinolin-6-yl)-N-p-tolyl-acetamide

Conditions
ConditionsYield
With zinc(II) chloride
81-39-0

6-(p-Tolylamino)-N-methylanthrapyridone

3-methyl-6-(4-methyl-2-nitro-anilino)-3H-naphtho[1,2,3-de]quinoline-2,7-dione

Conditions
ConditionsYield
With nitric acid

Solvent red 52 Specification

The systematic name of Solvent red 52 is 3-methyl-6-[(4-methylphenyl)amino]-3H-naphtho[1,2,3-de]quinoline-2,7-dione. With the CAS registry number 81-39-0, it is also named as 3H-Dibenz(f,ij)isoquinoline-2,7-dione, 3-methyl-6-((4-methylphenyl)amino)-. The product's categories is solvent dyestuff. It is purple crystal which is soluble in water. Furthermore, this chemical can be obtained by 4 - bromo (or chloro)-N-methyl pyridine and p-toluidine anthrone.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.71; (4)ACD/LogD (pH 7.4): 2.71; (5)ACD/BCF (pH 5.5): 67.87; (6)ACD/BCF (pH 7.4): 67.87; (7)ACD/KOC (pH 5.5): 712.37; (8)ACD/KOC (pH 7.4): 712.38; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.729; (12)Molar Refractivity: 107.28 cm3; (13)Molar Volume: 268.8 cm3; (14)Polarizability: 42.53×10-24 cm3; (15)Surface Tension: 68.1 dyne/cm; (16)Enthalpy of Vaporization: 87.4 kJ/mol; (17)Vapour Pressure: 1.14E-13 mmHg at 25°C; (18)Rotatable Bond Count: 2; (19)Tautomer Count: 4; (20)Exact Mass: 366.136828; (21)MonoIsotopic Mass: 366.136828; (22)Topological Polar Surface Area: 49.4; (23)Heavy Atom Count: 28.

Uses of Solvent red 52: It is applied to color all kinds of plastic resin, such as polyacrylic acid resin, polystyrene, ABS resin, acrylic, polyester resin, polycarbonate, etc. It is also used for staining variety of resin and fiber. In addition, it is used in the production of 2,8-Dimethyl-8H-benzo[b]naphtho(1,2,3,4-lmn)[4, 7]phenanthrolin-9-one. This reaction needs reagent polyphosphoric acid at temperature of 175 - 180 °C. The reaction time is 6 hours. The yield is 99%.

People can use the following data to convert to the molecule structure.
1. SMILES: O=C3c5ccccc5C=4c2c(ccc(Nc1ccc(cc1)C)c23)N(C(=O)C=4)C;
2. InChI: InChI=1/C24H18N2O2/c1-14-7-9-15(10-8-14)25-19-11-12-20-22-18(13-21(27)26(20)2)16-5-3-4-6-17(16)24(28)23(19)22/h3-13,25H,1-2H3.

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