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Pigment Red 2
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Name

Pigment Red 2

 EINECS 227-930-1
CAS No. 6041-94-7 Density 1.38 g/cm3
PSA 74.05000 LogP 7.59290
Solubility insoluble in water Melting Point 310-311 °C
Formula C23H15Cl2N3O2 Boiling Point 595.2ºC at 760 mmHg
Molecular Weight 436.297 Flash Point 313.7ºC
Transport Information N/A Appearance yellowish red or dark red powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 6041-94-7 (Pigment Red 2) Hazard Symbols N/A
Synonyms

2-Naphthalenecarboxamide,4-[(2,5-dichlorophenyl)azo]-3-hydroxy-N-phenyl- (9CI);2-Naphthanilide,4-(2,5-dichlorophenylazo)-3-hydroxy- (6CI);C.I. Pigment Red 2 (7CI,8CI);1-(2,5-Dichlorophenylazo)-3-phenylcarbamoyl-2-naphthol;C.I. 12310;Confast Red2R;Fast Red F 2R;Flash Red R 100;Irgalite Red FBN;Irgalite Red FBS;Isol Aryl Red 2R;Lutetia Fast RedF 2R;Monolite Fast Paper Red 2R;Monolite Fast Red 2R;Monolite Fast Red 2RV;Naftol Red RN 1533;Naphthol Red 2R;Naphthol Red Light10397;Permanent Red F 2R;Permanent Red FRR;Pigment Red 2R;Kromon Red 2R;Recolite FastRed 2R;Revere Red X 2198;Scarlet 2S;Sico Fast Red P 16R;Silopol Red R;Silosol Red RHN;Siloton Red F 2R;Syton Fast Red F 2R;Versal Fast Red F 2R;Pigment Scarlet 2SV;

Article Data 4

Pigment Red 2 Synthetic route

92-77-3

2,3-oxynaphthoic acid phenylamide

2,5-dichloroaniline diazonium fluoroboric salt

6041-94-7

4-(2,5-dichlorophenyl)azo-3-hydroxy-N-phenylnaphthalene-2-carboxamide

Conditions
ConditionsYield
Stage #1: 2,3-oxynaphthoic acid phenylamide With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 40℃;
Stage #2: 2,5-dichloroaniline diazonium fluoroboric salt In 1-methyl-pyrrolidin-2-one at 5 - 20℃;		60.3%
95-82-9

2,5 dichloroaniline

6041-94-7

4-(2,5-dichlorophenyl)azo-3-hydroxy-N-phenylnaphthalene-2-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid; hydrogenchloride; sodium nitrite / water / 0 - 50 °C
1.2: 5 °C
2.1: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 40 °C
2.2: 5 - 20 °C
View Scheme

Pigment Red 2 Specification

The Pigment Red 2, with the CAS registry number 6041-94-7 and EINECS registry number 227-930-1, has the systematic name of 2-Naphthalenecarboxamide, 4-((2,5-dichlorophenyl)azo)-3-
hydroxy-N-phenyl-. It is a kind of yellowish red or dark red powder, and belongs to the following product categories: Dyes and Pigments; Organics. Pigment Red 2 is an azo compound which can be explosive when suspended in air at specific concentrations, and it is also insoluble in water. The molecular formula of this chemical is C23H15Cl2N3O2.

The physical properties of Pigment Red 2 are as following: (1)ACD/LogP: 6.21; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.21; (4)ACD/LogD (pH 7.4): 6.18; (5)ACD/BCF (pH 5.5): 30748.13; (6)ACD/BCF (pH 7.4): 29095.24; (7)ACD/KOC (pH 5.5): 56738.1; (8)ACD/KOC (pH 7.4): 53688.09; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 52.98 Å2; (13)Index of Refraction: 1.673; (14)Molar Refractivity: 118.41 cm3; (15)Molar Volume: 315.8 cm3; (16)Polarizability: 46.94×10-24cm3; (17)Surface Tension: 52.8 dyne/cm; (18)Density: 1.38 g/cm3. 

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(c(Cl)cc1)N/N=C3\c4ccccc4/C=C(/C(=O)Nc2ccccc2)C3=O
(2)InChI: InChI=1/C23H15Cl2N3O2/c24-15-10-11-19(25)20(13-15)27-28-21-17-9-5-4-6-14(17)12-18(22(21)29)23(30)26-16-7-2-1-3-8-16/h1-13,27H,(H,26,30)/b28-21+
(3)InChIKey: VCYBIENCKPXWDZ-SGWCAAJKBS

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