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| CAS No.: | 6408-78-2 |
|---|---|
| Name: | 2-Anthracenesulfonicacid, 1-amino-9,10-dihydro-9,10-dioxo-4-(phenylamino)-, sodium salt (1:1) |
| Article Data: | 13 |
| Cas Database | |
| Molecular Structure: | |
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| Formula: | C20H14N2O5S.Na |
| Molecular Weight: | 416.389 |
| Synonyms: | C.I. Acid blue 25;2-Anthracenesulfonic acid, 1-amino-9,10-dihydro-9,10-dioxo-4-(phenylamino)-, monosodium salt;Sodium 1-amino-9,10-dioxo-4-phenylaminoanthracene-2-sulphonate;Sodium 1-amino-4-anilino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate;CHEMBL256057;210684_SIAL;CID22915;1-Amino-4-anilino-9,10-dioxoanthracene-2-sulfonate; |
| EINECS: | 229-068-1 |
| Density: | N/A |
| Melting Point: | >300ºC |
| Boiling Point: | N/A |
| Flash Point: | N/A |
| Solubility: | Soluble in acetone and alcohol, slightly soluble in benzene and tetralin |
| Appearance: | Blue powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| Transport Information: | N/A |
| PSA: | 137.77000 |
| LogP: | 4.42690 |
| Conditions | Yield |
|---|---|
| With copper In aq. phosphate buffer at 80℃; for 0.333333h; pH=6 - 7; Microwave irradiation; | 90% |
| With disodium hydrogenphosphate; sodium dihydrogenphosphate; copper In water at 80℃; for 0.333333h; Microwave irradiation; | 90% |
| With sodium carbonate; copper(II) sulfate In water at 90℃; for 48h; Ullmann coupling; | 60% |
sodium 1-amino-4-bromoanthraquinone-2-sulfonate
aniline
A
sodium 1-amino-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
B
acid blue 25
| Conditions | Yield |
|---|---|
| With disodium hydrogenphosphate; sodium dihydrogenphosphate; copper In water at 80℃; under 7500.75 Torr; for 0.0833333h; pH=6 - 7; Ullmann coupling reaction; microwave irradiation; | A n/a B 55% |
| Conditions | Yield |
|---|---|
| With copper Ullmann reaction; aq. phosphate buffer; Microwave irradiation; Heating; |
sodium cyanide
acid blue 25
1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile
| Conditions | Yield |
|---|---|
| With ammonium bicarbonate 1.) DMSO, 100 deg C, 15 h; 2.) water, r.t., 4 h; | 96% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid; tin(ll) chloride for 3h; Heating; | 89% |
acid blue 25
4-phenylamino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
| Conditions | Yield |
|---|---|
| Stage #1: acid blue 25 With hydrogenchloride; water; sodium nitrite at 0 - 20℃; Stage #2: With ethanol; zinc at 20℃; for 0.00833333h; | 79% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide for 2h; Heating / reflux; | 32.7% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 89 percent / acetic acid; SnCl2; HCl / 3 h / Heating 2: 51 percent / chlorosulfonic acid; Na2CO3 / nitrobenzene / 3 h / 130 °C View Scheme |
acid blue 25
1-Amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracen-2-carbonitril
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 96 percent / 1.) ammonium hydrogen carbonate / 1.) DMSO, 100 deg C, 15 h; 2.) water, r.t., 4 h 2: 1.2 g / 0.08 h / 160 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 96 percent / 1.) ammonium hydrogen carbonate / 1.) DMSO, 100 deg C, 15 h; 2.) water, r.t., 4 h 2: 1.2 g / 2-amino-ethanol / 0.08 h / 160 °C View Scheme |
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The Acid blue 25 with CAS registry number of 6408-78-2 is also known as 2-Anthracenesulfonic acid, 1-amino-9,10-dihydro-9,10-dioxo-4-(phenylamino)-, monosodium salt. The IUPAC name is sodium 1-Amino-4-anilino-9,10-dioxoanthracene-2-sulfonate. It belongs to product categories of Dyes and Pigments; Organics; A; Stains and Dyes; Stains&Dyes, A to. Its EINECS registry number is 229-068-1. In addition, the formula is C20H14N2O5S.Na and the molecular weight is 417.38. This chemical is a blue powder and should be stored in cool , dry place.
Physical properties about Acid blue 25 are: (1)ACD/LogP: 2.62; (2)ACD/LogD (pH 5.5): -0.88; (3)ACD/LogD (pH 7.4): -0.89; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 7; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 103.37Å2.
Preparation of Acid blue 25: it is prepared by reaction of bromine acid with aniline. The reaction occurs with reagents Na2CO3, CuSO4, solvent H2O and catalyst Tai salt at the temperature of 90 °C. At last, product is obtained by filtration and drying.
Uses of Acid blue 25: it is mainly used for silk, wool, nylon and blended fabric dyeing. What's more, it is used to produce 1-amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2,3-dicarbonitrile by reaction with hydrocyanic acid; sodium salt. The reaction occurs with reagent ammonium hydrogen carbonate in two steps. The first step needs DMSO at 100 °C while the second step occurs with r.t. in water for 4 hours. The yield is about 96%.
When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C=C1)NC2=CC(=C(C3=C2C(=O)C4=CC=CC=C4C3=O)N)S(=O)(=O)[O-].[Na+]
2. InChI: InChI=1S/C20H14N2O5S.Na/c21-18-15(28(25,26)27)10-14(22-11-6-2-1-3-7-11)16-17(18)20(24)13-9-5-4-8-12(13)19(16)23;
/h1-10,22H,21H2,(H,25,26,27);/q;+1/p-1
3. InChIKey: LIKZXCROQGHXTI-UHFFFAOYSA-M
