2475-45-8

Basic information

• Product Name: DISPERSE BLUE 1
• Synonyms: ORACET BLUEDISPERSE BLUE 11,4,5,8-TETRAAMINOANTHRAQUINONEC.I. 64500;Disperse Blue 1, pure;9,10-Anthracenedione, 1,4,5,8-tetraamino-;TETRAAMINOANTHRAQUINONE;1,4,5,8-tetraaminoanthraquinone C.I. Disperse Blue 1;Dianix Blue QTA;Fanacet Blue G;1,4,5,8-tetraamino-10-anthracenedione
• CAS NO: 2475-45-8
• Molecular Formula: C₁₄H₁₂N₄O₂
• Molecular Weight: 268.27
• EINECS: 219-603-7
• Mol File: 2475-45-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 332℃
• Boiling Point: 411.44°C (rough estimate)
• Flash Point: 384.3 °C
• Appearance: Chocolate brown/Powder
• Density: 1.2035 (rough estimate)
• Vapor Pressure: 4.09E-20mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 0.40±0.20(Predicted)
• Water Solubility: 26.83ug/L(25 oC)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 925672
• CAS DataBase Reference: DISPERSE BLUE 1(CAS DataBase Reference)
• NIST Chemistry Reference: DISPERSE BLUE 1(2475-45-8)
• EPA Substance Registry System: DISPERSE BLUE 1(2475-45-8)

Safety Data

• Hazard Codes: T
• Statements: 45-38-41-43
• Safety Statements: 53-45
• WGK Germany: 3
• RTECS: CB0540000
• Hazardous Substances Data: 2475-45-8(Hazardous Substances Data)

Usage

Description

Disperse Blue 1 is a blue-black microcrystalline powder that is an anthraquinone dye. It is soluble in acetone, ethanol, and slightly soluble in benzene and linseed oil. The dye exhibits properties such as ironing fastness, light fastness, perspiration fastness, and washing fastness, with ratings ranging from 4 to 5 according to ISO standards.

Uses

Used in Textile Industry:
Disperse Blue 1 is used as a textile disperse dye for coloring nylon, cellulose acetate and triacetate, polyester, and acrylate fibers. It is also used for surface dyeing of thermoplastics and as a solvent dye in cellulose acetate plastics.
Used in Hair Coloring:
Disperse Blue 1 is used in hair-color formulations, particularly in semi-permanent hair colors, at concentrations of less than 1%.
Used in Personal Care Products:
Disperse Blue 1 is also used in some personal-care products such as hair mousse and toothpaste.
Used in Fur and Sheepskin Dyeing:
The dye is utilized for coloring fur and sheepskins, providing a vibrant blue hue to these materials.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition DISPERSE BLUE 1 emits toxic fumes of nitrogen oxides.

Fire Hazard

Flash point data for DISPERSE BLUE 1 are not available; however, DISPERSE BLUE 1 is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Carcinogenicity

Disperse blue 1 is reasonably anticipated to be a human carcinogen based on (1) sufficient evidence of carcinogenicity from studies in experimental animals and (2) the fact that it belongs to a welldefined, structurally related class of anthraquinones whose membersare listed in the Report on Carcinogens as reasonably anticipated to be human carcinogens.

Standard

Ironing Fastness

Fading

Stain

ISO

4-5

InChI:InChI=1/C14H12N4O2/c15-5-1-2-6(16)10-9(5)13(19)11-7(17)3-4-8(18)12(11)14(10)20/h1-4H,15-18H2

Synthetic route

phthalimide (136918-14-4) + 1,4,5,8-tetrachloroanthraquinone (81-58-3) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
With phthalic anhydride; copper; potassium carbonate Erwaermen des Reaktionsprodukts mit Schwefelsaeure und anschliessendes Behandeln mit Wasser;

1,5-diamino-4,8-dinitro-anthraquinone (10262-79-0) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
With sodium sulfide

1,8-diamino-4,5-dinitro-anthraquinone (852177-97-0) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
With tin(ll) chloride
With sulfuric acid; zinc

1,5-dinitro-4,8-bis-nitroamino-anthraquinone → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
With sodium sulfide; water

1,4,5,8-tetrakis-(toluene-4-sulfonylamino)-anthraquinone (108676-85-3) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
With sulfuric acid

9,10-phenanthrenequinone (84-65-1) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Reaktion ueber mehrere Stufen;

1,4,5,8-tetrachloroanthraquinone (81-58-3) + toluene-4-sulfonamide (70-55-3) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
With copper diacetate; copper; sodium carbonate Erhitzen des Reaktionsprodukts mit Schwefelsaeure und anschliessendes Behandeln mit Wasser und Nitrobenzol;

1,5-diamino-4,8-dinitro-anthraquinone (10262-79-0) + sodium sulfide → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

1,5-dinitro-4,8-bis-nitroamino-anthraquinone + sodium sulfide → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

1,8-diamino-4,5-dinitro-anthraquinone (852177-97-0) + alkali + tin dichloride → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

1,5-bis-nitroamino-anthraquinone → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / 0 °C 2: water; sodium sulfide View Scheme

1,4,5-trichloro-8-hydroxy-anthraquinone (6718-59-8) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: PCl5 3: H2SO4 View Scheme

1.5-dinitroanthraquinone (82-35-9) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 5 steps 1: sodium sulfide 2: 100 - 160 °C 3: concentrated sulfuric acid; nitric acid 4: natrium carbonate 5: sodium sulfide View Scheme

1,5-diaminoanthraquinone (129-44-2) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: 100 - 160 °C 2: concentrated sulfuric acid; nitric acid 3: natrium carbonate 4: sodium sulfide View Scheme

1,4,5,8-tetrachloroanthraquinone (81-58-3) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 2 steps 2: H2SO4 View Scheme

N,N'-(9,10-dioxo-9,10-dihydro-anthracene-1,5-diyl)-bis-oxalamic acid (82-19-9) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid; nitric acid 2: natrium carbonate 3: sodium sulfide View Scheme

N,N'-(4,8-dinitro-9,10-dioxo-9,10-dihydro-anthracene-1,5-diyl)-bis-oxalamic acid (63182-19-4) → 1,4,5,8-tetraaminoanthraquinone (2475-45-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: natrium carbonate 2: sodium sulfide View Scheme

4-nitro-aniline (100-01-6) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8-tetra(p-nitroanilino)anthraquinone

Conditions	Yield
With cesium bicarbonate In cyclohexane at 150℃; for 10h;	96%

benzylamine (100-46-9) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8-tetrabenzylaminoanthraquinone

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; C24H26ClI2N3Pd In 1,4-dioxane at 140℃; for 8h;	91%

5-(3-fluoro-4-methoxyphenyl)thianthreniumyl perchlorate + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → cyclohexyl[1,2,3-kl;4,5,6-k'l']-5,13-diamino-4,12-difluoro-3,11-dimethoxtdiacridine

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; n-heptan1ol; ethylbenzene for 8h;	74%

acetic anhydride (108-24-7) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8-tetrakis-acetylamino-anthraquinone

Conditions	Yield
With acetic acid

p-toluidine (106-49-0) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8-tetra-p-toluidino-anthraquinone (108313-14-0)

Conditions	Yield
With boric acid; tin(ll) chloride

formamide (77287-34-4, 77287-35-5, 60100-09-6) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 6,8,11-triamino-benzo[e]perimidin-7-one

1-chloro-2,4-dinitro-benzene (97-00-7) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5-triamino-8-(2,4-dinitro-anilino)-anthraquinone

Conditions	Yield
With ethanol; sodium acetate

chloropropionic acid (107-94-8) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → N-(4,5,8-triamino-9,10-dioxo-9,10-dihydro-[1]anthryl)-β-alanine

Conditions	Yield
at 120 - 130℃;

1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8-tetrahydroxy-anthraquinone (81-60-7)

Conditions	Yield
With cis-nitrous acid

1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8,10-pentahydroxy-anthrone

Conditions	Yield
With alkaline aqueous Na2S2O4

1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1-amino-4,5,8-trihydroxyanthraquinone (6374-78-3)

Conditions	Yield
With manganese(IV) oxide; sulfuric acid Versetzen mit wss. Schwefelsaeure und anschliessendes Erwaermen;

1,4,5,8-tetraaminoanthraquinone (2475-45-8) → 1,4,5,8-tetrakis-sulfoamino-anthraquinone

Conditions	Yield
With chlorosulfonic acid; nitrobenzene; aniline

n-decanoyl chloride (112-13-0) + 1,4,5,8-tetraaminoanthraquinone (2475-45-8) → Decanoic acid (4,5,8-tris-decanoylamino-9,10-dioxo-9,10-dihydro-anthracen-1-yl)-amide

Conditions	Yield
With pyridine

Upstream product

• 136918-14-4 phthalimide 
• 81-58-3 1,4,5,8-tetrachloroanthraquinone 
• 10262-79-0 1,5-diamino-4,8-dinitro-anthraquinone 
• 852177-97-0 1,8-diamino-4,5-dinitro-anthraquinone 
• 108676-85-3 1,4,5,8-tetrakis-(toluene-4-sulfonylamino)-anthraquinone 
• 84-65-1 9,10-phenanthrenequinone 
• 70-55-3 toluene-4-sulfonamide 
• 6718-59-8 1,4,5-trichloro-8-hydroxy-anthraquinone 
• 82-35-9 1.5-dinitroanthraquinone 
• 129-44-2 1,5-diaminoanthraquinone 
• 82-19-9 N,N'-(9,10-dioxo-9,10-dihydro-anthracene-1,5-diyl)-bis-oxalamic acid 
• 63182-19-4 N,N'-(4,8-dinitro-9,10-dioxo-9,10-dihydro-anthracene-1,5-diyl)-bis-oxalamic acid 

Downstream Products

• 81-60-7 1,4,5,8-tetrahydroxy-anthraquinone 
• 6374-78-3 1-amino-4,5,8-trihydroxyanthraquinone 

Relevant articles and documents

Method for dyeing keratinous fibres using a monohydroxyindole or dihydroxyindole and a non-oxidizing aromatic carbonyl derivative and dyeing agent

The present invention relates to a method for dyeing keratinous fibers, characterized in that the following are applied to the fibers: a) a composition (A) containing, in a medium appropriate for dyeing, at least one monohydroxyindole or dihydroxyindole, this application being preceded or followed by the application of b) a composition (B) containing, in a medium appropriate for dyeing, at least one aromatic carbonyl derivative chosen from hydroxyacetophenones, hydroxybenzophenones, 2-hydroxy-1,4-benzoquinones, hydroxy-1,4-naphthoquinones,amino-1,4-naphthoquinones,hydroxy-9,10-anthraquinones and amino-9,10-anthraquinones. It also relates to the dyeing agents for carrying it out.