3734-67-6

Basic information

• Product Name: ACID RED 1
• Synonyms: Acid Naphthol Red G;Acid Red 5B;Acid Rose 2G;Atlantic Acid Red 2G;Conacid Red A;Dermacid Pink B;Dyacid Rose 2G;Dycosacid Red G
• CAS NO: 3734-67-6
• Molecular Formula: C₁₈H₁₃N₃O₈S₂*2Na
• Molecular Weight: 509.42
• EINECS: 223-098-9
• Product Categories: Dyes and Pigments;Organics
• Mol File: 3734-67-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 794.21℃[at 101 325 Pa]
• Appearance: Red powder or granules
• Density: 1.37-1.774[at 20℃]
• Vapor Pressure: 0-0Pa at 25℃
• Storage Temp.: Amber Vial, Refrigerator
• Solubility: Methanol (Slightly), Water (Slightly)
• Water Solubility: 131.97g/L at 20℃
• Stability: Light Sensitive
• BRN: 4121767
• CAS DataBase Reference: ACID RED 1(CAS DataBase Reference)
• NIST Chemistry Reference: ACID RED 1(3734-67-6)
• EPA Substance Registry System: ACID RED 1(3734-67-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: QJ6030000
• Hazardous Substances Data: 3734-67-6(Hazardous Substances Data)

Usage

Description

ACID RED 1, also known as Red Acid 1, is a synthetic red azo dye with the chemical name disodium 5-acetamido-4-hydroxy-3-(phenyldiazenyl)naphthalene-2,7-disulfonate. It is characterized by its dark red powder form and is soluble in water, slightly soluble in ethanol, and insoluble in other organic solvents. ACID RED 1 exhibits various color changes when exposed to different acids, such as turning blue in the presence of strong sulfuric acid, orange in nitric acid solution, and forming a red precipitate in strong hydrochloric acid. It is known to be converted to the toxic compound aniline, which may interfere with blood hemoglobin.

Uses

Used in Textile Industry:
ACID RED 1 is used as a dye for wool, polyamide fiber, and silk in the textile industry. It is particularly suitable for dyeing and printing on wool fabrics due to its good levelness and compatibility with strong acid mediums. The dye also imparts a dark blue color and lustre to the fabric when combined with copper ions, and a blue color with iron ions.
Used in Leather Industry:
ACID RED 1 is used as a dye for leather, providing a vibrant red color to the material.
Used in Cosmetics:
ACID RED 1 is used in the manufacture of color amylum, which is a component in the production of cosmetics.
Used in Paper Industry:
The dye is used in the paper industry to provide a colorful red-blue light hue to the paper products.
Used in Soap Industry:
ACID RED 1 is used to color soap products, adding a visually appealing red tint to them.
Used in Ink Production:
The dye is used in the production of inks, particularly those requiring a strong red color.
Used in Organic Pigments:
The barium salt of ACID RED 1 is used in the production of organic pigments.
Standard:
ACID RED 1 has been tested for various fastness properties, including light fastness (ISO 5, AATCC 4), soaping fastness (ISO 3, AATCC 2), perspiration fastness (ISO 5, AATCC 2), oxygen bleaching (ISO 4-5, AATCC 1), and fastness to seawater (ISO 1, AATCC 1). These standards ensure the dye's performance and durability in various applications.

Preparation

aniline diazo, and 4-Acetamido-5-hydroxynaphthalene-2,7-disulfonic acid coupling.

Flammability and Explosibility

Nonflammable

Standard

Light Fastness

Fading

Stain

ISO

5

AATCC

4

Purification Methods

Salt it out three times with sodium acetate, then repeatedly extract it with EtOH. See Solochrome Violet R in “Aromatic compounds”, Chapter 4. [McGrew & Schneider J Am Chem Soc 72 2547 1950.]

InChI:InChI=1/C18H15N3O8S2.2Na/c1-10(22)19-14-9-13(30(24,25)26)7-11-8-15(31(27,28)29)17(18(23)16(11)14)21-20-12-5-3-2-4-6-12;;/h2-9,20H,1H3,(H,19,22)(H,24,25,26)(H,27,28,29);;/q;2*+1/p-2/b21-17-;;

Synthetic route

C12H9NO8S2(2-)*2Na(1+) + aniline (62-53-3) → azophloxine (3734-67-6)

Conditions	Yield
Stage #1: aniline With hydrogenchloride In water; N,N-dimethyl-formamide at 25℃; Stage #2: With sodium nitrite In water; N,N-dimethyl-formamide Stage #3: C12H9NO8S2(2-)*2Na(1+) In water; N,N-dimethyl-formamide at 25℃; for 0.00888889h;	98.2%

azophloxine (3734-67-6) → dihydrogen peroxide (7722-84-1)

Conditions	Yield
With TiO2; NaF; formic acid In water Kinetics; Irradiation (UV/VIS); aq. NaF added to TiO2; aq. suspn. of Acid Red 1 on fluorinated TiO2 in presence of formic acid irradiated (315-400 nm) at 35°C underatmospheric conditions; monitored by spectrophotometrically and by fluorimetric analysis;
titanium(IV) oxide In water Kinetics; Irradiation (UV/VIS); aq. suspn. of Acid Red 1 contg. TiO2 irradiated (315-400 nm) at 35°C under atmospheric conditions; monitored by spectrophotometrically and by fluorimetric analysis;
With 2-propanol; titanium(IV) oxide In water Kinetics; Irradiation (UV/VIS); aq. suspn. of Acid Red 1 contg. TiO2 and 2-propanol irradiated (315-400 nm) at 35°C underatmospheric conditions; monitored by spectrophotometrically and by fluorimetric analysis;

azophloxine (3734-67-6) → carbon dioxide (124-38-9)

Conditions	Yield
With dihydrogen peroxide at 70℃; pH=6.7; Kinetics; Reagent/catalyst; pH-value; Temperature;

azophloxine (3734-67-6) → carbon dioxide (124-38-9) + Ammonium + Nitrate + Sulfate (14808-79-8)

Conditions	Yield
With ferrous(II) sulfate heptahydrate; sulfuric acid; water; oxygen; sodium sulfate at 35℃; pH=3.0; Kinetics; Mechanism; Reagent/catalyst; Electrochemical reaction; UV-irradiation;

azophloxine (3734-67-6) → C10H9NO7S + C10H9NO8S + C9H9NO7S + C9H9NO6S

Conditions	Yield
With CdS99.98Sm0.02 for 1.5h; pH=6; Kinetics; Reagent/catalyst; Irradiation;

azophloxine (3734-67-6) → aniline (62-53-3) + benzene-1,2-dicarboxylic acid (88-99-3)

Conditions	Yield
With dihydrogen peroxide In water at 60℃; for 12h; pH=2; Kinetics; Catalytic behavior; Reagent/catalyst; pH-value; Temperature;

Upstream product

• 62-53-3 aniline 

Downstream Products

• 7722-84-1 dihydrogen peroxide 
• 124-38-9 carbon dioxide 
• 14797-55-8 Nitrate 
• 14808-79-8 Sulfate 
• 62-53-3 aniline 
• 88-99-3 benzene-1,2-dicarboxylic acid 

Relevant articles and documents

A method for continuously preparing azo dye in micro-reactors

The invention discloses a method for continuously preparing azo dye in micro-reactors in the field of dye synthesis. The azo dye is prepared by firstly subjecting a sodium nitrite solution, an aromatic primary amine and an inorganic acid to a diazotization reaction at room temperature in a first micro-reactor to generate an aromatic primary amine diazonium salt; and then subjecting the aromatic primary amine diazonium salt and a coupling component to a coupling reaction in a second micro-reactor to generate the azo dye. Continuous preparation of the azo dye is achieved by utilizing the micro-reactors, a process is simple, a reaction period is short, and a reaction process can be easily monitored and controlled. Addition of an excessive amount of the sodium nitrite and the coupling agent to increase the reaction speed is not required so that raw materials are saved and the method is environmentally friendly. Reaction liquid in the micro-reactors achieves high-speed collision mixing, a uniform reaction environment is formed immediately, the reaction efficiency is high, and the yield and quality of a reaction product are greatly improved.