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573-58-0 Usage

Artificial dyes

Congo red is aniline dye or coal tar dyes, and it has many types with very wide application. Its drawback is easy to fade by sunlight; aniline blue, bright green, methyl green are more easily fade. Be careful to handle the pH, and avoid direct sunlight when flaking, thus it will keep a few years without fading. Congo red is an acid dye, a purplish red powder. It is soluble in water and alcohol, turning blue when in acid. It can be used as a dye as well as an indicator. In the production of plant slide, it is often used as a liner agent for hematoxylin or other cell dyes. When used in cytoplasm dyes, it can dye the cytosol or fibrin red. In the process of tissue slicing, it is used to dye nerve axis, elastic fibers, embryonic materials, etc. In addition, Congo red can be used for double staining with hematoxylin; it can also be used for amyloid staining. For it is soluble in water and alcohol, so washing and dehydration treatment should be quick.

Chemical properties

Congo red is red-brown powder, soluble in hot water and the cold water 10 times of its weight; the color of the solution is yellow-red; soluble in ethanol and the solution is orange; slightly soluble in acetone, while almost insoluble in ether. The solution is dark blue when in sulfuric acid, turning to light blue accompanied with the appearance of blue precipitate when diluted. Its aqueous solution will form a blue floc when in concentrated hydrochloric acid. When added with acetic acid, the precipitate turned blue with a little purple to a precipitate with some red color.? It is insoluble in the concentration of caustic soda solution; susceptible to acid and salt which means even if its absorption of carbon dioxide from the air will make the color blue and dark, while dilute soda solution can restore the original color. Information on the chemical properties, uses and production methods of artificial dyes Congo Red is compiled and edited by Chemcialbook.

Uses

Different sources of media describe the Uses of 573-58-0 differently. You can refer to the following data:
1. 1. It has been widely used in cotton, viscose dyeing. Because it can easily be transformed into blue when in acid, while there is no appropriate treatment to improve, the usage amount is gradually decreased since the advent of insoluble azo dyes and acid-resistant red 4BS, however, the amount used in the paper industry is quite large. It can also be used as indicators of acid-base, namely Congo red test paper. The measurable range pH is 3.0 (blue)-5.0 (red). It is also used for biological staining, analysis reagents. 2. An indicator frequently used in lab as well as a carcinogenic disperse dyes; used to standard test. 3. Used as an acid-base indicator, adsorption indicator and biological stain, etc. 4. Acid-base indicator, pH 3.0 (blue violet)~5.0 (red); detect the acidity of paper and hydrochloric acid in the gastric juice; test boric acid, cyanide; biological media additives; biological staining, such as embryo slices, plant mucin, cellulose, elastic tissue dyeing. 5. Mainly used for dyeing cotton, hemp, silk and other textile and paper products; it can also be used as an indicator.
2. Dye, medicine (diagnostic aid), indicator, biological stain.
3. Congo red is useful for staining and visual detection of amyloid deposits. It inhibits the accumulation of the scrapie-associated, protease-resistant isoform of protein PrP without affecting the metabolism of the normal isoform.
4. Congo red has been used as a histochemical stain for the quantification of amyloid deposits in brain tissues. It has been used as a cell wall inhibiting agent in fungus Cryptococcus neoformans. It has also been used to study microstructural details in the cell walls of raw potato and fried potato using confocal microscopy.

Production methods

It is obtained by the coupling with? sodium naphthionate after the diazotization with benzidine, and then by salting out, filtration and drying in the system. The details are as follows: add 48.4 benzidine into 300ml of hydrochloric acid take 48.4g benzidine dissolved in 300ml hydrochloric acid (including 20ml of concentrated hydrochloric acid 20ml), add ice into the solution until the temperature is below 5 ℃; add 10% aqueous solutions prepared by 14.4g sodium nitrite after adding 30ml of concentrated hydrochloric acid.Add the diazonium salt solution slowly into the solution prepared by 150g sodium naphthionate and a little water after diazotization. Add 35g sodium carbonate slowly under the sufficient mixing after 30 minutes' standing, thus appearing an alkaline solution. Heating to 80℃, cooling, filtering, washing with saturated brine and drying can obtain the product. The materials consumption (kg/t) in industrial production are as follows: benzidine (100%) 200, sodium naphthionate (100%) 520, sodium nitrite (industry) 160, hydrochloric acid (31%) 330, soda ash (industrial) 340, fine salt 2500, turkey red oil 9, ethanol 60, sodium acetate 35, sodium sulfate 50.

Chemical Properties

Different sources of media describe the Chemical Properties of 573-58-0 differently. You can refer to the following data:
1. brown-red powder
2. C.I. Direct red 28(Congo Red) is an odorless, brownish-red powder.

Definition

ChEBI: An indicator dye that is blue-violet at pH 3.0 and red at pH 5.0.

Biochem/physiol Actions

Congo red is a benzidine-based anionic diazo dye. It is a histological dye which binds to many amyloid proteins and is used for the quantification of amyloid β-peptide aggregation. Congo red also interacts with β-D-glucans, polysaccharides containing continuous β-(1→4)-linked D-glucopyranosyl units and some hemicellulosic galactoglucomannans.

Safety Profile

Human poison by ingestion with cardovascular effects. Experimental poison by intravenous route. An experimental teratogen. Experimental reproductive effects. An eye irritant. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, SOx, and Na2O

Potential Exposure

It is used as an indicator dye, a biological stain; a diagnostic aid in medicine; and a dye for fabric and paper.

Shipping

UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Properties and Applications

Standard Acid Resistance Alkali Resistance Light Fastness Soaping Water Fading Stain Fading Stain ISO 1 3 1 2 2 AATCC 1 3 2 1 3

Standard

Acid Resistance

Fading

Stain

ISO

1

AATCC

1

Purification Methods

Crystallise the dye from aqueous EtOH (1:3). Dry it in air. [Beilstein 6 I 342.]

Incompatibilities

Contact with oxidizers may cause fire and explosion hazard. Incompatible with strong acids; reducing agents.

Check Digit Verification of cas no

The CAS Registry Mumber 573-58-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 3 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 573-58:
(5*5)+(4*7)+(3*3)+(2*5)+(1*8)=80
80 % 10 = 0
So 573-58-0 is a valid CAS Registry Number.
InChI:InChI=1/C32H24N6O6S2.2Na/c33-31-25-7-3-1-5-23(25)29(45(39,40)41)17-27(31)37-35-21-13-9-19(10-14-21)20-11-15-22(16-12-20)36-38-28-18-30(46(42,43)44)24-6-2-4-8-26(24)32(28)34;;/h1-18H,33-34H2,(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2/b37-35-,38-36-;;

573-58-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (C0550)  Congo Red  >98.0%(HPLC)

  • 573-58-0

  • 25g

  • 450.00CNY

  • Detail
  • Alfa Aesar

  • (44566)  Congo Red, Dye content ≈80%   

  • 573-58-0

  • 5g

  • 353.0CNY

  • Detail
  • Alfa Aesar

  • (B24310)  Congo Red, indicator grade   

  • 573-58-0

  • 25g

  • 200.0CNY

  • Detail
  • Alfa Aesar

  • (B24310)  Congo Red, indicator grade   

  • 573-58-0

  • 100g

  • 350.0CNY

  • Detail
  • Alfa Aesar

  • (B24310)  Congo Red, indicator grade   

  • 573-58-0

  • 500g

  • 1245.0CNY

  • Detail
  • Sigma-Aldrich

  • (75768)  CongoRed  analytical standard

  • 573-58-0

  • 75768-25MG

  • 845.91CNY

  • Detail
  • Sigma

  • (C6767)  CongoRed  Dye content ≥35 %

  • 573-58-0

  • C6767-25G

  • 197.73CNY

  • Detail
  • Sigma

  • (C6767)  CongoRed  Dye content ≥35 %

  • 573-58-0

  • C6767-100G

  • 538.20CNY

  • Detail

573-58-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Congo Red

1.2 Other means of identification

Product number -
Other names disodium 4-amino-3-[4-[4-(1-amino-4-sulfonato-naphthalen-2-yl)diazenylphenyl]phenyl]diazenyl-naphthalene-1-sulfonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:573-58-0 SDS

573-58-0Synthetic route

acetic anhydride
108-24-7

acetic anhydride

congo red
573-58-0

congo red

3,3'-{[1,1'-biphenyl]-4,4'-diylbis(azo)}bis(4-acetyl-amino)-naphthalene-1-sulphonic acid sodium salt

3,3'-{[1,1'-biphenyl]-4,4'-diylbis(azo)}bis(4-acetyl-amino)-naphthalene-1-sulphonic acid sodium salt

Conditions
ConditionsYield
In acetic acid for 1h; Heating;100%
congo red
573-58-0

congo red

3-(triethoxypropyl) isocyanate
24801-88-5

3-(triethoxypropyl) isocyanate

C52H64N8O14S2Si2(2-)*2Na(1+)

C52H64N8O14S2Si2(2-)*2Na(1+)

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 100℃; for 36h; Inert atmosphere;96%
In N,N-dimethyl-formamide at 85℃; for 8h;
congo red
573-58-0

congo red

Na salt of biphenylene-4,4'-bis(2-naphthyl-(1,2)-triazole-5-sulfonic acid)

Na salt of biphenylene-4,4'-bis(2-naphthyl-(1,2)-triazole-5-sulfonic acid)

Conditions
ConditionsYield
With pyridine; oxygen; copper(l) chloride In ethanol; water at 55℃; for 0.0833333h;93%
[Zn(1,2,3-benzenetricarboxylate)(H2O)](H2-N,N'-di(3-pyridyl)succinamide)0.5*2H2O

[Zn(1,2,3-benzenetricarboxylate)(H2O)](H2-N,N'-di(3-pyridyl)succinamide)0.5*2H2O

congo red
573-58-0

congo red

[Zn(1,2,3-benzenetricarboxylate)(H2O)](H2-N,N'-di(3-pyridyl)succinamide)0.5*0.75(Congo Red)*6H2O

[Zn(1,2,3-benzenetricarboxylate)(H2O)](H2-N,N'-di(3-pyridyl)succinamide)0.5*0.75(Congo Red)*6H2O

Conditions
ConditionsYield
In water for 2h;85%
congo red
573-58-0

congo red

3,4-diamino-naphthalene-1-sulphonic acid sodium salt

3,4-diamino-naphthalene-1-sulphonic acid sodium salt

Conditions
ConditionsYield
With hydrazine hydrate; palladium on activated charcoal In ethanol for 20h; Heating;76%
congo red
573-58-0

congo red

3,4-diamino-naphthalene-1-sulphonic acid
88246-85-9

3,4-diamino-naphthalene-1-sulphonic acid

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In ethanol for 2.5h; Heating;59%
With hydrogenchloride; tin(ll) chloride In ethanol; water for 3h; Heating;32%
congo red
573-58-0

congo red

zinc

zinc

aqueous ammonia

aqueous ammonia

1.2;3.4;5.6-tribenzo-phenazine-sulfonic acid-(7)

1.2;3.4;5.6-tribenzo-phenazine-sulfonic acid-(7)

Conditions
ConditionsYield
Kondensation der entstandenen Naphthylendiamin-(1.2)-sulfonsaeure-(4) mit Phenanthrenchinon;
congo red
573-58-0

congo red

oxygen

oxygen

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
im Sonnenlicht;
congo red
573-58-0

congo red

Na2S2O4

Na2S2O4

hydriodic acid

hydriodic acid

A

3,4-diamino-naphthalene-1-sulphonic acid
88246-85-9

3,4-diamino-naphthalene-1-sulphonic acid

B

p,p'-diaminobiphenyl
92-87-5

p,p'-diaminobiphenyl

congo red
573-58-0

congo red

natrium carbonate

natrium carbonate

A

3,4-diamino-naphthalene-1-sulphonic acid
88246-85-9

3,4-diamino-naphthalene-1-sulphonic acid

B

p,p'-diaminobiphenyl
92-87-5

p,p'-diaminobiphenyl

Conditions
ConditionsYield
at 95℃; auf elektrolytischem Weg an einer Quecksilberkathode;
congo red
573-58-0

congo red

sodium hypochlorite

sodium hypochlorite

diluted hydrochloric acid

diluted hydrochloric acid

A

3,4-dioxo-3,4-dihydro-naphthalene-1-sulfonic acid
2066-93-5

3,4-dioxo-3,4-dihydro-naphthalene-1-sulfonic acid

B

diphenyl-bisdiazonium chloride-(4.4')

diphenyl-bisdiazonium chloride-(4.4')

congo red
573-58-0

congo red

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

4,4'-di-(2,2,2-trifluoroacetyl)amino-3,3'-(biphenyl-4,4'-diyl-bis-azo)-bis-naphthalene-1-sulfonic acid disodium salt

4,4'-di-(2,2,2-trifluoroacetyl)amino-3,3'-(biphenyl-4,4'-diyl-bis-azo)-bis-naphthalene-1-sulfonic acid disodium salt

Conditions
ConditionsYield
With N,N-dimethyl-formamide at 0 - 20℃; for 1h;124 mg
congo red
573-58-0

congo red

3,4-diamino-naphthalene-1-sulfonic acid amide
118876-83-8

3,4-diamino-naphthalene-1-sulfonic acid amide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / acetic acid / 1 h / Heating
2: PCl5; POCl3 / 1 h / Heating
3: 1.16 g / aq. NH3 / ethanol / 1.5 h / pH 10 / Heating
4: 35 percent / hydrazine hydrate / 10 percent Pd/C / ethanol / 20 h / Heating
View Scheme
congo red
573-58-0

congo red

3,3'-{[1,1'-biphenyl]-4,4'-diylbis(azo)}bis(4-amino)-naphthalene-1-sulphonamide
675877-60-8

3,3'-{[1,1'-biphenyl]-4,4'-diylbis(azo)}bis(4-amino)-naphthalene-1-sulphonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / acetic acid / 1 h / Heating
2: PCl5; POCl3 / 1 h / Heating
3: 1.16 g / aq. NH3 / ethanol / 1.5 h / pH 10 / Heating
View Scheme
congo red
573-58-0

congo red

C36H26Cl2N6O6S2

C36H26Cl2N6O6S2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / acetic acid / 1 h / Heating
2: PCl5; POCl3 / 1 h / Heating
View Scheme
congo red
573-58-0

congo red

octakis(3-chloropropyl)octasilsesquioxane
161678-38-2

octakis(3-chloropropyl)octasilsesquioxane

POSS-CLS-CR

POSS-CLS-CR

Conditions
ConditionsYield
In dimethyl sulfoxide for 48h; Inert atmosphere; Reflux;
Dimocarpus longan pulp polysaccharide component 1

Dimocarpus longan pulp polysaccharide component 1

congo red
573-58-0

congo red

Dimocarpus longan pulp polysaccharide component 1-Congo Red complex

Dimocarpus longan pulp polysaccharide component 1-Congo Red complex

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 0.166667h;
Dimocarpus longan pulp polysaccharide component 2

Dimocarpus longan pulp polysaccharide component 2

congo red
573-58-0

congo red

Dimocarpus longan pulp polysaccharide component 2-Congo Red complex

Dimocarpus longan pulp polysaccharide component 2-Congo Red complex

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 0.166667h;
Dimocarpus longan pulp polysaccharide

Dimocarpus longan pulp polysaccharide

congo red
573-58-0

congo red

Dimocarpus longan pulp polysaccharide-Congo Red complex

Dimocarpus longan pulp polysaccharide-Congo Red complex

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 0.166667h;
congo red
573-58-0

congo red

A

biphenyl
92-52-4

biphenyl

B

sodium 4-amino-1-naphthalenesulfonate
130-13-2

sodium 4-amino-1-naphthalenesulfonate

Conditions
ConditionsYield
With sodium tetrahydroborate at 20℃; Kinetics; Reagent/catalyst;
With sodium tetrahydroborate In water Catalytic behavior; Kinetics;
congo red
573-58-0

congo red

A

p,p'-diaminobiphenyl
92-87-5

p,p'-diaminobiphenyl

B

3,4-diamino-naphthalene-1-sulphonic acid sodium salt

3,4-diamino-naphthalene-1-sulphonic acid sodium salt

Conditions
ConditionsYield
With sodium tetrahydroborate In aq. buffer at 25℃; for 0.0666667h; pH=9; Catalytic behavior; Kinetics; pH-value; Reagent/catalyst;
With sodium tetrahydroborate In water at 25℃; pH=6.2 - 6.3; Kinetics; Activation energy;
congo red
573-58-0

congo red

A

C8H4NO5(1-)*Na(1+)

C8H4NO5(1-)*Na(1+)

B

C22H17N3O3S

C22H17N3O3S

C

C22H17N5O3S

C22H17N5O3S

Conditions
ConditionsYield
With Co0.5Cu0.5O; dihydrogen peroxide In water at 30℃; for 1h; pH=9; Kinetics;
congo red
573-58-0

congo red

dimyristoylphosphatidylcholine
18194-24-6

dimyristoylphosphatidylcholine

C32H22N6O6S2(2-)*2Na(1+)*C36H72NO8P

C32H22N6O6S2(2-)*2Na(1+)*C36H72NO8P

Conditions
ConditionsYield
In methanol; water
cetyltrimethylammonim bromide
57-09-0

cetyltrimethylammonim bromide

congo red
573-58-0

congo red

dimyristoylphosphatidylcholine
18194-24-6

dimyristoylphosphatidylcholine

C32H22N6O6S2(2-)*2Na(1+)*C19H42N(1+)*Br(1-)*C36H72NO8P

C32H22N6O6S2(2-)*2Na(1+)*C19H42N(1+)*Br(1-)*C36H72NO8P

Conditions
ConditionsYield
In methanol; water
cetyltrimethylammonim bromide
57-09-0

cetyltrimethylammonim bromide

congo red
573-58-0

congo red

dimyristoylphosphatidylcholine
18194-24-6

dimyristoylphosphatidylcholine

C32H22N6O6S2(2-)*2Na(1+)*2C19H42N(1+)*2Br(1-)*2C36H72NO8P

C32H22N6O6S2(2-)*2Na(1+)*2C19H42N(1+)*2Br(1-)*2C36H72NO8P

Conditions
ConditionsYield
In methanol; water

573-58-0Upstream product

573-58-0Relevant articles and documents

Synthesis of new congo red derivative dyes and their application as hardness reduction in hard water

Shabir, Ghulam,Saeed, Aamer

, p. 50 - 58 (2017/04/10)

Azo dyes are exceptionally important in a variety of industries for diverse technical purposes. Synthesis of new Congo Red derivatives (6a-j) was achieved by diazotization of Congo Red at low temperature followed by coupling with a number of different coupling partners 5a-j in basic medium. The structures of newly synthesized dyes were confirmed using elemental and spectral data. The synthesized dyes were tested for their ion scavenging properties in hard water. Compounds 6b-d and 6h-i were found to be successful in decreasing the water hardness, making them valuable candidates for water treatment in boilers and cooling towers in the chemical industry.

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