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573-58-0

Basic Information
CAS No.: 573-58-0
Name: Congo Red
Article Data: 3
Molecular Structure:
Molecular Structure of 573-58-0 (Congo Red)
Formula: C32H22N6Na2O6S2
Molecular Weight: 696.675
Synonyms: 1-Naphthalenesulfonicacid, 3,3'-[[1,1'-biphenyl]-4,4'-diylbis(azo)]bis[4-amino-, disodium salt(9CI);C.I. Direct Red 28, disodium salt (8CI);Atlantic Congo Red;Atul CongoRed;Azocard Red Congo;Benzo Congo Red;Brasilamina Congo 4B;C.I. 22120;C.I.Direct Red 28;Congo Red 4B;Congo Red 4BX;Congo Red CR;Congo Red H;Congo Red N;Congo Red R;Congo Red RS;CongoRed TS;Congo Red W;Congo Red WS;Congo Red sodium salt;
EINECS: 209-358-4
Density: 0.995 g/mL at 25 °C
Melting Point: >360 °C(lit.)
Solubility: soluble in water
Appearance: brown-red powder
Hazard Symbols: ToxicT, IrritantXi
Risk Codes: 45-63-36
Safety: 53-45-37/39-26
PSA: 232.64000
LogP: 10.78740
Synthetic route
108-24-7

acetic anhydride

573-58-0

congo red

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%
573-58-0

congo red

24801-88-5

3-(triethoxypropyl) isocyanate

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;
573-58-0

congo red

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

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

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

congo red

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

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

congo red

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%
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;
573-58-0

congo red

oxygen

oxygen

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

methylammonium carbonate

Conditions
ConditionsYield
im Sonnenlicht;
573-58-0

congo red

Na2S2O4

Na2S2O4

hydriodic acid

hydriodic acid

A

88246-85-9

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

B

92-87-5

p,p'-diaminobiphenyl

573-58-0

congo red

natrium carbonate

natrium carbonate

A

88246-85-9

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

B

92-87-5

p,p'-diaminobiphenyl

Conditions
ConditionsYield
at 95℃; auf elektrolytischem Weg an einer Quecksilberkathode;
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Chemistry

Molecule structure of Congo red (CAS NO.573-58-0):

IUPAC Name: Disodium 4-amino-3-[4-[4-(1-amino-4-sulfonatonaphthalen-2-yl)diazenylphenyl]phenyl]diazenylnaphthalene-1-sulfonate 
Molecular Weight: 696.66322 g/mol
Molecular Formula: C32H22N6Na2O6S2 
Density: 0.995 g/mL at 25 °C
Melting Point: >360 °C(lit.)
Storage Temp.: flammables area
Water Solubility: soluble
H-Bond Donor: 2
H-Bond Acceptor: 12
Rotatable Bond Count: 5
Tautomer Count: 3
Exact Mass: 696.083763
MonoIsotopic Mass: 696.083763
Topological Polar Surface Area: 216
Heavy Atom Count: 48
Complexity: 1180
Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=C2N)N=NC3=CC=C(C=C3)C4=CC=C(C=C4)N=NC5=CC6=CC=CC=C6C(=C5)S(=O)(=O)[O-])N)S(=O)(=O)[O-].[Na+].[Na+]
InChI: InChI=1S/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
InChIKey: IQFVPQOLBLOTPF-UHFFFAOYSA-L
EINECS: 209-358-4
Product Categories: Dyes and Pigments; Organics; Analytical Chemistry; Indicator (pH); pH Indicators

History

In 1883, Congo red was first synthesized by Paul Bottiger who was working then for the Friedrich Bayer Company in Elberfeld, Germany. He was looking for textile dyes that did not require a mordant step. The company was not interested in this bright red color, so he filed the patent under his name and sold it to the AGFA company of Berlin. AGFA marketed the dye under the name "Congo red", a catchy name in Germany at the time of the 1884 Berlin West Africa Conference, an important event in the Colonisation of Africa. The dye was a major commercial success for AGFA. In the following years, for the same reasons, other dyes were marketed using the "Congo" name: Congo rubine, Congo corinth, brilliant Congo, Congo orange, Congo brown, and Congo blue.

Uses

 Congo red (CAS NO.573-58-0) is mainly used to produce cotton, hemp, silk and other textile dyeing and paper. It is also serves as a pH indicator agent, pH 3.0 (blue-violet)-5.0 (red). And Congo red is also used as an analytical reagent for biological staining.

Toxicity Data With Reference

1.    

eye-rbt 100 mg MOD

    TSCAT*    Office of Toxic Substances Report. (U.S. Environmental Protection Agency, Office of Toxics Substances, 401M Street SW, Washington, DC 20460) OTS 215154 .
2.    

mma-sat 33 µg/plate

    CRNGDP    Carcinogenesis. 3 (1982),21.
3.    

dnd-esc 10 µmol/L

    MUREAV    Mutation Research. 89 (1981),95.
4.    

orl-man LDLo:143 mg/kg:CVS

    34ZIAG    Toxicology of Drugs and Chemicals Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,185.
5.    

orl-rat LD50:15,200 mg/kg

    TSCAT*    Office of Toxic Substances Report. (U.S. Environmental Protection Agency, Office of Toxics Substances, 401M Street SW, Washington, DC 20460) OTS 215154 .
6.    

ihl-rat LCLo:50 g/m3/1H

    TSCAT*    Office of Toxic Substances Report. (U.S. Environmental Protection Agency, Office of Toxics Substances, 401M Street SW, Washington, DC 20460) OTS 215154 .
7.    

ivn-rat LDLo:160 mg/kg

    AJMSA9    American Journal of the Medical Sciences. 198 (1939),73.
8.    

ivn-mus LDLo:250 mg/kg

    JOIMA3    Journal of Immunology. 68 (1952),53.
9.    

ivn-cat LDLo:100 mg/kg

    AJMSA9    American Journal of the Medical Sciences. 198 (1939),73.
   

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: ToxicT, IrritantXi
Risk Statements: 45-63-36 
R45:May cause cancer. 
R63:Possible risk of harm to the unborn child. 
R36:Irritating to eyes.
Safety Statements: 53-45-37/39-26 
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 2811
WGK Germany: 3
RTECS: QK1400000
Hazardous Substances Data: 573-58-0(Hazardous Substances Data)
Human poison by ingestion with cardiovascular 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.

Analytical Methods

For occupational chemical analysis use NIOSH: Dyes, 5013.

Specification

 Congo red (CAS NO.573-58-0) is also named as 1-Naphthalenesulfonic acid, 3,3'-((1,1'-biphenyl)-4,4'-diylbis(azo))bis(4-amino-, disodium salt ; AI3-63036 ; Atlantic Congo Red ; Atul Congo Red ; Azocard Red Congo ; Benzo Congo Red ; Brasilamina congo 4B ; C.I. 22120 ; C.I. Direct Red 28 ; C.I. Direct Red 28, disodium salt ; CCRIS 2277 ; Cerven kongo ;
Diacotton Congo Red ; Direct Red 28 ; Direct Red C ; Direct Red DC-CF ; Direct Red K ; Hispamin congo 4B ; Mitsui Congo Red ; NSC 56651 ; NSC 7232 ; Natrium-salz der diphenyl-bis-azo-bis-naphthylamin-4-sulfonsaeure ; Natrium-salz der diphenyl-bis-azo-bis-naphthylamin-4-sulfonsaeure [German] ; Peeramine Congo Red ; Red K ; Sodium diphenyldiazo-bis(alpha-naphthylaminesulfonate) ; Solucongo ; Sugai Congo Red ; Tertrodirect Red C ; Trisulfon Congo Red ; UNII-3U05FHG59S ; Vondacel Red CL . Congo red (CAS NO.573-58-0) is brown-red powder. It is soluble in hot water, the solution is yellowish red; soluble in ethanol, solution is orange; very slightly soluble in acetone, almost insoluble in ether.