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547-57-9

Basic Information
CAS No.: 547-57-9
Name: CI 13015
Article Data: 1
Molecular Structure:
Molecular Structure of 547-57-9 (CI 13015)
Formula: C12H10 N2 O5 S . Na
Molecular Weight: 316.27
Synonyms: Benzenesulfonicacid, 4-[(2,4-dihydroxyphenyl)azo]-, monosodium salt (9CI); C.I. Acid Orange 6(7CI); C.I. Acid Orange 6, monosodium salt (8CI); Chrysoin S (6CI);Benzenesulfonic acid, p-(2,4-dihydroxyphenylazo)-, sodium salt (6CI);2,4-Dihydroxyazobenzene-4'-sulfonate sodium salt; Acid Leather Yellow PGW; AcidOrange 6; Acid Phosphine G New; Acme Yellow Acid Yellow RS; C Yellow 12; C.I.14270; C.I. Food Yellow 8; Cetil Chromine Yellow GR; Chrysoin; Chrysoin G;Chrysoin S Specially Pure; Chrysoine; Chrysoine Extra; Chrysoine Extra Pure A;Chrysoine N; Chrysoine S; Chrysoine S Extra Pure; Chrysonine S; Curol Orange G;Dermina Yellow G; E 103; E 103 (dye); Eniacid Yellow RS; Eurocert Chrysoine S;Gold yellow; Hispacid Yellow CG; Naphthazine Yellow RP; Neklacid Yellow G;Orange Acid G; Orange VI; Resorcin yellow; Resorcine Yellow; Resorcine Yellow OExtra; Resorcinol Yellow A; Resorcinol yellow; Sodium azoresorcinolsulfanilate;Tertracid Yellow TRO; Tropaeolin; Tropaeolin O; Tropaeolin R; Tropaeoline;Tropeolin O; Yellow T
EINECS: 208-924-8
Melting Point: >300°C
Solubility: 4 - 5 g/l at room temperature, 200 g/l at 100C orange to dark brown powder
Hazard Symbols: UN NO.
Risk Codes: R36/37/38; R41; R37/38; R22
Safety: 4173410
PSA: 130.76000
LogP: 3.49810
Synthetic route
108-46-3

recorcinol

121-57-3

4-aminobenzene sulfonic acid

547-57-9

tropaeolin O

Conditions
ConditionsYield
With sodium nitrite at 0℃; Neat (no solvent);70%
72-14-0

Sulfathiazole

547-57-9

tropaeolin O

1312665-63-6

C21H15N6O7S3(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: Sulfathiazole With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
723-46-6

sulfamethoxazole

547-57-9

tropaeolin O

1312665-61-4

C22H17N6O8S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulfamethoxazole With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
68-35-9

sulfadiazine

547-57-9

tropaeolin O

1312665-62-5

C22H16N7O7S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulfadiazine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
127-79-7

sulfamerazina

547-57-9

tropaeolin O

1312665-58-9

C23H18N7O7S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulfamerazina With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
57-68-1

sulfadimesine

547-57-9

tropaeolin O

1312665-59-0

C24H20N7O7S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulfadimesine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
80-35-3

Sulfamethoxypyridazine

547-57-9

tropaeolin O

1312665-66-9

C23H18N7O8S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: Sulfamethoxypyridazine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
155-91-9

sulphadimethoxine

547-57-9

tropaeolin O

1312665-60-3

C24H20N7O9S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulphadimethoxine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
547-57-9

tropaeolin O

63-74-1

sulfanilamide

1312665-57-8

C18H14N5O7S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulfanilamide With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
547-57-9

tropaeolin O

1220-83-3

sulfamonomethoxine

1312665-65-8

C23H18N7O8S2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: sulfamonomethoxine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h;
Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5;
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Chemistry

Molecule structure of Monosodium 4-((2,4-dihydroxyphenyl)-azo)benzenesulfonate (CAS NO.547-57-9) :

IUPAC Name: sodium 4-[2-(2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]benzenesulfonate 
Molecular Weight: 316.26503 g/mol
Molecular Formula: C12H9N2NaO5
log P (octanol-water): 0.690 
Water Solubility: 4770 mg/L 
Vapor Pressure: 1.30E-12 mm Hg 
Henry's Law Constant: 7.44E-20 atm-m3/mole 
Atmospheric OH Rate Constant: 2.00E-10 cm3/molecule-sec
Colour Index: 14270
Merck: 14,9775
H-Bond Donor: 2
H-Bond Acceptor: 7
Rotatable Bond Count: 3
Tautomer Count: 12
Exact Mass: 316.012987
MonoIsotopic Mass: 316.012987
Topological Polar Surface Area: 119
Heavy Atom Count: 21
Complexity: 583
Canonical SMILES: C1=CC(=CC=C1NN=C2C=CC(=O)C=C2O)S(=O)(=O)[O-].[Na+]
InChI: InChI=1S/C12H10N2O5S.Na/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19;/h1-7,13,16H,(H,17,18,19);/q;+1/p-1
InChIKey: RBENMCXVZFIKFK-UHFFFAOYSA-M
EINECS: 208-924-8
Product Categories: Organics; Analytical Chemistry; Indicator (pH); pH Indicators

Toxicity Data With Reference

1.    

ipr-rat LD50:>1 g/kg

    APFRAD    Annales Pharmaceutiques Francaises. 15 (1957),402.
2.    

ivn-rat LD50:>1 g/kg

    APFRAD    Annales Pharmaceutiques Francaises. 15 (1957),402.

Safety Profile

Moderately toxic by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic vapors of NOx and SOx.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38-41-37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R37/38:Irritating to respiratory system and skin. 
R22:Harmful if swallowed.
Safety Statements: 26-36-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 1
RTECS: DB5035000

Specification

 Monosodium 4-((2,4-dihydroxyphenyl)-azo)benzenesulfonate (CAS NO.547-57-9) is also called 2,4-Dihydroxyazobenzene-4'-sulfonate sodium salt ; ACME Yellow Acid Yellow RS ; Acid Leather Yellow PGW ; Acid Orange 6 ; Acid Phosphine G New ; Benzenesulfonic acid, p-((2,4-dihydroxyphenyl)azo)-, sodium salt ; C Yellow 12 ; C.I. 14270
 ; C.I. Acid Orange 6 ; C.I. Food Yellow 8 ; Cetil Chromine Yellow GR ; Eurocert Chrysoine S ; Gold Yellow ; Hispacid Yellow CG ; Resorcinol Yellow ; Resorcinol Yellow A ; Sodium azoresorcinolsulfanilate ; Tertracid Yellow TRO ; Tropaelin-O ; Tropaeolene (Biological Stain) ; Tropaeolin O ; Tropaeolin R ; Tropaeoline ; Tropaeoline O ; Yellow T ; p-((2,4-Dihydroxyphenyl)azo)benzenesulfonic acid, sodium salt ; p-(2,4-Dihydroxyphenylazo)benzenesulfonic acid, sodium salt . Monosodium 4-((2,4-dihydroxyphenyl)-azo)benzenesulfonate (CAS NO.547-57-9) is rust to dark brown powder.