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Acid Yellow 23 (1934-21-0)

Identification
Name:Acid Yellow 23
Synonyms:1H-Pyrazole-3-carboxylicacid, 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-[2-(4-sulfophenyl)diazenyl]-,sodium salt (1:3);A.F. Yellow No.4;AY 23;AtulTartrazine;B 3014;Bosovit Yellow 133E;C.I. 19140;C.I. Food Yellow 4;C.I. Solvent Yellow 57;Calcocid Yellow XX;Canacert Tartrazine;Certicol Tartrazol YellowS;Cilefa Yellow T;Cogilor Yellow 113.11;Concorde Acid Tartrazine;Curon Fast Yellow 5G;D and C Yellow No. 5;C Yellow 5;Dinacid Tartarzine Yellow PFD;Duasyn Acid Yellow XX;Duasyn Acid Yellow XX-SF-LP 413;Dyacid Yellow N;Dynacid Yellow K;E 102;EdicolSupra Tartrazine N;Egg Yellow A;ErioTartrazine;Eurocert Tartrazine;C Yellow No. 5-307008;FD and C Yellow No. 5;C Yellow5;C Yellow No.5-37009;Fenazo Yellow T;FoodYellow 4;Food dye yellow number 4;HD Tartrazine;
CAS:1934-21-0
EINECS: 217-699-5
Molecular Formula: C16H9N4Na3O9S2
Molecular Weight: 534.36
InChI: InChI=1/C16H12N4O9S2.3Na/c21-15-13(18-17-9-1-5-11(6-2-9)30(24,25)26)14(16(22)23)19-20(15)10-3-7-12(8-4-10)31(27,28)29;;;/h1-8,21H,(H,22,23)(H,24,25,26)(H,27,28,29);;;/q;3*+1/p-3
Molecular Structure: (C16H9N4Na3O9S2) 1H-Pyrazole-3-carboxylicacid, 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-[2-(4-sulfophenyl)diazenyl]-,sod...
Properties
Density:1.93 g/cm3 (20 C)
Stability:Stable. Hygroscopic. Incompatible with strong oxidizing agents.
Solubility:260 g/L (30 oC) in water
Appearance:Deep yellow powder
Specification:

The IUPAC name of?Acid Yellow 23 is?trisodium 5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4H-pyrazole-3-carboxylate. With the?CAS registry number 1934-21-0,?it is also named as 1H-Pyrazole-3-carboxylic acid, 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)-, trisodium salt;?Tartrazine.?The product's categories are?dyes and pigments; organics; analytical chemistry; food colors by food sanitation law in Japan.?It is deep yellow powder?which is soluble in water, glycerin and propylene glycol, slightly soluble in ethanol. In addition,?this chemical is?stable, hygroscopic?and?incompatible with strong oxidizing agents. it must be stored in a cool, dry place and?keep container closed when not in use.?Furthermore, Acid Yellow 23 is used as colorant for food, beverage, medicine, feed and cosmetic.

The other characteristics of this product can be summarized as:?(1)#H bond acceptors: 13; (2)#H bond donors: 4; (3)#Freely Rotating Bonds: 6; (4)Rotatable Bond Count: 3; (5)Tautomer Count: 4; (6)Exact Mass: 533.950403; (7)MonoIsotopic Mass: 533.950403; (8)Topological Polar Surface Area: 229; (9)Heavy Atom Count: 34; (10)Complexity: 949; (11)Undefined Atom StereoCenter Count: 1; (12)Covalently-Bonded Unit Count: 4.

Preparation of Acid Yellow 23:?It can be obtained by the condensation of?two-hydroxy-tartaric acid?and phenylhydrazine-p-sulfonic acid. Or coupling 1-(4'-sulfophenyl)-3-carboxy-5-pyrazolidone?and?sulfanilic acid which is?diazotization, then salting with?sodium chloride. Finally, we can get the product by?purification.

When you are using this chemical, please be cautious about it as the following:
It may cause sensitization by inhalation and skin contact, so people should?not breathe dust and avoid contact with skin and eyes.?If you want to contact this product, you must wear suitable protective clothing and gloves.?In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?

People can use the following data to convert to the molecule structure.?
1. SMILES: c1cc(ccc1N=Nc2c([nH]n(c2=O)c3ccc(cc3)S(=O)(=O)[O-])C(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+];
2.?InChI: InChI=1/C16H12N4O9S2.3Na/c21-15-13(18-17-9-1-5-11(6-2-9)30(24,25)26)14(16(22)23)19-20(15)10-3-7-12(8-4-10)31(27,28)29;;;/h1-8,19H,(H,22,23)(H,24,25,26)(H,27,28,29);;;/q;3*+1/p-3/b18-17+;;;.

The following are the toxicity data which has been tested.?

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 14ug/kg (0.014mg/kg) PERIPHERAL NERVE AND SENSATION: PARESTHESIS

MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES
Annals of Allergy. Vol. 17, Pg. 719, 1959.
?
mouse LD50 oral 12750mg/kg (12750mg/kg) ? FAO Nutrition Meetings Report Series. Vol. 38B, Pg. 88, 1966.
rat LD50 intraperitoneal > 2gm/kg (2000mg/kg) ? FAO Nutrition Meetings Report Series. Vol. 38B, Pg. 88, 1966.
rat LD50 intravenous > 2gm/kg (2000mg/kg) ? Annales Pharmaceutiques Francaises. Vol. 15, Pg. 402, 1957.

Report:

The IUPAC name of?Acid Yellow 23 is?trisodium 5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4H-pyrazole-3-carboxylate. With the?CAS registry number 1934-21-0,?it is also named as 1H-Pyrazole-3-carboxylic acid, 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)-, trisodium salt;?Tartrazine.?The product's categories are?dyes and pigments; organics; analytical chemistry; food colors by food sanitation law in Japan.?It is deep yellow powder?which is soluble in water, glycerin and propylene glycol, slightly soluble in ethanol. In addition,?this chemical is?stable, hygroscopic?and?incompatible with strong oxidizing agents. it must be stored in a cool, dry place and?keep container closed when not in use.?Furthermore, Acid Yellow 23 is used as colorant for food, beverage, medicine, feed and cosmetic.

The other characteristics of this product can be summarized as:?(1)#H bond acceptors: 13; (2)#H bond donors: 4; (3)#Freely Rotating Bonds: 6; (4)Rotatable Bond Count: 3; (5)Tautomer Count: 4; (6)Exact Mass: 533.950403; (7)MonoIsotopic Mass: 533.950403; (8)Topological Polar Surface Area: 229; (9)Heavy Atom Count: 34; (10)Complexity: 949; (11)Undefined Atom StereoCenter Count: 1; (12)Covalently-Bonded Unit Count: 4.

Preparation of Acid Yellow 23:?It can be obtained by the condensation of?two-hydroxy-tartaric acid?and phenylhydrazine-p-sulfonic acid. Or coupling 1-(4'-sulfophenyl)-3-carboxy-5-pyrazolidone?and?sulfanilic acid which is?diazotization, then salting with?sodium chloride. Finally, we can get the product by?purification.

When you are using this chemical, please be cautious about it as the following:
It may cause sensitization by inhalation and skin contact, so people should?not breathe dust and avoid contact with skin and eyes.?If you want to contact this product, you must wear suitable protective clothing and gloves.?In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?

People can use the following data to convert to the molecule structure.?
1. SMILES: c1cc(ccc1N=Nc2c([nH]n(c2=O)c3ccc(cc3)S(=O)(=O)[O-])C(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+];
2.?InChI: InChI=1/C16H12N4O9S2.3Na/c21-15-13(18-17-9-1-5-11(6-2-9)30(24,25)26)14(16(22)23)19-20(15)10-3-7-12(8-4-10)31(27,28)29;;;/h1-8,19H,(H,22,23)(H,24,25,26)(H,27,28,29);;;/q;3*+1/p-3/b18-17+;;;.

The following are the toxicity data which has been tested.?

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 14ug/kg (0.014mg/kg) PERIPHERAL NERVE AND SENSATION: PARESTHESIS

MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES
Annals of Allergy. Vol. 17, Pg. 719, 1959.
?
mouse LD50 oral 12750mg/kg (12750mg/kg) ? FAO Nutrition Meetings Report Series. Vol. 38B, Pg. 88, 1966.
rat LD50 intraperitoneal > 2gm/kg (2000mg/kg) ? FAO Nutrition Meetings Report Series. Vol. 38B, Pg. 88, 1966.
rat LD50 intravenous > 2gm/kg (2000mg/kg) ? Annales Pharmaceutiques Francaises. Vol. 15, Pg. 402, 1957.

Packinggroup: I
Storage Temperature: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Sensitive: Hygroscopic
Usage:

Used as a a dye for wool and silks.

Safety Data