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4-Hydroxyphenylpyruvic acid

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Name

4-Hydroxyphenylpyruvic acid

EINECS 205-852-9
CAS No. 156-39-8 Density 1.397 g/cm3
PSA 74.60000 LogP 0.58840
Solubility slightly soluble in water Melting Point 219-220 °C (dec.)(lit.)
Formula C9H8O4 Boiling Point 380.8 °C at 760 mmHg
Molecular Weight 180.16 Flash Point 198.3 °C
Transport Information N/A Appearance grey to orange-brown powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 156-39-8 (4-Hydroxyphenylpyruvic acid) Hazard Symbols IrritantXi
Synonyms

Pyruvicacid, (p-hydroxyphenyl)- (8CI);(p-Hydroxyphenyl)pyruvic acid;3-(4-Hydroxyphenyl)-2-oxopropionic acid;3-(4-Hydroxyphenyl)pyruvic acid;3-(p-Hydroxyphenyl)-2-oxopropionic acid;3-(p-Hydroxyphenyl)pyruvic acid;4-Hydroxy-a-oxobenzenepropanoic acid;NSC 100738;NSC 666757;Testacid;

Article Data 45

4-Hydroxyphenylpyruvic acid Specification

The IUPAC name of p-Hydroxyphenylpyruvic acid is 3-(4-hydroxyphenyl)-2-oxopropanoic acid. With the CAS registry number 156-39-8, it is also named as Benzenepropanoic acid, 4-hydroxy-alpha-oxo- (9CI); Testacide. The product's categories are miscellaneous and API intermediates. In addition, it is off-white to tan crystalline which is slightly soluble in water. And this chemical is stable under normal temperatures and pressures. When heated to decomposition it emits acrid smoke and fumes.

The other characteristics of this product can be summarized as:  (1)ACD/LogP: -0.61; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.592; (11)Molar Refractivity: 43.567 cm3; (12)Molar Volume: 128.757 cm3; (13)Polarizability: 17.271×10-24 cm3; (14)Surface Tension: 65.223 dyne/cm; (15)Enthalpy of Vaporization: 62.837 kJ/mol; (16)Vapour Pressure: 0 mmHg at 25°C; (17)Rotatable Bond Count: 3; (18)Tautomer Count: 9; (19)Exact Mass: 180.042259; (20)MonoIsotopic Mass: 180.042259; (21)Topological Polar Surface Area: 74.6; (22)Heavy Atom Count: 13.

Uses of p-Hydroxyphenylpyruvic acid: It is an intermediate in the metabolism of phenylalanine. And it reacts with 3-hydrazino-5,6-diphenyl-[1,2,4]triazine to get 2-[(5,6-diphenyl-[1,2,4]triazin-3-yl)-hydrazono]-3-(4-hydroxy-phenyl)-propionic acid. This reaction needs solvent ethanol by heating. The reaction time is 30 min. The yield is 60%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: OC(C(=O)C(O)=O)c1ccccc1;
2. InChI: InChI=1/C9H8O4/c10-7(8(11)9(12)13)6-4-2-1-3-5-6/h1-5,7,10H,(H,12,13).

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