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4-hydroxyphenylacetic acid

  • CAS:156-38-7
  • MF:C8H8O3
  • Purity:99%
  • Molecular Weight:152.15
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Product Details

  • CAS: 156-38-7
  • MF: C8H8O3
  • Appearance: white or light yellow crystalline powder
  • Factory Sells Best Quality 4-hydroxyphenylacetic acid 156-38-7 with USP

    • Molecular Formula:C8H8O3
    • Molecular Weight:152.15
    • Appearance/Colour:white or light yellow crystalline powder 
    • Vapor Pressure:2.15E-05mmHg at 25°C 
    • Melting Point:148-151 °C(lit.) 
    • Refractive Index:1.4945 (estimate) 
    • Boiling Point:346.6 °C at 760 mmHg 
    • PKA:4.50±0.10(Predicted) 
    • Flash Point:177.6 °C 
    • PSA:57.53000 
    • Density:1.319 g/cm3 
    • LogP:1.01930 

    4-Hydroxyphenylacetic acid(Cas 156-38-7) Usage

    Referrence

    Liu, Zhongyang, et al. "4-Hydroxyphenylacetic Acid Attenuated Inflammation and Edema via Suppressing HIF-1α in Seawater Aspiration-Induced Lung Injury in Rats." International Journal of Molecular Sciences 15.7(2014):12861-84. Ng, T.B.; Liu, F.; Lu, Y.; Cheng, C.H.; Wang, Z. Antioxidant activity of compounds from the medicinal herb Aster tataricus. Comp. Biochem. Physiol. 2003, 136, 109–115.? Du, L.; Mei, H.F.; Yin, X.; Xing, Y.Q. Delayed growth of glioma by a polysaccharide from Aster tataricus involve upregulation of Bax/Bcl-2 ratio, activation of caspase-3/8/9, and downregulation of the Akt. Tumour Biol. 2014, 35, 1819–1825.

    Preparation

    4-Hydroxyphenylacetic acid is synthesized by diazotization and hydrolysis of 4-aminophenylacetic acid. 4-aminophenylacetic acid and alkali solution are prepared into sodium salt, and then sulfuric acid is added. Cool to 0°C, control the temperature at 0-5°C, and add sodium nitrate solution dropwise, and the reaction is completed for 0.5h. The obtained diazonium was added dropwise to dilute sulfuric acid at 90-95°C for about 1 hour, and the reaction was continued for 1 hour. The reaction solution was decolorized and filtered, cooled and extracted with ethyl acetate, and the extract was recovered with ethyl acetate to obtain 4-Hydroxyphenylacetic acid. The yield is about 85%.

    Flammability and Explosibility

    Notclassified

    Purification Methods

    Crystallise the acid from water or Et2O/pet ether. The p-bromophenacyl ester has m 117o (from EtOH). [Beilstein 10 II 112, 10 III 430, 10 IV 543.]

    Definition

    ChEBI: 4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a plant metabolite, a fungal metabolite, a human metabolite and a mouse metabolite. It is a monocarboxylic acid and a member of phenols. It derives from an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.

    InChI:InChI=1/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)/p-1

    156-38-7 Relevant articles

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    156-38-7 Process route

    4-hydroxyphenylpiruvic acid
    156-39-8

    4-hydroxyphenylpiruvic acid

    4-hydroxyphenylacetate
    156-38-7

    4-hydroxyphenylacetate

    (4-oxo-2,5-cyclohexadien-1-yl)acetic acid
    55604-87-0

    (4-oxo-2,5-cyclohexadien-1-yl)acetic acid

    homogentisic acid
    451-13-8

    homogentisic acid

    (S)-α,4-dihydroxy-benzeneacetic acid
    13244-75-2

    (S)-α,4-dihydroxy-benzeneacetic acid

    Conditions
    Conditions Yield
    With oxygen; iron(II) sulfate; In aq. phosphate buffer; at 25 ℃; pH=7; Enzymatic reaction;
    47 %Chromat.
    19 %Chromat.
    15 %Chromat.
    20 %Chromat.
    4-hydroxyphenylpiruvic acid
    156-39-8

    4-hydroxyphenylpiruvic acid

    4-hydroxyphenylacetate
    156-38-7

    4-hydroxyphenylacetate

    (4-oxo-2,5-cyclohexadien-1-yl)acetic acid
    55604-87-0

    (4-oxo-2,5-cyclohexadien-1-yl)acetic acid

    homogentisic acid
    451-13-8

    homogentisic acid

    Conditions
    Conditions Yield
    With oxygen; iron(II) sulfate; In aq. phosphate buffer; at 25 ℃; pH=7; Reagent/catalyst; Kinetics; Enzymatic reaction;
    8.4 %Chromat.
    45 %Chromat.
    46.5 %Chromat.

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    Antioxidant BHT 264

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    Purity:99%

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