2-Hydroxyphenylacetic acid

Base Information

• Chemical Name: 2-Hydroxyphenylacetic acid
• CAS No.: 614-75-5
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29182990
• European Community (EC) Number: 210-393-2
• NSC Number: 62000
• UNII: UK3R9Q59AV
• DSSTox Substance ID: DTXSID1060633
• Nikkaji Number: J27.607C
• Wikidata: Q27103728
• Metabolomics Workbench ID: 37358
• ChEMBL ID: CHEMBL240714
• Mol file: 614-75-5.mol

Synonyms:2-hydroxyphenylacetic acid;alpha-hydroxy phenylacetic acid;o-hydroxyphenyl acetic acid;ortho-hydroxyphenylacetic acid

Chemical Property of 2-Hydroxyphenylacetic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 7.81E-05mmHg at 25°C
• Melting Point: 145-147 °C(lit.)
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 328.1 °C at 760 mmHg
• PKA: 4.17±0.10(Predicted)
• Flash Point: 166.5 °C
• PSA: 57.53000
• Density: 1.319 g/cm³
• LogP: 1.01930
• Storage Temp.: Store below +30°C.
• Solubility.: Methanol, Water
• Water Solubility.: Soluble in Methanol and Water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxyphenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)O
• Uses: 2-Hydroxyphenylacetic Acid is an intermediate in the synthesis of atenolol and 3,4-dihydroxyphenylacetic acid.

Technology Process of 2-Hydroxyphenylacetic acid

There total 77 articles about 2-Hydroxyphenylacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

ortho-bromophenylacetic acid (18698-97-0) → 2-Hydroxyphenylacetic acid (614-75-5)

Guidance literature:

With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide; In water; at 110 ℃; for 36h; Inert atmosphere;

DOI:10.1002/chem.200903468

Reference yield: 95.7%

cyclohexenone (930-68-7) + Glyoxilic acid (298-12-4) → 2-Hydroxyphenylacetic acid (614-75-5)

Guidance literature:

With sulfonic acid; In diethylene glycol dimethyl ether; water; at 130 ℃; for 8h; Solvent; Temperature;

Reference yield: 94.0%

o-iodophenylacetic acid (18698-96-9) → 2-Hydroxyphenylacetic acid (614-75-5)

Guidance literature:

With copper(l) iodide; 8-quinolinol; potassium hydroxide; In water; dimethyl sulfoxide; tert-butyl alcohol; at 100 ℃; for 48h; Inert atmosphere;

DOI:10.1055/s-0029-1219548

upstream raw materials:

1-benzofurane

2-methoxyphenylacetic acid

ethanol

2-chlorobenzo[b]furan

Downstream raw materials:

methyl (2-hydroxyphenyl)acetate

benzofuran-2(3H)-one

2-methoxyphenylacetic acid

ethyl 2-(2-hydroxyphenyl)acetate

Refernces

• 1、 -. "Synthetic method of benzofuranone". Paragraph 0057; 0059; 0063-0064. . Retrieved 2020/06/16.
• 2、 -. "Method for synthesizing benzofuranone by taking O-chlorotoluene as raw material". Page/Page column 6-8. . Retrieved 2020/06/16.