3-Hydroxyphenylacetic acid

Base Information

• Chemical Name: 3-Hydroxyphenylacetic acid
• CAS No.: 621-37-4
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29182990
• European Community (EC) Number: 210-684-4
• NSC Number: 14360
• UNII: K59Z6Z8REF
• DSSTox Substance ID: DTXSID90211148
• Nikkaji Number: J3.004J
• Wikidata: Q10395566
• Metabolomics Workbench ID: 37250
• ChEMBL ID: CHEMBL190035
• Mol file: 621-37-4.mol

Synonyms:3-hydroxybenzeneacetic acid;3-hydroxyphenylacetic acid;m-hydroxyphenylacetic acid;meta-hydroxyphenylacetic acid

Chemical Property of 3-Hydroxyphenylacetic acid

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 1.81E-05mmHg at 25°C
• Melting Point: 129-133 °C(lit.)
• Refractive Index: 1.4945 (estimate)
• Boiling Point: 349 °C at 760 mmHg
• PKA: 4.21±0.10(Predicted)
• Flash Point: 179.1 °C
• PSA: 57.53000
• Density: 1.319 g/cm³
• LogP: 1.01930
• Storage Temp.: Store below +30°C.
• Solubility.: 1000g/l
• 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

3-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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)CC(=O)O
• Recent ClinicalTrials: Rifapentine and Isoniazid TB Preventive Therapy (3HP) for Children Taking Dolutegravir-based Antiretroviral Treatment (DOLPHIN KIDS)
• Uses: 3-Hydroxyphenylacetic Acid (cas# 621-37-4) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxyphenylacetic acid

There total 31 articles about 3-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%

<3-(allyloxy)phenyl>acetic acid (156945-58-3) → m-hydroxyphenylacetic acid (621-37-4)

Guidance literature:

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 1h;

DOI:10.1016/S0040-4039(00)73351-X

Reference yield: 85.0%

2-(pyrimidin-5-yl)phenyl 2-(3-acetoxyphenyl)acetate → m-hydroxyphenylacetic acid (621-37-4)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201900480

Reference yield: 71.0%

3-iodophenylacetic acid (1878-69-9) → m-hydroxyphenylacetic acid (621-37-4)

Guidance literature:

With copper(I) oxide; 1D-1-O-Methyl-muco-inostol; sodium hydroxide; In water; at 100 ℃; for 6h;

upstream raw materials:

1,3-benzodioxole-5-acetic acid

3-Hydroxyacetophenone

m-methoxyphenylacetic acid

3-Hydroxyphenylacetonitrile

Downstream raw materials:

2-oxabicyclo[3.3.1]nonan-3-one

Cyclohexylacetic acid

phenylmethyl 2-[3-(phenylmethoxy)phenyl]acetate

2-(3-hydroxyphenyl)-3-(dimethylamino)acrolein

Refernces

• 1、 v. Pechmann,Bauer,Obermiller. "-". . p. 2119. Retrieved 1904.
• 2、 Bao, Xuefei,Chen, Guoliang,Dong, Jinhua,Du, Fangyu,Li, Hui,Liang, Xinjie,Wu, Ying,Zhang, Yongsheng. "Copper and L-(?)-quebrachitol catalyzed hydroxylation and amination of aryl halides under air". supporting information. . Retrieved 2020/08/03.