4-Methoxyphenylacetic acid

Base Information

• Chemical Name: 4-Methoxyphenylacetic acid
• CAS No.: 104-01-8
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2818.90 DERIVATION
• European Community (EC) Number: 203-166-4
• NSC Number: 65597,27799
• UN Number: 3261
• UNII: AJP2V8U5K6
• DSSTox Substance ID: DTXSID1059288
• Nikkaji Number: J10.116H
• Wikidata: Q63398108
• Metabolomics Workbench ID: 38008
• ChEMBL ID: CHEMBL1760597
• Mol file: 104-01-8.mol

Synonyms:3-methoxyphenylacetic acid;3-methoxyphenylacetic acid, potassium salt;p-methoxyphenylacetic acid

Chemical Property of 4-Methoxyphenylacetic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.143mmHg at 25°C
• Melting Point: 84-86 °C(lit.)
• Refractive Index: 1.502
• Boiling Point: 306 °C at 760 mmHg
• PKA: pK1:4.358 (25°C)
• Flash Point: 124.3 °C
• PSA: 46.53000
• Density: 1.179 g/cm³
• LogP: 1.32230
• Storage Temp.: Store below +30°C.
• Solubility.: 6g/l
• Water Solubility.: 6 g/L (20 ºC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 148
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxyphenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC(=O)O
• Uses: 4-Methoxyphenylacetic Acid is a compound that was found from microbial phenolic metabolites in human feces after the consumption of gin, red wine and dealcholized red wine. Preparation of pharmaceuticals, other organic compounds. 4-Methoxyphenylacetic acid can be used:To prepare methyl 4-methoxyphenylacetate by esterification with dimethyl carbonate using mesoporous sulfated zirconia catalyst.As a ligand to synthesize pharmacologically important dinuclear gallium(III) and phenyltin(IV) carboxylate metal complexes.As a reactant to synthesize hydroxylated (E)-stilbenes by reacting with substituted benzaldehydes via Perkin reaction.
• Description: 4-METHOXYPHENYLACETIC ACID(104-01-8) is used in organic synthesis as well as pharmaceutical industry, especially used as an intermediate of puerarin. It can also be used as potential plasma biomarkers for early detection of non-small cell lung cancer. It is also used in drug industry as an intermediate to make Dextromethorphan.

Technology Process of 4-Methoxyphenylacetic acid

There total 150 articles about 4-Methoxyphenylacetic 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: 48.0%

C17H18O4S → 4-Methoxyphenylacetic acid (104-01-8) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With ammonium cerium (IV) nitrate; oxygen; In acetonitrile; at 20 - 50 ℃; for 4h;

DOI:10.1016/j.tetlet.2014.08.038

Reference yield: 16.0%

2-chloro-1-(4-methoxyphenyl)ethanone (2196-99-8) → 4-Methoxyphenylacetic acid (104-01-8) + 4-chloromethoxybenzene (623-12-1) + 1,4-bis(4-methoxyphenyl)butane-1,4-dione (15982-64-6) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With methyloxirane; In water; acetonitrile; for 4h; Irradiation;

DOI:10.1016/S0040-4020(97)10081-3

Reference yield: 16.0%

2-chloro-1-(4-methoxyphenyl)ethanone (2196-99-8) → 4-Methoxyphenylacetic acid (104-01-8) + 1,4-bis(4-methoxyphenyl)butane-1,4-dione (15982-64-6) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With methyloxirane; In water; acetone; for 4h; Irradiation;

DOI:10.1016/S0040-4020(97)10081-3

upstream raw materials:

Estragole

4-methoxymandelonitrile

4-Methoxyphenylacetaldehyde

4-methoxybenzyl methyl ketone

Downstream raw materials:

E-methyl-3-(2-furyl)-(2-p-methoxyphenyl) acrylic acid

ethyl p-methoxyphenylacetate

3,6-dihydroxy-2,4,4'-trimethoxy-deoxybenzoin

6-hydroxy-2,3,4-trimethoxyphenyl p-methoxybenzyl ketone

Refernces

New decarboxylative sulfanylation of some phenylsulfonyl arylacetic acids

10.1080/10426500008042091

The research discusses a new method of decarboxylative sulfanylation of some phenylsulfonyl arylacetic acids. The purpose of this study was to investigate the reaction of α-phenylsulfonyl arylacetic acids with NaH in DMSO and dimethyl disulfide, leading to the formation of α-sulfanylated benzyl phenyl sulfones. The researchers found that while certain acids resulted in the corresponding sulfanylated sulfones, one acid yielded an unsulfanylated sulfone. The study also explored the mechanisms behind these reactions, suggesting that decarboxylation occurs at the initial stage, leading to the formation of α-sulfonyl carbanions which then undergo sulfanylation. Key chemicals used in the process include phenylacetic acid, 4-methoxyphenylacetic acid, α-phenylpropionic acid, NaH, DMSO, and dimethyl disulfide. The conclusions drawn from the study mark the first instance of α-phenylsulfonyl carbanions, generated by decarboxylation of the corresponding carboxylic acids, reacting with a sulfur electrophile.