Methoxyphenylacetic acid

Base Information

• Chemical Name: Methoxyphenylacetic acid
• CAS No.: 7021-09-2
• Deprecated CAS: 1701-77-5
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 29189900
• European Community (EC) Number: 216-933-3
• NSC Number: 5665
• UNII: MAT0P17A95
• DSSTox Substance ID: DTXSID9020829
• Nikkaji Number: J52.655J,J7.565E,J2.433.035D
• Wikidata: Q27283784
• ChEMBL ID: CHEMBL3182106
• Mol file: 7021-09-2.mol

Synonyms:alpha-methoxy-alpha-phenylacetic acid;alpha-methoxybenzeneacetic acid;methoxy(phenyl)acetic acid;methoxy-phenylacetic acid;methoxyphenylacetic acid;MOPA;MPA cpd

Chemical Property of Methoxyphenylacetic acid

Chemical Property:

• Melting Point: 68-72 ºC
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 165 ºC (18 mmHg)
• PKA: 3.10±0.10(Predicted)
• PSA: 46.53000
• Density: 1.1708 (rough estimate)
• LogP: 1.45870
• Storage Temp.: Store at +15°C to +25°C.
• Solubility.: soluble in Ethanol,Chloroform,Acetone,Methanol,Ether
• 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: 150

Purity/Quality:

99% ^*data from raw suppliers

DL-α-Methoxyphenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)C(=O)O
• Uses: DL-alpha-Methoxyphenylacetic acid has been used in the enantioresolution of two diastereomeric esters by HPLC. α-Methoxyphenylacetic acid has been used in the enantioresolution of two diastereomeric esters by HPLC.

Technology Process of Methoxyphenylacetic acid

There total 27 articles about 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: 84.0%

2-bromophenylacetic acid (4870-65-9,31302-84-8) + sodium methylate (124-41-4) → rac-methoxyphenylacetic acid (7021-09-2)

Guidance literature:

In methanol; for 3.5h; Heating;

DOI:10.1016/0040-4020(94)01037-Z

Reference yield: 53.0%

methanol (67-56-1) + phenylacetylene (536-74-3) → phenylacetic acid (103-82-2) + (RS)-methyl mandelate (4358-87-6) + rac-methoxyphenylacetic acid (7021-09-2) + benzeneacetic acid methyl ester (101-41-7)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sulfuric acid; at 20 ℃; for 72h; Further byproducts given;

DOI:10.1007/s11172-005-0027-8

Reference yield: 47.0%

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) + dimethyl sulfate (77-78-1) → rac-methoxyphenylacetic acid (7021-09-2)

Guidance literature:

With sodium hydroxide; In water; at 45 ℃; for 3h;

DOI:10.1021/jm00090a014

upstream raw materials:

methanol

methyl 2-chloro-2-phenylethanoate

sodium methylate

Chloro-phenyl-acetic acid

Downstream raw materials:

8-(α-methoxy-benzyl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione

2-methoxy-2-(phenyl)acetyl chloride

2-methoxy-2-phenylethanol

(R)-methoxyphenylacetic acid

Refernces

• 1、 Li, Rui,Zhang, Shiyi,Zhang, Yudan,Zhao, Mingqin. "The effect of solvents on the thermal degradation products of two Amadori derivatives". . p. 9309 - 9317. Retrieved 2020/03/23.
• 2、 Singh, Buddh,Gupta, Pankaj,Chaubey, Asha,Parshad, Rajinder,Sharma, Shiromani,Taneja, Subhash C.. "Enantiomerically pure α-methoxyaryl acetaldehydes as versatile precursors: a facile chemo-enzymatic methodology for their preparation". experimental part. p. 2579 - 2588. Retrieved 2009/04/05.