2-(4-(Methoxycarbonyl)phenyl)acetic acid

Base Information

• Chemical Name: 2-(4-(Methoxycarbonyl)phenyl)acetic acid
• CAS No.: 22744-12-3
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 2918990090
• European Community (EC) Number: 816-945-4
• DSSTox Substance ID: DTXSID90445002
• Nikkaji Number: J1.358.369B
• Wikidata: Q72489505
• Mol file: 22744-12-3.mol

Synonyms:2-(4-(METHOXYCARBONYL)PHENYL)ACETIC ACID;22744-12-3;2-(4-methoxycarbonylphenyl)acetic Acid;4-(Methoxycarbonyl)phenylacetic acid;MFCD19440718;[4-(methoxycarbonyl)phenyl]acetic acid;2-[4-(Methoxycarbonyl)phenyl]acetic acid;Benzeneacetic acid, 4-(methoxycarbonyl)-;2-(4-(Methoxycarbonyl)phenyl)aceticacid;SCHEMBL211335;4-methoxycarbonylphenylacetic acid;DTXSID90445002;TXZVCDJZNRCDKW-UHFFFAOYSA-N;BCP01686;BBL102343;STL556143;4-(Methoxycarbonyl)benzeneacetic acid;AKOS015998743;CS-W006135;GS-3773;4-carboxymethylbenzoic acid methyl ester;4-carboxymethyl benzoic acid methyl ester;4-carboxymethyl-benzoic acid methyl ester;SY110939;FT-0709070;EN300-159654;A852341;AU-004/43508119;Z1262510931

Chemical Property of 2-(4-(Methoxycarbonyl)phenyl)acetic acid

Chemical Property:

• Melting Point: 112-115 °C
• Boiling Point: 349.59 °C at 760 mmHg
• PKA: 4.06±0.10(Predicted)
• Flash Point: 140.007 °C
• PSA: 63.60000
• Density: 1.255 g/cm³
• LogP: 1.10030
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

2-(4-(Methoxycarbonyl)phenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)CC(=O)O

Technology Process of 2-(4-(Methoxycarbonyl)phenyl)acetic acid

There total 48 articles about 2-(4-(Methoxycarbonyl)phenyl)acetic 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: 94.4%

methyl 4-(2-methoxy-2-oxoethyl)benzoate (52787-14-1) → [4-(methoxycarbonyl)phenyl]acetic acid (22744-12-3)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; ethanol; at 25 ℃; for 10h;

Reference yield: 93.0%

methyl 4-(2-(benzyloxy)-2-oxoethyl)benzoate (530145-21-2) → [4-(methoxycarbonyl)phenyl]acetic acid (22744-12-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 5h;

DOI:10.1021/acsmedchemlett.0c00200

Reference yield: 91.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + carbon monoxide (201230-82-2) → [4-(methoxycarbonyl)phenyl]acetic acid (22744-12-3)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium iodide; In formic acid; at 75 ℃; for 18h; under 760 Torr;

DOI:10.1016/S0040-4039(00)01327-7

upstream raw materials:

4-(2-diazoacetyl)benzoic acid methyl ester

methyl 4-(2-methoxy-2-oxoethyl)benzoate

Methyl 4-(bromomethyl)benzoate

carbon monoxide

Downstream raw materials:

2-(4-Carbomethoxyphenyl)-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propionic acid

N-[1-(3,3-diphenylpropyl)-4-piperidinyl]-N-methyl-4-methoxycarbonylphenylacetamide

methyl 4-(3-chloro-2-oxopropyl)benzoate

methyl 4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)methyl]benzoate

Refernces

• 1、 Ashbrook, Chloe,Carnell, Andrew J.,Goulding, Ellie,Hatton, Harry,Johnson, James R.,Kershaw, Neil M.,McCue, Hannah V.,Rigden, Daniel J.,Ward, Lucy C.. "Carboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis". supporting information. . Retrieved 2022/02/21.
• 2、 Zhong, Jun-Song,Yang, Zi-Xin,Ding, Cheng-Lin,Huang, Ya-Feng,Zhao, Yi,Yan, Hong,Ye, Ke-Yin. "Desulfonylative Electrocarboxylation with Carbon Dioxide". supporting information. p. 16162 - 16170. Retrieved 2021/09/02.