2-(4-Methoxyphenyl)-2-oxoacetic acid

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-2-oxoacetic acid
• CAS No.: 7099-91-4
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• European Community (EC) Number: 819-550-5
• DSSTox Substance ID: DTXSID701304145
• Nikkaji Number: J1.242.242C
• Wikidata: Q105111512
• ChEMBL ID: CHEMBL56976
• Mol file: 7099-91-4.mol

Synonyms:2-(4-methoxyphenyl)-2-oxoacetic acid;7099-91-4;(4-Methoxyphenyl)glyoxylic acid;4-methoxybenzoylformic acid;CHEMBL56976;p-methoxybenzoylformic acid;4-methoxybenzoyl formic acid;4-methoxyphenylglyoxylic acid;4-Methoxyphenyloxoacetic acid;SCHEMBL906482;DTXSID701304145;(4-Methoxy-phenyl)-oxo-acetic acid;BDBM50102177;(4-Methoxyphenyl)(oxo)acetic acid #;AKOS009312827;Benzeneacetic acid, 4-methoxy-.alpha.-oxo-;CS-0262830;EN300-83892

Chemical Property of 2-(4-Methoxyphenyl)-2-oxoacetic acid

Chemical Property:

• Melting Point: 88 °C
• Boiling Point: 185 °C(Press: 15 Torr)
• PKA: 2.19±0.54(Predicted)
• PSA: 63.60000
• Density: 1.290±0.06 g/cm3(Predicted)
• LogP: 0.96250
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxy-a-oxo-benzeneaceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C(=O)O

Technology Process of 2-(4-Methoxyphenyl)-2-oxoacetic acid

There total 45 articles about 2-(4-Methoxyphenyl)-2-oxoacetic 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: 92.0%

1-(4-methoxyphenyl)ethanone (100-06-1) → p-methoxybenzoylformic acid (7099-91-4)

Guidance literature:

With pyridine; selenium(IV) oxide; at 90 - 110 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00920

Reference yield: 87.0%

1-(4-methoxy-phenyl)-2-nitro-ethanol (38316-05-1) → p-methoxybenzoylformic acid (7099-91-4)

Guidance literature:

With copper diacetate; In methanol; water; acetic acid; for 4h; Heating;

DOI:10.1016/S0040-4039(99)02179-6

Reference yield: 86.0%

1-(4-methoxyphenyl) ethane-1,2-diol (32345-64-5,147159-72-6,147254-29-3,13603-63-9) → p-methoxybenzoylformic acid (7099-91-4)

Guidance literature:

With acetic acid; sodium nitrite; In water; acetonitrile; at 20 ℃; for 18h;

DOI:10.1021/acs.joc.0c01302

upstream raw materials:

4-methoxybenzoyl cyanide

Ethyl oxalyl chloride

methoxybenzene

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

2-(Methoxyoxalylhydrazono)-2-(4-methoxyphenyl)essigsaeure

4-methoxybenzoic acid

N-benzyl-1-[N'-carbamoyl-N-(2-oxo-2-{p-methoxyphenyl}acetyl)hydrazino]cyclohexanecarboxamide

2-(4-methoxyphenyl)-2-hydroxypropanoic acid

Refernces

• 1、 Dai, Zengjin,Pan, Ying-Min,Wang, Shou-Guo,Yin, Qin,Zhang, Xumu. "Direct reductive amination of ketones with ammonium salt catalysed by Cp*Ir(iii) complexes bearing an amidato ligand". supporting information. p. 8934 - 8939. Retrieved 2021/11/04.
• 2、 Long, Lipeng,Wang, Jieyan,Gu, Liuqing,Yang, Shiguang,Qiao, Liang,Luo, Guotian,Chen, Zhengwang. "Hypervalent Iodine(III)-Promoted Radical Oxidative C-H Annulation of Arylamines with α-Keto Acids". supporting information. p. 12084 - 12092. Retrieved 2021/08/24.