2-(5-Methoxy-2-nitrophenyl)acetic acid

Base Information

• Chemical Name: 2-(5-Methoxy-2-nitrophenyl)acetic acid
• CAS No.: 20876-29-3
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID30532162
• Nikkaji Number: J1.408.576I
• Wikidata: Q82404560
• Mol file: 20876-29-3.mol

Synonyms:20876-29-3;2-(5-METHOXY-2-NITROPHENYL)ACETIC ACID;5-METHOXY-2-NITROPHENYLACETIC ACID;(5-METHOXY-2-NITRO-PHENYL)-ACETIC ACID;Benzeneaceticacid, 5-methoxy-2-nitro-;MFCD00047735;BENZENEACETIC ACID, 5-METHOXY-2-NITRO-;5-Methoxy-2-nitrophenylaceticAcid;SCHEMBL3750320;DTXSID30532162;QBRHCFNZQWZEQM-UHFFFAOYSA-N;(5-methoxy-2-nitrophenyl)acetic acid;5-methoxy-2-nitrobenzene-acetic acid;AKOS005145210;AB02065;CS-W002234;AC-29353;CS-11424;SY020300;EN300-1855079;A814995;2-(5-methoxy-2-nitro-phenyl)acetic acid;5-Methoxy-2-nitrophenylacetic Acid

Chemical Property of 2-(5-Methoxy-2-nitrophenyl)acetic acid

Chemical Property:

• Melting Point: 176 °C
• Boiling Point: 404.7 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 198.5 °C
• PSA: 92.35000
• Density: 1.382 g/cm³
• LogP: 1.75370
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 211.04807239
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

2-(5-Methoxy-2-nitrophenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)[N+](=O)[O-])CC(=O)O

Technology Process of 2-(5-Methoxy-2-nitrophenyl)acetic acid

There total 9 articles about 2-(5-Methoxy-2-nitrophenyl)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: 87.0%

2-(5-methoxy-2-nitrophenyl)acetonitrile (89302-15-8) → 2-(5-methoxy-2-nitrophenyl)acetic acid (20876-29-3)

Guidance literature:

With hydrogenchloride; acetic acid; for 4h; Reflux;

DOI:10.1016/j.tetlet.2014.11.015

Reference yield: 67.0%

5-methoxy-2-nitrotoluene (5367-32-8) + oxalic acid diethyl ester (95-92-1) → 2-(5-methoxy-2-nitrophenyl)acetic acid (20876-29-3)

Guidance literature:

5-methoxy-2-nitrotoluene; oxalic acid diethyl ester; With sodium ethanolate; In diethyl ether; ethanol; at 20 ℃; for 3h;

With sodium hydroxide; In water; at 20 ℃; for 1h; pH=9; Further stages.;

DOI:10.1021/jo015854w

Reference yield: 35.0%

ethyl 2-(5-methoxy-2-nitrophenyl)ethanoate (117559-88-3) → 2-(5-methoxy-2-nitrophenyl)acetic acid (20876-29-3)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 16h;

upstream raw materials:

(5-methoxy-2-nitro-phenyl)-pyruvic acid

m-methoxyphenylacetic acid

5-methoxy-2-nitrotoluene

oxalic acid diethyl ester

Downstream raw materials:

5-methoxyindolin-2-one

5-methoxy-2-nitro-N-[1-(phenylmethyl)-4-piperidinyl]-benzeneacetamide

2-(5-methoxy-2-nitrophenyl)ethan-1-ol

ethyl 2-acetamido-5-methoxyphenylacetate

Refernces

• 1、 Tanabe, Genzoh,Sugano, Youta,Shirato, Miki,Sonoda, Naoki,Tsutsui, Nozomi,Morikawa, Toshio,Ninomiya, Kiyofumi,Yoshikawa, Masayuki,Muraoka, Osamu. "Total Synthesis of 4,5-Didehydroguadiscine: A Potent Melanogenesis Inhibitor from the Brazilian Medicinal Herb, Hornschuchia obliqua". . p. 1536 - 1542. Retrieved 2015/08/03.
• 2、 Mologni, Luca,Rostagno, Roberta,Brussolo, Stefania,Knowles, Phillip P.,Kjaer, Svend,Murray-Rust, Judith,Rosso, Enrico,Zambon, Alfonso,Scapozza, Leonardo,McDonald, Neil Q.,Lucchini, Vittorio,Gambacorti-Passerini, Carlo. "Synthesis, structure-activity relationship and crystallographic studies of 3-substituted indolin-2-one RET inhibitors". experimental part. p. 1482 - 1496. Retrieved 2010/04/29.