5-Methoxyisobenzofuran-1,3-dione

Base Information

• Chemical Name: 5-Methoxyisobenzofuran-1,3-dione
• CAS No.: 28281-76-7
• Molecular Formula: C9H6O4
• Molecular Weight: 178.144
• Hs Code.: 2932999099
• European Community (EC) Number: 861-499-6
• DSSTox Substance ID: DTXSID30348669
• Wikidata: Q72490117
• Mol file: 28281-76-7.mol

Synonyms:5-methoxyisobenzofuran-1,3-dione;28281-76-7;5-Methoxy-isobenzofuran-1,3-dione;5-methoxy-2-benzofuran-1,3-dione;1,3-isobenzofurandione, 5-methoxy-;4-methoxyphthalic anhydride;5-methoxy-1,3-dihydro-2-benzofuran-1,3-dione;5-methoxyphthalic anhydride;SCHEMBL383503;DTXSID30348669;5-Methoxy isobenzofuran-1,3-dione;BCP26915;MFCD02670942;AKOS000278088;CS-W019718;DS-0473;AC-26712;AM803633;A5382;FT-0647835;EN300-120933;isopropyl4-bromo-5-methylthiophene-2-carboxylate

Chemical Property of 5-Methoxyisobenzofuran-1,3-dione

Chemical Property:

• Melting Point: 98-99 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 348.574 °C at 760 mmHg
• Flash Point: 158.837 °C
• PSA: 52.60000
• Density: 1.407 g/cm³
• LogP: 1.00580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.02660867
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

99.0%Min ^*data from raw suppliers

5-Methoxyisobenzofuran-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=O)OC2=O
• Uses: 5-Methoxyisobenzofuran-1,3-dione is used as a reagent in the synthesis of basic ethers of 1,2-dihydropyrrolo[1,2-α]indole, 6H-isoindolo[2,1-α]indole, and 6H-benz[5,6]isoindolo[2,1-α]indole which display antiproliferative activity.

Technology Process of 5-Methoxyisobenzofuran-1,3-dione

There total 14 articles about 5-Methoxyisobenzofuran-1,3-dione 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: 99.0%

4-methoxyphthalic acid (1885-13-8) → 5-methoxyisobenzofuran-1,3-dione (28281-76-7)

Guidance literature:

With acetic anhydride; In tetrahydrofuran; for 4h; Heating / reflux;

Reference yield: 88.0%

6-methoxyphthalide (4741-63-3) → 5-methoxyisobenzofuran-1,3-dione (28281-76-7)

Guidance literature:

With potassium permanganate; hydroxide;

DOI:10.1016/0223-5234(87)90054-7

Reference yield: 57.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-hydroxyphthalic anhydride (27550-59-0) → 5-methoxyisobenzofuran-1,3-dione (28281-76-7)

Guidance literature:

In diethyl ether;

DOI:10.1039/a708468d

upstream raw materials:

diazomethane

4-hydroxyphthalic anhydride

4-methoxyphthalic acid

p-Methoxybenzoic anhydride

Downstream raw materials:

2-benzothiazol-2-yl-5-methoxy-benzoic acid

2-benzothiazol-2-yl-4-methoxy-benzoic acid

4-methoxyphthalimide

2-(2-Diazo-acetyl)-5-methoxy-benzoic acid methyl ester

Refernces

• 1、 Chen, Bailing,Feru, Frederic,Feutrill, John,Gero, Thomas W.,Gray, Nathanael S.,Groendyke, Brian J.,Li, Bin,Li, Zhengnian,Powell, Chelsea E.,Scott, David A.,Szabo, Hilary. "Discovery of a series of benzopyrimidodiazepinone TNK2 inhibitors via scaffold morphing". supporting information. . Retrieved 2020/08/07.
• 2、 Kim, Tai Kyoung,Kim, Joung Eun,Youn, Ui Joung,Han, Se Jong,Kim, Il-Chan,Cho, Cheon-Gyu,Yim, Joung Han. "Total Syntheses of Lobaric Acid and Its Derivatives from the Antarctic Lichen Stereocaulon alpinum". . p. 1460 - 1467. Retrieved 2018/06/29.