4,7-Methanoisobenzofuran-1,3-dione, 4,7-dihydro-

Base Information

• Chemical Name: 4,7-Methanoisobenzofuran-1,3-dione, 4,7-dihydro-
• CAS No.: 17397-31-8
• Molecular Formula: C9H6O3
• Molecular Weight: 162.14200
• DSSTox Substance ID: DTXSID60507606
• Nikkaji Number: J213.112I,J754.922I
• Mol file: 17397-31-8.mol

Synonyms:17397-31-8;4,7-Methanoisobenzofuran-1,3-dione, 4,7-dihydro-;4,7-Dihydro-4,7-methano-2-benzofuran-1,3-dione;4-oxatricyclo[5.2.1.02,6]deca-2(6),8-diene-3,5-dione;bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride;SCHEMBL926791;DTXSID60507606

Chemical Property of 4,7-Methanoisobenzofuran-1,3-dione, 4,7-dihydro-

Chemical Property:

• Boiling Point: 342.8±42.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 0.57230
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.031694049
• Heavy Atom Count: 12
• Complexity: 330

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C=CC1C3=C2C(=O)OC3=O

Technology Process of 4,7-Methanoisobenzofuran-1,3-dione, 4,7-dihydro-

There total 6 articles about 4,7-Methanoisobenzofuran-1,3-dione, 4,7-dihydro- 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: 100.0%

bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid (15872-28-3) → bicyclo<2.2.1>hepta-2,3-dicarboxylic anhydride (17397-31-8)

Guidance literature:

bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid; With trifluoroacetic anhydride; at 20 ℃; for 16h;

With potassium hydroxide; for 18h;

DOI:10.1016/j.molstruc.2021.131610

Reference yield: 85.0%

1,4,4a,5,8,8a-hexahydro-1,4-exo-oxa-5,8-exo-methanonaphthalene-4a,8a-dicarboxylic anhydride (81423-99-6) → norbornadiene-2,3-dicarboxylic anhydride (17397-31-8)

Guidance literature:

at 325 ℃; under 0.00375 Torr; Pyrolysis;

DOI:10.1016/j.tet.2007.03.009

Reference yield:

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate (947-57-9) → bicyclo<2.2.1>hepta-2,3-dicarboxylic anhydride (17397-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / 20 °C

2: acetic anhydride / 4 h / 20 °C

With lithium hydroxide; acetic anhydride; In tetrahydrofuran; water;

DOI:10.1021/jo010268o

upstream raw materials:

bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate

cyclopenta-1,3-diene

1,4,4a,5,8,8a-hexahydro-1,4-exo-oxa-5,8-exo-methanonaphthalene-4a,8a-dicarboxylic anhydride

Downstream raw materials:

2-(methoxycarbonyl)bicyclo[2.2.1]hepta-2,5-diene-3-carboxylic acid

3-(p-methylphenylcarbamoyl)norbornadiene-2-carboxylic acid

3-(p-chlorophenylcarbamoyl)norbornadiene-2-carboxylic acid

3-<(p-nitrophenyl)carbamoyl>norbornadiene-2-carboxylic acid