1-Methyl-7-oxabicyclo[2.2.1]-5-heptene-2,3-dicarboxylicanhydride

Base Information

• Chemical Name: 1-Methyl-7-oxabicyclo[2.2.1]-5-heptene-2,3-dicarboxylicanhydride
• CAS No.: 941-63-9
• Molecular Formula: C9H8 O4
• Molecular Weight: 180.16
• Hs Code.: 2932999099
• Mol file: 941-63-9.mol

Synonyms:4,7-Epoxyisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydro-4-methyl-, (3aa,4b,7b,7aa)-; 7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride, 1-methyl-,exo- (8CI)

Chemical Property of 1-Methyl-7-oxabicyclo[2.2.1]-5-heptene-2,3-dicarboxylicanhydride

Chemical Property:

• Melting Point: 75-76 °C (decomp)
• Boiling Point: 345.1±42.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.469±0.06 g/cm3(Predicted)
• LogP: 0.02950

Purity/Quality:

98% ^*data from raw suppliers

(3aR,4S,7R,7aS)-rel-3a,4,7,7a-Tetrahydro-4-methyl-4,7-epoxyisobenzofuran-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3aR,4S,7R,7aS)-rel-3a,4,7,7a-Tetrahydro-4-methyl-4,7-epoxyisobenzofuran-1,3-dione is an intermediate in the synthesis of 2-Amino-1,6-dimethylfuro[3,2-e]imidazo[4,5-b]pyridine (A605070), a heterocyclic aromatic amines (HAAs) as potential human carcinogen.

Technology Process of 1-Methyl-7-oxabicyclo[2.2.1]-5-heptene-2,3-dicarboxylicanhydride

There total 1 articles about 1-Methyl-7-oxabicyclo[2.2.1]-5-heptene-2,3-dicarboxylicanhydride 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: 84.0%

2-methylfuran (534-22-5) + maleic anhydride (108-31-6) → exo-4-methyl-7-oxanicyclo[2.2.1]-2-heptene-5,6-dicarboxylic acid anhydride (941-63-9,6766-45-6,62653-25-2)

Guidance literature:

In neat (no solvent); at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c3gc41655k

Reference yield: 95.0%

1-methyl-7-oxabicyclo<2.2.1>heptene-exo-2,3-dicarboxylic anhydride (941-63-9) → 1-methyl-7-oxa-bicyclo[2.2.1]heptane-2endo,3endo-dicarboxylic acid anhydride (6345-56-8,54422-97-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/cssc.201500511

Reference yield: 81.0%

exo-4-methyl-7-oxanicyclo[2.2.1]-2-heptene-5,6-dicarboxylic acid anhydride (941-63-9,6766-45-6,62653-25-2) → 1-methyl-7-oxa-bicyclo[2.2.1]heptane-2exo,3exo-dicarboxylic acid anhydride (6345-56-8,54422-97-8)

Guidance literature:

With hydrogen; 10percent Pd/C; In acetone; at 20 ℃; under 2585.81 Torr;

DOI:10.1039/b707092f

upstream raw materials:

2-methylfuran

maleic anhydride

Downstream raw materials:

1-methyl-7-oxa-bicyclo[2.2.1]heptane-2exo,3exo-dicarboxylic acid anhydride

2-methylfuran

maleic acid

(+/-)-1-methyl-7-oxa-norbornane-2endo,3exo-dicarboxylic acid

Refernces

• 1、 Zhang, Jie,Lawrance, Geoffrey A.,Chau, Ngoc,Robinson, Phillip J.,McCluskey, Adam. "From Spanish fly to room-temperature ionic liquids (RTILs): Synthesis, thermal stability and inhibition of dynamin 1 GTPase by a novel class of RTILs". . p. 28 - 36. Retrieved 2008/03/30.
• 2、 Telan, Leila A.,Firestone, Raymond A.. "Heavy atom effects reveal diradical intermediates. I. An aqueous Diels- Alder reaction". . p. 14269 - 14280. Retrieved 2007/10/03.