BICYCLO[2.2.2]OCT-2-ENE-2,3-DICARBOXYLIC ANHYDRIDE

Base Information

• Chemical Name: BICYCLO[2.2.2]OCT-2-ENE-2,3-DICARBOXYLIC ANHYDRIDE
• CAS No.: 151813-29-5
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.188
• Hs Code.: 2932999099
• Mol file: 151813-29-5.mol

Synonyms:BICYCLO[2.2.2]OCT-2-ENE-2,3-DICARBOXYLIC ANHYDRIDE;4,5,6,7-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione;Bicyclo2.2.2üoct-2-ene-2,3-dicarboxylic anhydride, 98%

Chemical Property of BICYCLO[2.2.2]OCT-2-ENE-2,3-DICARBOXYLIC ANHYDRIDE

Chemical Property:

• Vapor Pressure: 0.000102mmHg at 25°C
• Melting Point: 158-160°C
• Refractive Index: 1.572
• Boiling Point: 337.9°Cat760mmHg
• Flash Point: 164.6°C
• PSA: 43.37000
• Density: 1.34g/cm³
• LogP: 1.18640
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.

Purity/Quality:

98%Min ^*data from raw suppliers

4,5,6,7-Tetrahydro-4,7-ethanoisobenzofuran-1,3-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BICYCLO[2.2.2]OCT-2-ENE-2,3-DICARBOXYLIC ANHYDRIDE

There total 8 articles about BICYCLO[2.2.2]OCT-2-ENE-2,3-DICARBOXYLIC ANHYDRIDE 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%

Bicyclo<2.2.2>oct-2-ene-2,3-dicarboxylic acid → Bicyclo<2.2.2>oct-2-ene-2,3-dicarboxylic anhydride (151813-29-5)

Guidance literature:

With acetic anhydride; at 100 ℃; for 1.5h;

Reference yield: 81.0%

maleic anhydride (108-31-6) + cyclohexa-1,3-diene (1165952-91-9) → Bicyclo<2.2.2>oct-2-ene-2,3-dicarboxylic anhydride (151813-29-5)

Guidance literature:

In chloroform; at 0 - 20 ℃; Darkness;

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) → Bicyclo<2.2.2>oct-2-ene-2,3-dicarboxylic anhydride (151813-29-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 18 h / 60 °C

2.1: palladium on activated charcoal; hydrogen / ethyl acetate / 2 h

3.1: sodium hydroxide; water / methanol / 8 h / 60 °C

3.2: pH 1

4.1: acetic anhydride / 1.5 h / 100 °C

With palladium on activated charcoal; water; hydrogen; acetic anhydride; sodium hydroxide; In tetrahydrofuran; methanol; ethyl acetate;

upstream raw materials:

cyclohexa-1,4-diene

cyclohexa-1,3-diene

dimethyl acetylenedicarboxylate

acetic acid

Downstream raw materials:

3,6-dichloro-4,5-diazatricyclo[6.2.2.2,7]dodeca-2⁽⁷⁾,3,5-triene

C₂₈H₃₂ClN₅O₂

C₄₄H₅₂N₈O₄

C₄₈H₅₈N₁₀O₆

Refernces

• 1、 -. "INHIBITORS OF INFLUENZA VIRUS REPLICATION, APPLICATION METHODS AND USES THEREOF". Paragraph 00220. . Retrieved 2017/07/04.
• 2、 -. "BRIDGED RING COMPOUNDS AS HEPATITIS C VIRUS (HCV) INHIBITORS AND PHARMACEUTICAL APPLICATIONS THEREOF". Paragraph 00415. . Retrieved 2014/02/16.