Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid

Base Information

• Chemical Name: Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid
• CAS No.: 102589-30-0
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.177
• DSSTox Substance ID: DTXSID90560123
• Nikkaji Number: J2.849.684B
• Mol file: 102589-30-0.mol

Synonyms:102589-30-0;BICYCLO[2.2.2]OCTA-2,5-DIENE-2-CARBOXYLIC ACID;Bicyclo[2.2.2]octa-2,5-diene-2-carboxylicacid;SCHEMBL4705446;DTXSID90560123;KHKYIHFNQHBFAM-UHFFFAOYSA-N;AKOS027394282

Chemical Property of Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid

Chemical Property:

• Melting Point: 91-93°C
• PSA: 37.30000
• LogP: 1.59340
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 250

Purity/Quality:

97% ^*data from raw suppliers

Bicyclo[2.2.2]octa-2,5-diene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C=CC1C=C2C(=O)O
• Uses: Intermediate in the production of Prazosin and Prazosin analogs.

Technology Process of Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid

There total 3 articles about Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic 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: 75.0%

cyclohexa-1,3-diene (1165952-91-9) + Propiolic acid (471-25-0) → bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid (102589-30-0)

Guidance literature:

for 168h; Ambient temperature;

DOI:10.1021/jm00121a020

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + cyclohexa-1,3-diene (1165952-91-9) + Propiolic acid (471-25-0) → bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid (102589-30-0)

Guidance literature:

Reference yield:

→ bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid (102589-30-0)

Guidance literature:

upstream raw materials:

1,4-dioxane

cyclohexa-1,3-diene

Propiolic acid

Downstream raw materials:

2-(chlorocarbonyl)bicyclo<2.2.2>octa-2,5-diene

1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(bicyclo[2,2,2]octa-2,5-diene-2-carbonyl)piperazine

Refernces

• 1、 -. "PRAZOSIN ANALOG WITH INCREASED SELECTIVITY AND DURATION OF ACTION". . . Retrieved 2008/06/13.