CIS-BICYCLO(3.3.0)OCTANE-2-CARBOXYLIC

Base Information

• Chemical Name: CIS-BICYCLO(3.3.0)OCTANE-2-CARBOXYLIC
• CAS No.: 18209-43-3
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Mol file: 18209-43-3.mol

Synonyms:1-Pentalenecarboxylicacid, octahydro-, (1a,3aa,6aa)- (9CI); 1-Pentalenecarboxylic acid, octahydro-, cis-exo-(8CI)

Chemical Property of CIS-BICYCLO(3.3.0)OCTANE-2-CARBOXYLIC

Chemical Property:

• PSA: 37.30000
• LogP: 1.89730

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CIS-BICYCLO(3.3.0)OCTANE-2-CARBOXYLIC

There total 17 articles about CIS-BICYCLO(3.3.0)OCTANE-2-CARBOXYLIC 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:

cis-bicyclo<3.3.0>octa-2,6-diene-2-carboxylic acid (85717-55-1,82131-21-3) → cis-Bicyclo[3.3.0]octan-carbonsaeure-(2) (7403-22-7,18209-43-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Yield given;

DOI:10.1021/jo00161a012

Reference yield:

exo,cis-2-(Trichlormethyl)-bicyclo<3.3.0>octan → exo-cis-bicyclo<3.3.0>octane-2-carboxylic acid (7403-22-7,18209-43-3)

Guidance literature:

With phosphoric acid;

DOI:10.1021/ja01059a055

Reference yield:

→ (+/-)-(3ar,6ac)-octahydro-pentalene-1t-carboxylic acid (7403-22-7,18209-43-3)

Guidance literature:

With palladium on activated charcoal; ethanol; Hydrogenation;

DOI:10.1021/ja01544a067

upstream raw materials:

cis-bicyclo<3.3.0>octa-2,6-diene-2-carboxylic acid

cis-2-Hydroxymethyl-bicyclo<3.3.0>octan

Cyclooctene oxide

cis-Cyclooctene

Downstream raw materials:

tetrahydrotriquinacene

Toluene-4-sulfonic acid (1S,2aR,4aS,6aR,6bR)-(decahydro-cyclopenta[cd]pentalen-1-yl) ester

Toluene-4-sulfonic acid (2aR,4aS,6aR,6bR)-1-(decahydro-cyclopenta[cd]pentalen-1-yl)methyl ester

(3aR,6aR)-Octahydro-pentalene-1-carbonyl chloride

Refernces

• 1、 Whitesell, James K.,Minton, Mark A.,Felman, Steven W.. "Resolution and Absolute Configuration of Bicycloocta-2,6-diene-2-carboxylic Acid". . p. 2193 - 2195. Retrieved 2007/10/02.
• 2、 Fujikura, Yoshiaki,Takaishi, Naotake,Inamoto, Yoshiaki. "Acid catalyzed ring contractions in endo-2,8-trimethylene-cis-bicyclo[3.3.0]octylcations to methylperhydrotriquinacenes. One of the methyl extrusion processes in the tricycloundecane rearrangement". . p. 4465 - 4477. Retrieved 2014/12/10.