1,2,3,3a,4,5-Hexahydropentalene

Base Information

• Chemical Name: 1,2,3,3a,4,5-Hexahydropentalene
• CAS No.: 694-73-5
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• DSSTox Substance ID: DTXSID80516674
• Nikkaji Number: J1.383.752J
• Mol file: 694-73-5.mol

Synonyms:bicyclo[3.3.0]octene;1,2,3,3a,4,5-hexahydropentalene;694-73-5;DTXSID80516674;WGGHTQJCLFQFTA-UHFFFAOYSA-N;InChI=1/C8H12/c1-3-7-5-2-6-8(7)4-1/h3,8H,1-2,4-6H

Chemical Property of 1,2,3,3a,4,5-Hexahydropentalene

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 122

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CCC=C2C1

Technology Process of 1,2,3,3a,4,5-Hexahydropentalene

There total 2 articles about 1,2,3,3a,4,5-Hexahydropentalene 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:

trans-2,6-diiodobicyclo[3.3.0]octane → cis-octahydro-pentalene (1755-05-1) + bicyclo<3.3.0>oct-1-ene (694-73-5) + (3aS,6aS)-1,2,3,3a,4,6a-Hexahydro-pentalene (930-99-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h; Title compound not separated from byproducts; Heating;

DOI:10.1016/j.tet.2005.09.019

Reference yield:

trifluoromethanesulfonic acid cyclooct-1-enyl ester → bicyclo[3.3.0]oct-2-ene (5549-09-7) + bicyclo[3.3.0]oct-1(5)-ene (6491-93-6) + bicyclo<3.3.0>oct-1-ene (694-73-5)

Guidance literature:

With trityl tetrakis(pentafluorophenyl)borate; lithium hexamethyldisilazane; at 30 ℃; for 0.5h; Reagent/catalyst; Overall yield = 98 %; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.9b02110

Refernces

• 1、 Günba?, Duygu D.,Algi, Fatih,H?kelek, Tuncer,Watson, William H.,Balci, Metin. "Functionalization of saturated hydrocarbons. High temperature bromination of octahydropentalene. Part 19". . p. 11177 - 11183. Retrieved 2007/10/03.