Dispiro[cyclobutane-1,3-tricyclo[3.1.0.02,4]hexane-6,1-cyclobutane] (9CI)

Base Information

• Chemical Name: Dispiro[cyclobutane-1,3-tricyclo[3.1.0.02,4]hexane-6,1-cyclobutane] (9CI)
• CAS No.: 114640-69-6
• Molecular Formula: C₁₂H₁₆
• Molecular Weight: 160.259
• DSSTox Substance ID: DTXSID00561282
• Wikidata: Q82445011
• Mol file: 114640-69-6.mol

Synonyms:114640-69-6;Dispiro[cyclobutane-1,3-tricyclo[3.1.0.02,4]hexane-6,1-cyclobutane] (9CI);DTXSID00561282;Dispiro[cyclobutane-1,3'-tricyclo[3.1.0.0~2,4~]hexane-6',1''-cyclobutane]

Chemical Property of Dispiro[cyclobutane-1,3-tricyclo[3.1.0.02,4]hexane-6,1-cyclobutane] (9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 2.83260
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 160.125200510
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(C1)C3C2C4C3C45CCC5

Technology Process of Dispiro[cyclobutane-1,3-tricyclo[3.1.0.02,4]hexane-6,1-cyclobutane] (9CI)

There total 6 articles about Dispiro[cyclobutane-1,3-tricyclo[3.1.0.02,4]hexane-6,1-cyclobutane] (9CI) 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: 67.0%

spiro<2.3>hex-1-ene (71153-32-7) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → cyclobutane-spiro-3-tricyclo<3.1.0.02,4>hexane-6-spirocyclobutane (114640-69-6) + exo,trans-tetracyclo<5.2.1.02,6.03,5>dec-8-ene-4-spirocyclobutane (114640-68-5) + cyclobutanespiro-4-hexacyclo<5.5.1.02,6.03,5.08,12.09,11>tridecane-10-spirocyclobutane (114640-70-9,115225-81-5)

Guidance literature:

copper(I) chloride * phenylphosphite; In dichloromethane; at -20 ℃; for 0.666667h;

DOI:10.1007/BF01557514

Reference yield: 5.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + spiro<2.3>hex-1-ene (71153-32-7) → 1-cyclopropyl-1-cyclobutene (22693-18-1) + (cyclopropylmethylene)cyclobutane (70624-82-7) + cyclobutane-spiro-3-tricyclo<3.1.0.02,4>hexane-6-spirocyclobutane (114640-69-6)

Guidance literature:

With palladium diacetate; In diethyl ether; at 0 ℃;

Reference yield: 3.0%

spiro<2.3>hex-1-ene (71153-32-7) → 1-cyclopropyl-1-cyclobutene (22693-18-1) + (cyclopropylmethylene)cyclobutane (70624-82-7) + cyclobutane-spiro-3-tricyclo<3.1.0.02,4>hexane-6-spirocyclobutane (114640-69-6)

Guidance literature:

With diazomethane; palladium diacetate; In diethyl ether; at 0 ℃;

upstream raw materials:

diazomethane

spiro<2.3>hex-1-ene

bicyclo[2.2.1]hepta-2,5-diene