Dispiro[2.0.2.2]octane

Base Information

• Chemical Name: Dispiro[2.0.2.2]octane
• CAS No.: 21426-37-9
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.183
• DSSTox Substance ID: DTXSID70175698
• Nikkaji Number: J125.108B
• Wikidata: Q83046021
• Mol file: 21426-37-9.mol

Synonyms:Dispiro[2.0.2.2]octane;21426-37-9;Dispiro(2.0.2.2)octane;dispiro[2.2.2.0]octane;DTXSID70175698;KHCZAHBPHDGNJP-UHFFFAOYSA-N

Chemical Property of Dispiro[2.0.2.2]octane

Chemical Property:

• Vapor Pressure: 4.4mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 152.8 °C at 760 mmHg
• Flash Point: 22.8 °C
• PSA: 0.00000
• Density: 1.02 g/cm³
• LogP: 2.34060
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC12CCC23CC3

Technology Process of Dispiro[2.0.2.2]octane

There total 4 articles about Dispiro[2.0.2.2]octane 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: 95.0%

diiodomethane (75-11-6) + 4-methylenespiro<2.3>hexane (137072-99-2) → Dispiro <2.0.2.2.>octan (21426-37-9)

Guidance literature:

With copper(l) chloride; zinc; In diethyl ether; for 15h; Heating;

DOI:10.1021/ja00153a006

Reference yield:

spiro<2.3>hexan-4-one (20571-15-7) → Dispiro <2.0.2.2.>octan (21426-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / dimethylsulfoxide / 0.5 h / Ambient temperature

2: 95 percent / Zn, CuCl / diethyl ether / 15 h / Heating

With copper(l) chloride; zinc; In diethyl ether; dimethyl sulfoxide;

DOI:10.1021/ja00153a006

Reference yield:

methylene cyclopropane (6142-73-0) → Dispiro <2.0.2.2.>octan (21426-37-9)

Guidance literature:

With hydroquinone; at 240 - 245 ℃; for 48h;

DOI:10.1016/S0040-4020(01)93659-2

upstream raw materials:

methylene cyclopropane

diiodomethane

4-methylenespiro<2.3>hexane

spiro<2.3>hexan-4-one

Refernces

• 1、 Beckhaus,Rüchardt,Kozhushkov,Belov,Verevkin,De Meijere. "Strain energies in [n]triangulanes and spirocyclopropanated cyclobutanes: An experimental study". . p. 11854 - 11860. Retrieved 2007/10/03.