1,1,2,2-Tetramethylcyclobutane

Base Information

• Chemical Name: 1,1,2,2-Tetramethylcyclobutane
• CAS No.: 52897-98-0
• Molecular Formula: C8H16
• Molecular Weight: 112.215
• DSSTox Substance ID: DTXSID70565873
• Wikidata: Q82451190
• Mol file: 52897-98-0.mol

Synonyms:1,1,2,2-Tetramethylcyclobutane;52897-98-0;tetramethylcyclobutane;DTXSID70565873

Chemical Property of 1,1,2,2-Tetramethylcyclobutane

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 112.125200510
• Heavy Atom Count: 8
• Complexity: 84.6

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC1(C)C)C

Technology Process of 1,1,2,2-Tetramethylcyclobutane

There total 5 articles about 1,1,2,2-Tetramethylcyclobutane 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: 56.0%

3,3,6,6-tetramethyl-1,2-diazacyclohex-2-ene (19403-24-8) → 2,5-dimethylhex-2-ene (3404-78-2) + 2,5-dimethyl-1-hexene (6975-92-4) + 1,1,2,2-tetramethylcyclobutane (52897-98-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In trichlorofluoromethane; at -78 ℃; Yields of byproduct given; Irradiation; 1.) 140 deg C, benzene; 2.) -78 deg C, irradiation, CH₂Cl₂, thioxanthone;

DOI:10.1021/ja00388a031

Reference yield:

N-(2,2,5,5-tetramethylpyrrolidinyl)nitrene (73331-62-1) → 2,5-dimethyl-1-hexene (6975-92-4) + 1,1,2,2-tetramethylcyclobutane (52897-98-0) + 1,1-azo-2,2,5,5-tetramethylpyrrolidine (73331-63-2) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In diethyl ether; at 0 ℃; Further byproducts given;

DOI:10.1021/ja00522a090

Reference yield:

N-(2,2,5,5-tetramethylpyrrolidinyl)nitrene (73331-62-1) → 2,5-dimethylhex-2-ene (3404-78-2) + 2,5-dimethyl-1-hexene (6975-92-4) + 1,1,2,2-tetramethylcyclobutane (52897-98-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In trichlorofluoromethane; at -78 ℃; for 12h; Yield given. Further byproducts given. Yields of byproduct given; Irradiation; 1.) 0 deg C, CFCl₃; 2.) -10 deg C, CFCl₃; 3.) -20 deg C, CFCl₃; 4.) -78 deg C, irradiation, CFCl₃, azulene;

DOI:10.1021/ja00388a031

upstream raw materials:

N-(2,2,5,5-tetramethylpyrrolidinyl)nitrene

3,3,6,6-tetramethyl-1,2-diazacyclohex-2-ene

Refernces

• 1、 Hinsberg, William D.,Schultz, Peter G.,Dervan, Peter B.. "Direct Studies of 1,1-Diazenes. Syntheses, Infrared and Electronic Spectra, and Kinetics of the Thermal Decomposition of N-(2,2,6,6-Tetramethylpiperidyl)nitrene and N-(2,2,5,5-Tetramethylpyrrolidyl)nitrene". . p. 766 - 773. Retrieved 2007/10/02.
• 2、 Schultz, Peter G.,Dervan, Peter B.. "Synthesis and Direct Spectroscopic Observation of N-(2,2,5,5-Tetramethylpyrrolidyl)nitrene. Comparison of Five- and Six-Membered Cyclic 1,1-Dialkyldiazenes". . p. 878 - 880. Retrieved 2007/10/02.