Cyclobutane, tetrakis(methylene)-

Base Information

• Chemical Name: Cyclobutane, tetrakis(methylene)-
• CAS No.: 3227-91-6
• Molecular Formula: C8H8
• Molecular Weight: 104.152
• Hs Code.: 2902199090
• DSSTox Substance ID: DTXSID50186020
• Nikkaji Number: J55.561D
• Wikidata: Q83057205
• Mol file: 3227-91-6.mol

Synonyms:Cyclobutane, tetrakis(methylene)-;3227-91-6;Cyclobutane,tetrakis(methylene)-;1,2,3,4-tetramethylidenecyclobutane;DTXSID50186020

Chemical Property of Cyclobutane, tetrakis(methylene)-

Chemical Property:

• Vapor Pressure: 10.2mmHg at 25°C
• Boiling Point: 134°C at 760 mmHg
• Flash Point: 14.7°C
• PSA: 0.00000
• Density: 0.85g/cm³
• LogP: 2.22480
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 104.062600255
• Heavy Atom Count: 8
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C1C(=C)C(=C)C1=C
• General Description: 1,2,3,4-Tetra(methylene)cyclobutane, also known as [4]radialene, is a highly strained cyclic hydrocarbon characterized by four exocyclic methylene groups attached to a central cyclobutane ring. This structure confers unique electronic and geometric properties, making it a subject of interest in theoretical and synthetic chemistry. 1,2,3,4-Tetra(methylene)cyclobutane exhibits significant antiaromatic character due to its conjugated π-system, which contributes to its reactivity and instability. Studies suggest potential applications in materials science, particularly in the design of conjugated polymers or small-molecule organic electronics, though its practical use is limited by its inherent strain and sensitivity.

Technology Process of Cyclobutane, tetrakis(methylene)-

There total 2 articles about Cyclobutane, tetrakis(methylene)- 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: 77.0%

1,2-Bis-chloromethyl-3,4-dimethylene-cyclobutene (76678-47-2) → <4>Radialene (3227-91-6) + 1,2-dimethyl-3,4-dimethylidenecyclobutene (25467-12-3) + 5,6,11,12-Tetramethylentricyclo<8.2.0.04,7>-dodeca-1(10),4(7)-dien (94500-89-7)

Guidance literature:

With zinc; In various solvent(s); at 50 ℃; under 0.04 Torr;

Reference yield:

→ <4>Radialene (3227-91-6)

Guidance literature:

/BRN= 205011/ IV, KOH (lt. Abstract erstmalig durchgefuehrt);

Reference yield: 90.0%

4-Phenyl-1,2,4-triazolidine-3,5-dione (4233-33-4) + <4>Radialene (3227-91-6) → 6,7-Dimethylene-2-phenyl-5,6,7,8-tetrahydro-cyclobuta[d][1,2,4]triazolo[1,2-a]pyridazine-1,3-dione (76678-48-3)

Guidance literature:

In acetone; at -78 ℃;

upstream raw materials:

1,2-Bis-chloromethyl-3,4-dimethylene-cyclobutene

Downstream raw materials:

6,7-Dimethylene-2-phenyl-5,6,7,8-tetrahydro-cyclobuta[d][1,2,4]triazolo[1,2-a]pyridazine-1,3-dione

styrene

o-xylene

phenylacetylene

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