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Bicyclo[1,1,0]butane

Base Information Edit
  • Chemical Name:Bicyclo[1,1,0]butane
  • CAS No.:157-33-5
  • Molecular Formula:C4H6
  • Molecular Weight:54.0916
  • Hs Code.:2902199090
  • UNII:YK26N2Z3VC
  • DSSTox Substance ID:DTXSID50166180
  • Nikkaji Number:J381.343F
  • Wikipedia:Bicyclobutane
  • Wikidata:Q19903509
  • Mol file:157-33-5.mol
Bicyclo[1,1,0]butane

Synonyms:Bicyclobutadiene;Bicyclobutane

Suppliers and Price of Bicyclo[1,1,0]butane
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • 1-HEXYLPIPERIDINE 95.00%
  • 5MG
  • $ 496.94
Total 9 raw suppliers
Chemical Property of Bicyclo[1,1,0]butane Edit
Chemical Property:
  • Vapor Pressure:1220mmHg at 25°C 
  • Boiling Point:11.6°Cat760mmHg 
  • Flash Point:°C 
  • PSA:0.00000 
  • Density:1.04g/cm3 
  • LogP:1.02620 
  • XLogP3:1.4
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:0
  • Exact Mass:54.0469501914
  • Heavy Atom Count:4
  • Complexity:32
Purity/Quality:

97% *data from raw suppliers

1-HEXYLPIPERIDINE 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1C2C1C2
  • General Description Bicyclo[1,1,0]butane, also known as bicyclobutane, is a highly strained hydrocarbon characterized by its unique bicyclic structure with two fused cyclopropane rings. Bicyclo[1,1,0]butane exhibits reactivity patterns where electrophilic attacks preferentially target the bridgehead carbons, leading to the cleavage of the strained side bonds rather than the central bond. This behavior distinguishes it from simpler cyclic systems and highlights its propensity for forming diverse products through bond-opening reactions, as demonstrated in carbene-mediated transformations.
Technology Process of Bicyclo[1,1,0]butane

There total 7 articles about Bicyclo[1,1,0]butane 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:
Guidance literature:
In Cyclohexane-d12; for 8h; Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/jo00199a044
Guidance literature:
With sodium hydrogencarbonate; for 5h; Mechanism; Ambient temperature; Irradiation; photolysis;
DOI:10.1021/jo00199a044
Guidance literature:
With iodine; magnesium; ethylene dibromide; In tetrahydrofuran; for 2h; Yield given. Yields of byproduct given; Heating;
DOI:10.1007/BF00953929
Refernces Edit

A new mechanism for reactions of carbenes and bicyclo[1.1.0]butanes

10.1016/0040-4039(91)80012-U

The research aimed to explore the reactions of carbenes with bicyclo[1.1.0]butanes, particularly focusing on tricyclo[4.1.0]heptane (1). The study sought to propose a new mechanism for these reactions, specifically regarding the opening of side bonds rather than central bonds. The researchers found that the reactions predominantly led to the opening of side bonds, with the formation of various products such as 21, endo-6-endo-7-dibromobicyclo[3.1.1]heptane (3), and other isomers. The study concluded that electrophilic attacks on bicyclo[1.1.0]butanes preferentially occur at the bridgehead carbons, leading to the opening of strained side bonds rather than the central bond. This finding challenges previous mechanisms and provides new insights into the behavior of carbenes in such reactions.

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