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Bicyclopentane
Bicyclopentane may refer to: * Bicyclo .1.1entane * Bicyclo .1.0entane (housane) * (cyclopentylcyclopentane) See also * Bicyclic compound * Bicyclobutane * Spiropentane Spiropentane is a hydrocarbon with formula . It is the simplest spiro-connected cycloalkane, a triangulane. It took several years after the discovery in 1887 until the structure of the molecule was determined. According to the nomenclature rules ... {{Chemistry index Bicyclic compounds ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bicyclobutane
Bicyclobutane is an organic compound with the formula C4H6. It is a bicyclic molecule consisting of two '' cis''-fused cyclopropane rings, and is a colorless and easily condensed gas. Bicyclobutane is noted for being one of the most strained compounds that is isolatable on a large scale — its strain energy is estimated at 63.9 kcal mol−1. It is a nonplanar molecule, with a dihedral angle between the two cyclopropane rings of 123°. The first reported bicyclobutane was the carboxyethyl derivative, C4H5CO2Et, which was prepared by dehydrohalogenation the corresponding bromocyclobutanecarboxylate ester with sodium hydride. The parent hydrocarbon was prepared from 1-bromo-3-chlorocyclobutane by conversion of the bromocyclobutanecarboxylate ester, followed by intramolecular Wurtz coupling using molten sodium. The intermediate 1-bromo-3-chlorocyclobutane can also be prepared via a modified Hunsdiecker reaction from 3-chlorocyclobutanecarboxylic acid using ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Housane
Housane or bicyclo .1.0entane is a saturated cycloalkane with the formula C5H8. It is a colorless volatile liquid at room temperature. It was named "housane" because of its shape. Structurally, the molecule consists of cyclopropane fused to cyclobutane. The synthesis of molecules containing multiple strained rings, such as housane, is a traditional endeavor in synthetic organic chemistry. Preparation The first synthesis of housane was reported by Criegee in 1957, where housane was obtained from the pyrolysis of 2,3-diazabicyclo .2.1ept-2-ene. : Housane can be prepared in several steps starting with cyclopentadiene. Other methods include photolysis of 2,3-diazabicyclo .2.1ept-2-ene, pyrolysis of ''N''-Phenyl-2-oxo-3-azabicyclo .2.1eptane, and addition of methylene to cyclobutene.P. G. Gassman, K. T. Mansfield "Bicyclo .1.0entane" Org. Synth. 1969, volume 49, pp. 1. Structure and properties The two rings are fused in a ''cis'' configuration—this meso compound formall ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bicyclic Compound
In chemistry, a bicyclic molecule () is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic (all of the ring atoms are carbons), or heterocyclic (the rings' atoms consist of at least two elements), like DABCO. Moreover, the two rings can both be aliphatic (''e.g.'' decalin and norbornane), or can be aromatic (''e.g.'' naphthalene), or a combination of aliphatic and aromatic (''e.g.'' tetralin). Three modes of ring junction are possible for a bicyclic compound: * In spirocyclic compounds, the two rings share only one single atom, the spiro atom, which is usually a quaternary carbon. An example of a spirocyclic compound is the photochromic switch spiropyran. * In fused/condensed bicyclic compounds, two rings share two adjacent atoms. In other words, the rings share one covalent bond, ''i.e.'' the so-called bridgehead atoms are dire ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Spiropentane
Spiropentane is a hydrocarbon with formula . It is the simplest spiro-connected cycloalkane, a triangulane. It took several years after the discovery in 1887 until the structure of the molecule was determined. According to the nomenclature rules for spiro compounds, the systematic name is spiro .2entane. However, there can be no constitutive isomeric spiropentanes, hence the name is unique without brackets and numbers. Synthesis After Gustavson produced cyclopropane by reacting with ground-up zinc metal, he tried the same reaction with (see formula scheme). The starting material is easily obtained by reacting pentaerythritol with hydrobromic acid. A molecule with the formula was obtained. It was called in the initial publication. In 1907, Fecht expressed the assumption that it must be spiropentane, a constitutional isomer of vinylcyclopropane. Further evidence for the structure of the hydrocarbon comes from the fact that it could also be obtained from (see formula sche ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
