Synonyms for benzvalene or Related words with benzvalene

tetrahedranone              cubane              tetrahedrane              prismane              ditin              tetrafluorobenzene              quadricyclane              tetrasulfur              mononitro              dichloroaniline              trimesitylborane              diethylsulfide              diiodo              bromomethane              diphenylacetylene              dibromopropane              malonitrile              triarylborane              dihydroanthracene              chloromethane              difluorobenzene              biadamantane              diazene              cyclopenta              cyclobutadiene              nitrotoluene              dicyano              disulfur              nitropropane              fluoronaphthalene              trialkylborane              dibenzo              tetrahedranoidal              sydnone              tripropylborane              dimethyldisulfide              cyclohexyne              pentachloroethane              tetrafluoroallene              hexyne              tetrabromocarbon              taddol              pentacyclo              propellane              cyclohexen              fulvalene              ethylchloride              tribromopropane              silabenzene              dodecahedrane             



Examples of "benzvalene"
Other classic structures that have been considered as possible benzene isomers are prismane, benzvalene and Claus' benzene. Prismane and benzvalene were synthesized in the 1970s; Claus' benzene is impossible to synthesize.
Benzvalene is an organic compound and one of several isomers of benzene. It was first synthesized in 1971 by Thomas J. Katz et al.
The 1971 synthesis consisted of treating cyclopentadiene with methyllithium in dimethyl ether and then with dichloromethane and methyllithium in diethyl ether at −45 °C. The hydrocarbon in solution was described as having an extraordinary mephitic odor. Due to the high steric strain present in benzvalene, the pure compound easily detonates, for example by scratching.
Benzvalene can be polymerized in a ROMP process to polybenzvalene. This polymer contains highly strained bicyclobutane rings which again makes it a sensitive material. The rings can be isomerized to 1,3-dienes and for this reason polybenzvalene has been investigated as a precursor to polyacetylene.
Having synthesized and studied hexamethylprismane in 1966, Lemal’s group was interested in how a prismane substituted with electron-acceptor instead of donor groups would differ in nature and reactivity. This led to vapor phase photolysis of perfluorohexamethylbenzene (1), which yielded not only the prismane (2), but the dewar benzene (3) and benzvalene (4) as well. An English group made the same discovery independently. These strained molecules were remarkably robust and thermally stable as compared with their rather fragile hydrocarbon counterparts, and that intriguing contrast led to further exploration of fluorocarbon chemistry.
The synthesis starts from benzvalene (1) and 4-phenyltriazolidone (2), which is a strong dienophile. The reaction is a stepwise Diels-Alder like reaction, forming a carbocation as intermediate. The adduct (3) is then hydrolyzed under basic conditions and afterwards transformed into a copper(II) chloride derivative with acidic copper(II) chloride. Neutralized with a strong base, the azo compound (5) could be crystallized with 65% yield. The last step is a photolysis of the azo compound. This photolysis leads to a biradical which forms prismane (6) and nitrogen with a yield of less than 10%. The compound was isolated by preparative gas chromatography.