Bicyclohexyl, also known asdicyclohexyl orbicyclohexane, is anorganic chemical with the formula C12H22, consisting of twocyclohexane rings joined by a single carbon-carbon bond. It is anonvolatileliquid at room temperature, with a boiling point of 227 °C (441 °F).
In addition to theconformation of each cyclohexane—generally found as a chair—there isconformational variability at the linkage between them. Liquid bicyclohexyl contains a mixture of molecules with C2h and C2 symmetry, termedee anti andee gauche, respectively. The link between the two rings has abond length of 1.55 Å whereas the carbon-carbon length in the rings is around 1.535 Å.[4]
Thespeed of sound in bicyclohexyl is 1441.51 m/s, higher than many other hydrocarbons. The density is 882.73 kgm−1. Theisothermal compressibility is 674 TPa−1 and isobaric expansivity is 819 K−1.[5]
When bicyclohexyl is heated to around 427 °C (801 °F) it slowly decomposes tocyclohexane andcyclohexene, as the pivot bond joining the two rings is the longest and weakest one.[6]
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^Yue, Lei; Qin, Xiaomei; Wu, Xi; Guo, Yongsheng; Xu, Li; Xie, Hujun; Fang, Wenjun (2 July 2014). "Thermal Decomposition Kinetics and Mechanism of 1,1′-Bicyclohexyl".Energy & Fuels.28 (7):4523–4531.doi:10.1021/ef501077n.
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^Thoma, M; Schwendler, M; Baltes, H; Helm, C. A; Pfohl, T; Riegler, H; Möhwald, H (1996). "Ellipsometry and X-ray Reflectivity Studies on Monolayers of Phosphatidylethanolamine and Phosphatidylcholine in Contact withn-Dodecane,n-Hexadecane, and Bicyclohexyl".Langmuir.12 (7): 1722.doi:10.1021/la9508194.
^Pujari, Sidharam P; Scheres, Luc; Marcelis, Antonius T. M; Zuilhof, Han (2014). "Covalent Surface Modification of Oxide Surfaces".Angewandte Chemie International Edition.53 (25):6322–56.doi:10.1002/anie.201306709.PMID24849332.
