Bromocyclohexane

Bromocyclohexane (also called Cyclohexyl bromide, abbreviated CXB) is an organic compound with the chemical formula C6H11Br.

Bromocyclohexane
Names
IUPAC name
bromocyclohexane
Other names
cyclohexyl bromide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.294
UNII
Properties
C6H11Br
Molar mass 163.06 g/mol
Appearance colorless liquid
Density 1.324 g/cm3
Melting point −57 °C (−71 °F; 216 K)
Boiling point 166 to 167 °C (331 to 333 °F; 439 to 440 K)
Hazards
Flash point 62.8 °C (145.0 °F; 335.9 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It is used to match the refractive index of PMMA for example in confocal microscopy of colloids. A mixture of cis-decalin and CXB can simultaneously match optical index and density of PMMA.[1] Due to the moderate dielectric constant of CXB (ε = 7.9 [2]), PMMA acquires charges that can be screened by the addition of salt (e.g. tetrabutyl ammonium bromide), leading to a very good approximation of colloidal hard sphere.[3] A drawback is that CXB is a good solvent for PMMA, causing it to swell over time, which may lead to a poor determination of particle radii and determination of solid volume fraction.[4]

Synthesis

Bromocyclohexane can be prepared by the free radical substitution of bromine to the cyclohexane ring at high temperatures or in presence of electromagnetic radiation. But the reaction is not selective and it gives a mixture of polyhalogenated products. Another synthesis path is the addition of HBr on cyclohexene.

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References

http://web.pdx.edu/~wamserc/C334F99/Fans.htm

  1. Wiederseiner, S., Andreini, N., Epely-Chauvin, G. & Ancey, C. Refractive-index and density matching in concentrated particle suspensions: a review. Experiments in Fluids 50, 1183–1206 (2010).doi:10.1007/s00348-010-0996-8
  2. "Archived copy". Archived from the original on 2013-11-01. Retrieved 2013-10-30.CS1 maint: archived copy as title (link)
  3. Royall, C. P., Poon, W. C. K. & Weeks, E. R. In search of colloidal hard spheres. Soft Matter (2012). doi:10.1039/c2sm26245b
  4. Poon, W. C. K., Weeks, E. R. & Royall, C. P. On measuring colloidal volume fractions. Soft Matter 8, 21 (2012). doi:10.1039/c1sm06083j
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