Bromocyclohexane (also called cyclohexyl bromide, abbreviated CXB) is an organic

compound Compound may refer to: Architecture and built environments * Compound (enclosure), a cluster of buildings having a shared purpose, usually inside a fence or wall ** Compound (fortification), a version of the above fortified with defensive struc ...

with the

chemical formula A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as pare ...

Uses and reactions

It is used to match the

refractive index In optics, the refractive index (or refraction index) of an optical medium is the ratio of the apparent speed of light in the air or vacuum to the speed in the medium. The refractive index determines how much the path of light is bent, or refrac ...

of PMMA for example in

confocal microscopy Confocal microscopy, most frequently confocal laser scanning microscopy (CLSM) or laser scanning confocal microscopy (LSCM), is an optical imaging technique for increasing optical resolution and contrast (vision), contrast of a micrograph by me ...

colloids A colloid is a mixture in which one substance consisting of microscopically dispersed insoluble particles is suspended throughout another substance. Some definitions specify that the particles must be dispersed in a liquid, while others exten ...

. A mixture of ''cis''-

decalin Decalin (decahydronaphthalene, also known as bicyclo .4.0ecane and sometimes decaline), a bicyclic organic compound, is an industrial solvent. A colorless liquid with an aromatic odor, it is used as a solvent for many resins or fuel additives. I ...

and CXB can simultaneously match optical index and density of PMMA. Due to the moderate

dielectric constant The relative permittivity (in older texts, dielectric constant) is the permittivity of a material expressed as a ratio with the electric permittivity of a vacuum. A dielectric is an insulating material, and the dielectric constant of an insul ...

of CXB (ε = 7.9 ), 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. 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. It is a standard coupling partner of

cross coupling reaction In organic chemistry, a cross-coupling reaction is a reaction where two different fragments are joined. Cross-couplings are a subset of the more general coupling reactions. Often cross-coupling reactions require metal catalysts. One important reac ...

s. Similarly, cyclohexyl bromide is a standard

alkylating agent Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting ...

. Stated applications in drug chemistry include the synthesis of

gamfexine Gamfexine (WIN-1,344) is a centrally acting stimulant drug, which was tested as an adjunct treatment for withdrawn patients with schizophrenia, but while effective for treating withdrawal it made psychotic symptoms worse. It was stated that gamf ...

, drofenine,

trihexyphenidyl Trihexyphenidyl (THP, benzhexol, trihex, marketed as Artane and others) is an antispasmodic drug used to treat stiffness, tremors, spasms, and poor muscle control. It is an agent of the antimuscarinic class and is often used in management of P ...

procyclidine Procyclidine is an anticholinergic medication, drug principally used for the treatment of drug-induced parkinsonism, akathisia and acute dystonia, Parkinson's disease, and idiopathic or secondary dystonia. Medical uses It is used in patients ...

feclemine Feclemine (phenetamine) is a spasmolytic drug. Synthesis The chemical synthesis is discussed: Sodamide is used to alkylate cyclohexylphenylacetonitrile 893-23-0(1) (also used for drofenine) with 2-chloro-N,N,N',N'-tetraethylpropane-1,3-diam ...

hexocyclium Hexocyclium is an antimuscarinic A muscarinic acetylcholine receptor antagonist, also simply known as a muscarinic antagonist or as an antimuscarinic agent, is a type of anticholinergic drug that blocks the activity of the muscarinic acetylcho ...

, hexasonium, amedin & oxyphenonium respectively.

Synthesis

Bromocyclohexane can be prepared by the free radical bromination of

cyclohexane Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...

Safety

Bromocyclohexane is an

References

{{Bromine compounds Organobromides Cyclohexyl compounds Bromine compounds