chlorohydrinlike

Chlorohydrinlike is an informal, nonstandard descriptor used to refer to chemical species that resemble halohydrins in structure or reactivity. In the classic halohydrin motif, a chlorine (or other halogen) and a hydroxyl group occupy adjacent carbon atoms, typically written as R-CH(OH)-CH2-X, where X is a halogen such as Cl or Br. Compounds described as chlorohydrinlike may share this vicinal halogen–hydroxyl arrangement or exhibit similar chemical behavior in their transformations.

These substances commonly arise or are derived from halohydration of alkenes, where a halogen and water add across a carbon–carbon double bond, producing vicinal halohydrins. They can also form by opening epoxides with hydrogen halides. The chlorohydrin framework is reactive: dehydration or base-promoted eliminations can convert them to epoxides (glycidyl ethers or related structures), while substitutions at the halogen-bearing carbon can lead to diverse products. Because of the neighboring hydroxyl and halogen, chlorohydrinlike compounds often serve as versatile intermediates in organic synthesis, polymer chemistry, and the production of epoxy resins.

Safety and handling notes are important, as halohydrins can be irritants and reactive, with potential releases of toxic or malodorous byproducts under improper conditions. Proper containment, ventilation, and adherence to material safety data sheets are advised when working with these compounds.

See also: halohydrin, halohydrin formation, epoxide, glycidyl derivatives.