4497-29-4Relevant academic research and scientific papers
An expeditious and efficient bromomethylation of thiols: Enabling bromomethyl sulfides as useful building blocks
Silva-Cuevas, Carolina,Paleo, Ehecatl,León-Rayo, David F.,Lujan-Montelongo, J. Armando
, p. 24654 - 24659 (2018/07/25)
A facile and highly efficient method for the bromomethylation of thiols, using paraformaldehyde and HBr/AcOH, has been developed, which advantageously minimizes the generation of highly toxic byproducts. The preparation of 22 structurally diverse α-bromomethyl sulfides illustrates the chemo-tolerant applicability while bromo-lithium exchange and functionalization sequences, free radical reductions, and additions of the title compounds demonstrate their synthetic utility.
Observation of bromomethyl ethers during the bromomethylation of aromatic compounds
St. Clair, Jerry D.,Valentine, James R.
, p. 1013 - 1014 (2012/12/26)
A literature method claiming to avoid the generation of highly toxic intermediates during bromomethylation of aromatic compounds was investigated. Gas chromatography revealed that such toxic intermediates may be present in the reaction mass in significant concentration. Indeed, these intermediates can be the major components under certain reaction scenarios. It is thus inaccurate to consider this chemistry free of hazardous intermediates. These potential hazards should be considered in any laboratory or scale-up implementation of this chemistry.
