An Efficient Synthesis of Substituted meta-Halophenols and Their Methyl Ethers: Insight into the Reaction Mechanism was written by Khan, Faiz Ahmed;Choudhury, Sumit. And the article was included in European Journal of Organic Chemistry in 2010.Computed Properties of C8H7BrO3 This article mentions the following:
An expeditious synthetic methodol. leading to substituted meta-halophenols and their corresponding Me ether derivatives through acid-mediated fragmentation of suitably substituted dihalonorbornyl ketones has been devised. The reaction sequence consists of TBTH-mediated (TBTH is tri-n-butyltin hydride) selective bridgehead halogen reduction of easily accessible Diels-Alder adducts derived from 1,2,3,4-tetrahalo-5,5-dimethoxycyclopentadiene and β-substituted vinyl acetates, with subsequent conversion into the requisite bicyclic ketones by a two-step hydrolysis/oxidation approach. An extensive mechanistic investigation based on isotope labeling and cross experiments has been carried out and plausible mechanistic pathways based on these results have been proposed. The absence of halogen atoms at the bridgehead positions steers the reaction through a novel pathway involving the incorporation of proton (or deuterium) followed by elimination of HX (or DX), so the described methodol. also provides a reliable route to ortho-para dideuteratedphenolic derivatives In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Computed Properties of C8H7BrO3).
Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Computed Properties of C8H7BrO3
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary