Quinonemethides and pseudophenol halides was written by Lindemann, Hans. And the article was included in Annalen der Chemie, Justus Liebigs in 1923.Product Details of 108940-96-1 This article mentions the following:
An investigation has been carried out with o- and p-hydroxybenzal halides and the compounds resulting by splitting of HX from them. 3,5,4-Br2(HO)C6H2CHO, m. 185°. Triacetate, m. 125°. 4-MeO derivative, m. 82-6°, by warming the Na salt of the aldehyde with Me2SO4. The benzal bromide m. 60-4°. 3,5-Dibromo-4-hydroxybenzal bromide (I), m. 98-101.5°, results from the aldehyde and PBr5 in C6H6. Hot AcOH or aqueous or alc. KOH transforms it into the aldehyde. The acetate, m. 80°, results by short warming with Ac2O and a few drops of concentrated H2SO4. If I in a little Et2O is shaken 2 min. with 2 volumes of 2 N AcONa, 3,5-dibromoquinone bromomethide, C7H3OBr3, results, pale yellow, m. 120° if crystallized from CHCl3, but from C6H6 or CS2 a polymerized form is usually obtained, reddening at 120° and m. about 200°. H2O transforms it to the aldehyde. HBr gives I, HCl the benzal bromide chloride, m. 70-4°. PhNH2 gives the anil, orange, m. 150-2°, also obtained from the aldehyde or I with PhNH2. NH4OH or aqueous alkali at first gives a deep blue solution, gradually changing to a pale yellow which contains the alkali salt of the aldehyde. 2-Hydroxy-4,6-dimethylbenzaldehyde, m. 48°. Phenylhydrazone, m. 127°. 3,5-Dibromo-2,6-dimethyl-4-hydroxybenzaldehyde, m. 181°. Triacetate, m. 114°. Monoacetate, m. 149°. The benzal bromide m. 154°. Acetate, m. 152°. Anil, m. 212°. 3,5-Dibromo-2,6-dimethylquinone bromomethide, C9H7OBr3, pale yellow, m. about 200°. Polymerization proceeds more rapidly in the hot. 3,5-Dibromo-2,6-dimethyl-4-hydroxybenzal chloride, m. 153°. Acetate, m. 128°. The quinone chloromethide is pale yellow and m. 132°, then 242°. 3,5-Dibromo-4-hydroxy-2,6-dimethylbenzal chloride bromide, m. 151°. Acetate, m. 138°. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Product Details of 108940-96-1).
3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Product Details of 108940-96-1
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary