Shuttleworth, R. G. et al. published their research in Journal of the Chemical Society in 1944 | CAS: 2178-24-7

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.COA of Formula: C10H11BrO2

Benzocyclo闁哄鐡璽atetraenes. IV. 1,2,3,4,5,6-Tribenzo-闁?sup>1,3,5,7-cyclo闁哄鐡璽atetraene was written by Shuttleworth, R. G.;Rapson, W. S.;Stewart, E. T.. And the article was included in Journal of the Chemical Society in 1944.COA of Formula: C10H11BrO2 This article mentions the following:

Tetraphenylene (I) (3 g.) in 200 cc. AcOH at 80-90闁? treated with 7 g. CrO3 in 7 cc. H2O and 50 cc. AcOH during 2 h., gives 0.6 g. unchanged I and 0.6 g. of 1,2,3,4,5,6-tribenzo-1,3,5,7-cyclo闁哄鐡璽atetraene-7,8-dicarboxylic anhydride (II), deep yellow, m. 228-9闁? 0.1 g. 闁?diphenylbenzene-2′,2”-dicarboxylic acid (III), m. 262.5-3.5闁? was isolated also; III seps. with 2 mols. of AcOH, lost at 150闁? The Na salt from II is stable to KMnO4 and II in AcOH gives III with CrO3 only at 100闁? II is not decarboxylated by refluxing in quinoline with Cu dronze but pyrolysis of 0.5 g. of II with Ba(OH)2 at about 300闁?gives 0.15 g. of 1,2,3,4,5,6-tribenzo-1,3,5,7-cyclooctatetraene (IV), m. 138.5-9闁? which is stable to KMnO4 in Me2CO. IV and Br in CCl4 give the 7,8-dibromide, light yellow, m. 155-6闁? Hydrogenation of IV with reduced PtO2 gives 1,2,3,4,5,6-tribenzo-1,3,5-cyclo闁哄鐡璽atriene, m. 111-13闁? 2-O2NC6H4C6H4CO2H-2 (68% yield) does not yield an alkali-soluble product on reduction with FeSO4 and NH4OH or Ba(OH)2. 2-O2NC6H4C6H4Me2 (37% yield) with Sn and HCl gives 83% of the 2-NH2 derivative, which yields 63% of the 2-I derivative; oxidation with KMnO4 results in extensive degradation of the nucleus and CrO3 gives only 23% of 2-IC6H4C6H4CO2H-2 (V). 闁?C6H4I2 (37% yield) (50 g.) and 20 g. 闁?IC6H4CO2Et with 15 g. Cu bronze at 280-5闁? followed by hydrolysis, give 8.5 g. of V; the Et ester (VI) b3 168-9闁? VI (5 g.) and 20 g. 闁?IC6H4CO2Et with 10 g. Cu bronze at 320闁?give 0.5 g. III. VI and 闁?C6H4CH2CO2Et with Cu bronze at 290-5闁?yield 3,4-benzocoumarin. Et (闁?bromophenyl)acetate, b4 114闁? m. 35-6闁? (2-BrC6H4)2, transformed into the Grignard reagent by refluxing with Mg for 36 h., HC(OEt)3 added and the mixture refluxed for 5 h., gives 2-bromo-2′-aldehydobiphenyl (contaminated with (2-BrC6H4)2, b7 152-7闁? (VII); 2,4-dinitrophenylhydrazone, orange-yellow, m. 217闁? semicarbazone, m. 198闁? VII, 闁?BrC6H4CH2CO2Na and AcOH, heated 12 h. at 150-60闁? give 濞?闁?bis(闁?bromophenyl)cinnamic acid, m. 186闁? its conversion into IV was not attempted. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7COA of Formula: C10H11BrO2).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.COA of Formula: C10H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary