Elguero, Jose; Jacquier, Robert; Marzin, Claude published the artcile< Synthesis of azines from α,β-unsaturated β-(p-bromophenyl) carbonyl compounds>, Formula: C9H7BrO, the main research area is azines alkenyl; cinnamaldehydes azines; phenyl oxoalkenes; alkenones Ph; alkenals Ph.
Reduction of p-BrC6H4Ac with LiAlH4 gave 82% p-BrC6H4CHMeOH, b16 135-6°, which was dehydrated over K pyrosulfate to p-BrC6H4CH:CH2, b15 90°, and converted to p-BrC6H4CH:CHCHO (I), m. 79-80°, by known methods. p-BrC6H4CHO and acetone yielded 30% p-BrC6H4CH:CHAc (II), m. 78-80° (2,4-dinitrophenylhydrazone m. 246-7°), and 15% (p-BrC6H4CH:CH)2CO, m. 205-7° (2,4-dinitrophenylhydrazone m. 225-7°), even with excess acetone. 1-(p-Bromophenyl)-2-methyl-3-chloro-2-propen-1-one, m. 63-5°, with MeOH and NaOH gave 77% mixture containing 65% p-BrC6H4-COCHMeCH(OMe)2 and 35% 1-(p-bromophenyl)-2-methyl-3-methoxy-2-propen-1-one. Reduction of the mixture with LiAlH4 gave, after preparative gas chromatog., p-bromo-α-methylcinnamal-dehyde (III) along with p-bromobenzaldehyde, 3-(p-bromophenyl)-2-methyl-1-penten-3-ol, and 1-(p-bromophenyl)-2-methyl-3,3-dimethoxypropan-1-ol. By the method of Knoepfer (CA 3: 1535), I gave 40% (p-BrC6H4CH:CHCH:N)2, m. 229-31°. II similarly gave 45% (p-BrC6H4CH:CHCMe:N)2, m. 203-5°, and 10% II hydrazone, m. 143-5°. III (0.005 mole), 0.0025 mole N2H4, and a small amount of p-MeC6H4SO3H yielded 85% (p-BrC6H4CH:CMeCH:N)2, m. 189-91°. N.M.R., ir, and uv data for the azines were tabulated.
Bulletin de la Societe Chimique de France published new progress about Azines Role: RCT (Reactant), RACT (Reactant or Reagent). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary