69265-47-0

Upstream product

• 96-17-3 2-Methylbutyraldehyde 
• 26487-92-3 3-(triphenylphosphoranylidene)butan-2-one 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 534-00-9 (S)-2-methylbutyl bromide 
• 29394-58-9 (S)-1-iodo-2-methyl-butane 
• 1731-00-6 (+)-(4S)-4-methyl-2-hexanone 
• 136024-50-5 (S)-(+)-2-(2-methylbutyl)-2-methyl-1,3-dithiane 
• 136024-49-2 (S)-(+)-2,3-epoxy-3,5-dimethyl-2-(phenylsulfinyl)heptane 

Relevant academic research and scientific papers

Pheromones 80. Synthesis of (S)-(+)-manicone and (S)-(+)-normanicone, mandibular gland constituents of myrmicine ants

Optically active (4E,6S)-(+)-4,6-dimethyloct-4-en-3-one (10a), manicone, and (3E,5S)-(+)-3,5-dimethylhept-3-en-2-one (10b), normanicone, the biologically active stereoisomers of mandibular gland alarm pheromone components of Manica ants, were synthesized by three different routes starting from (S)-(-)-2-methyl-butan-1-ol (1).

Pheromones, 65. - Identification of the Volatile Components of the Mandibular Gland Secretion of the Ant Manica rubida: Structure Elucidation, Synthesis, and Absolute Configuration of Manicone

By means of gas chromatography and mass spectrometry, manicone, (4E)-4,6-dimethyl-4-octen-3-one (1), was identified as the main component of the mandibular gland secretion of the ant Manica rubida.In addition the presence of homomanicone (2), bishomomanicone (3), normanicone (7), and a few aliphatic aldehydes and ketones was also evident in the gland.Racemic 1, 2, and 7 and optically active dihydromanicone (4), were synthesized.The (S) configuration of 1 was determined by complexation gas chromatography, on a chiral phase, of 4 as well as of the hydrogenation products of racemic and natural 1.