60919-80-4

Upstream product

• 15192-80-0 (E,E,E)-2,4,6-octatriene 
• 95207-21-9 (+/-)-N,N,N-trimethyl-N-oct-1-en-5-ylammonium hydroxide 
• 592-41-6 1-hexene 
• 593-60-2 Vinyl bromide 
• 95207-17-3 (+/-)-N-methylconiine methoiodide 

Relevant academic research and scientific papers

Constitution of Hofmann's Dimethylconiine and Conylene

Hofmann's "dimethylconiine" is confirmed as a mixture of 5-N,N-dimethylamino-oct-1-ene (2), (E)-1-N,N-dimethylamino-oct-4-ene (3), and (E)-1-N,N-dimethylamino-oct-5-ene (4). "Conylene" is a mixture of (2E,4E)- and (2Z,4E)-octa-2,4-dienes (11) and (12) respectively, (E)-octa-1,4-diene (13), and, probably, (E)-octa-1,5-diene (14).

(Alkenyl-η3-allyl)bis(η5-cyclopentadienyl)titanium Complexes

Bis(η5-cyclopentadienyl)titanium hydride (Cp2TiH), presumably formed in situ from bis(η5-cyclopentadienyl)titanium dichloride (1) and isopropylmagnesium bromide (2) adds to the conjugated C=C bonds of the alkatrienes 4, 5, 25, 36, and 45 to give the (alkenyl-η3-allyl)bis(η5-cyclopentadienyl)titanium complexes 7 and 10, 8, 26, and 30, 37, 46.The complexes 7, 8, and 26 with the alkenyl group in position 1 isomerize to give the compounds 27, 28, and 29 in which the C=C bond is conjugated with the allyl group.Compound 37 which contains an alkenyl group in a meso-position does not isomerize.In the case of isomycoren (40), TiH addition occurs primarily to the isolated C=C bond followed by intramolecular cyclization to give the bis(η5-cyclopentadienyl)(1-cyclopentyl-η3-allyl)titanium complex 41.