54658-02-5

Upstream product

• 67-56-1 methanol 
• 90886-04-7 14-n-octyl-5,6,8,9-tetrahydro-7-phenyl-dibenzoacridinium tetrafluoroborate 
• 1455-13-6 deuteromethanol 
• 36049-78-2 2-iodooctane 
• 20202-62-4 3-methoxy-1,7-octadiene 
• 14543-49-8 1-methoxy-2,7-octadiene 

Relevant academic research and scientific papers

Process for producing 1-octene from butadiene

Method for producing 1-octene from butadiene by dimerizing and alkoxylating butadiene in the presence of one or more alkoxy substituted phosphine ligands under alkoxydimerization conditions with an alkoxydimerization catalyst, the alkoxydimerization conditions being effective to produce an alkoxydimerization product with one or more alkoxy substituted octadienes comprising primarily 1-alkoxy substituted octadiene; hydrogenating the alkoxydimerization product under hydrogenation conditions effective to produce a hydrogenation product which is primarily 1-alkoxy substituted octane; eliminating the alkoxy group from the hydrogenation product under elimination conditions effective to produce an elimination product which is primarily 1-octene and a first alkanol having from about 1 to about 3 carbon atoms; and separating the 1-octene from said elimination product.

The multiphoton photochemistry of 2-iodooctane in methanol

The laser-induced photochemistry of 2-iodooctane in methanol at 266 nm occurs exclusively by homolytic reactions. This is in contrast to the lamp-induced photochemistry which is largely ionic.

Photochemistry of racemic and resolved 2-iodooctane. Effect of solvent polarity and viscosity on the chemistry

The photochemistry of racemic and resolved 2-iodooctane was examined in cyclopentane, methanol, and 2-methyl-2-propanol, media with differing polarities and viscosities. The photochemistry of racemic 2-iodooctane was also examined in the gas phase. The photochemistry of 2-deuterio- and 1,1,1-trideuterio-2-iodooctane in cyclopentane and methanol was also studied. The photoreactions in cyclopentane, 2-methyl-2-propanol, and the gas phase occurred exclusively through homolytic reactions, while in methanol, they occurred predominantly (> 53%) through heterolytic reactions. By comparing the disappearance of the optically active substrate with its loss of optical activity, F, the fraction of the initially formed radical pair (RP) or ion pair (IP) resulting in product was determined for the three solvents. Because F contains contributions of both escape of the partners in the RP or IP into the bulk of the solvent and reaction within the RP or IP to yield products other than the substrate, there was no correlation between F and solvent viscosity. The F values will be valuable in assessing the photochemistry of 2-iodooctane in the same media with circularly polarized light.

Kinetics and Mechanisms of Nucleophilic Displacement with Heterocycles as Leaving Groups. 17. Solvolysis of 14-(Primary alkyl)-5,6,8,9-tetrahydro-7-phenyldibenzoacridiniums: Rates, Identification of Products, Activation Parameters, and a General Discussion of Mechanism

Solvolysis rate are reported for the Me, Et, n-Pr, n-Pent, n-Oct, i-Bu, neo-Pent, PhCH2CH2, and MeOCH2CH2 title compounds in MeOH, EtPH, PentOH, CH3CO2H, and CF3CO2H.Rate variations with alkyl group structure are far less than the corresponding rate variations for the tosylate solvolysis, and afford no evidence for rate-enhancing participation by β-phenyl or β-methoxy groups in the acridinium solvolyses.The n-propyl, n-pentyl, and n-octyl title compounds solvolyze in CH3OD and CH3CO2D to give mixtures of normal and rearranged products, none of which contain deuterium and which are therefore not formed via olefin intermediates.Methanolysis of the isobutyl title compounds occurs via olefin, but the acetolysis also involves an important nonolefinic pathway yielding isobutyl and sec-butyl acetates.Methanolysis products from the neopentyl derivative are heavily deuterated, but acetolysis yields undeuterated neopentyl acetate as well as deuterated tert-pentyl acetate.Product proportions calculated using GC/MS were used to deduce the fractions of reactions by various mechanistic pathways.Individual rates are calculated for solvolysis to the various unrearranged and rearranged products.They indicate that normal substitution in MeOH occurs by a classical SN2 reaction, but that such substitution in AcOH involves ion-pair intermediates.It is concluded that such ion pairs under go Me and H migration after the rate-determining stage, in competition with substitution.Activation parameters provide further evidence for the mechanistic paths proposed which are discussed in relation to literature data available for the corresponding tosylate.