1002-56-8Relevant academic research and scientific papers
Oxidation of monohydric and dihydric alcohols with CCl4 catalyzed by molybdenum compounds
Khusnutdinov,Shchadneva,Burangulova,Muslimov,Dzhemilev
, p. 1615 - 1621 (2006)
Mo(CO)6 catalyzed oxidation of alcohols and diols with tetrachloromethane. Primary oxidation products in reaction of alcohols with CCl4 are alkyl hypochlorites, and final products depending on the structure of initial alcohol are aldehydes (as acetals), ketones, chloroketones, and esters.
Chlorination of hydrocarbons with CCl4 catalyzed by complexes of Mn, Mo, V, Fe
Khusnutdinov,Shchadneva,Bayguzina,Oshnyakova,Mayakova,Dzhemilev
, p. 1557 - 1566 (2014/02/14)
Catalytic chlorination of alkanes, cycloalkanes, and adamantane utilizing tetrachloromethane as the source of chlorine and applying catalysts containing manganese, molybdenum, vanadium, and iron activated with nitrile ligands, alcohols, and water was fulfilled. The optimum ratios of catalysts and reagents and the best reaction conditions were found for selective synthesis of chlorine-substituted hydrocarbons derivatives. Pleiades Publishing, Ltd., 2013.
Proton acceptor site selectivity in the proton transfer from heptane radical cations to decane molecules in γ-irradiated heptane/decane/ 1-chloroheptane crystals at 77 K
Slabbinck, Lutgart,Demeyer, Adelheid,Ceulemans, Jan
, p. 2241 - 2247 (2007/10/03)
A study is made of the yield and isomeric composition of chlorodecanes formed by γ-irradiation of heptane/decane/ 1-chloroheptane crystals at 77 K and subsequent warming. It is observed that in such systems 2-chlorodecane is predominantly formed with smaller yields of the other chlorodecane isomers, in isomers, in analogy with observations of γ-irradiated CCl3F/decane. The selective formation of 2-chlorodecane is attributed to proton transfer from heptane radical cations to decane molecules, (n-C7H16·+ + n-C10H22→ 1-C7H15· + n-C10H23+), followed by neutralization of the so-formed protonated decanes by chloride ions upon warming. The results confirm that, when different secondary C-H bonds in neutral n-alkane molecules are directly accessible to the planar chain-end C-H bonds in n-alkane radical cations from which proton donation takes place, proton transfer occurs preferentially to the penultimate position (intrinsic acceptor site selectivity). Comparison of the isomeric composition of the chlorodecanes in heptane/decane/1-chloroheptane and CCl3/decane, on the other hand, clearly points to structurally-determined acceptor site selectivity with respect to the inner C-H bonds of decane in the heptane system.
REGIOSELECTIVE REPLACEMENT OF THE HYDROXY GROUP IN ALCOHOLS BY MEANS OF TRIHALOACETIC DERIVATIVES IN PRESENCE OF TRIPHENYLPHOSPHINE
Matveeva, E. D.,Yalovskaya, A. I.,Cherepanov, I. A.,Bundel', Yu. G.,Kurts, A. L.
, p. 1409 - 1415 (2007/10/02)
The investigation of the reactions of trichloroacetonitrile with 2-decanol, 2-methyl-3-octanol, 2,4-dimethyl-3-pentanol, and 2,2-dimethyl-1-propanol in presence of triphenylphosphine shows that the formation of alkyl chlorides from the corresponding alcohols goes regiospecifically: Even for 2,4-dimethyl-3-pentanol the amount of the isomeric chloride does not exceed 1percent, while neopentyl alcohol is converted into neopentyl chloride in 95percent yield.On the introduction of "external" nucleophiles (iodide and thiocyanate ions) into the reaction mixture the predominating reaction product is the alkyl chloride.As a result of the reaction of bromotrichloromethane with 1-nonanol and triphenylphosphine a mixture of the alkyl chloride and the alkyl bromide is formed.
