6669-36-9Relevant articles and documents
Leroy,Sana
, p. 1379 (1976)
Spiro and dispiro 1,2,4-trioxolane antimalarials
-
, (2008/06/13)
A means and method for treating malaria, schistosomiasis, and cancer using a spiro or dispiro 1,2,4-trioxolane is described. The preferred 1,2,4-trioxolanes include a spiroadamantane group on one side of the trioxolane group, and a spirocyclohexyl on the
Matrix effects in the low-temperature ozonation of ethylene, tetramethylethylene and 1-hexene
Samuni,Haas,Fajgar,Pola
, p. 177 - 201 (2007/10/03)
The ozonation of the title compounds was studied in argon and CO2 matrices at low temperatures (12-80 K). All three were found to react with ozone in a CO2 matrix deposited at low temperature, and having an amorphous structure. The reaction was found to start at 26 K, the temperature at which the matrix undergoes a phase transition. In contrast, only tetramethylethylene (TME) was found to react in an argon matrix, the other two compounds remaining inactive towards ozone up to the softening temperature of argon (~40 K). These results are interpreted as indicating that reaction between olefins and ozone is initiated at low temperatures once the two reactants are free to move to the required configuration. This idea is supported by molecular dynamics simulations on the TME reaction. The infrared spectra of the primary ozonide of TME, as well as of the primary and secondary ozonide of 1-hexene are reported, and compared with quantum chemical calculations.
The Ozonolysis of Ethylene. Microwave Spectrum, Molecular Structure, and Dipole Moment of Ethylene Primary Ozonide (1,2,3-Trioxolane)
Gillies, J. Z.,Gillies, C. W.,Suenram, R. D.,Lovas, F. J.
, p. 7991 - 7999 (2007/10/02)
The gas-phase structure of ethylene primary ozonide (CH2CH2OOO) has been determined from millimeter wave spectra of five isotopic species.Partial substitution, rs, parameters for the lowest energy oxygen envelope conformation (Cs symmetry) are r(CC) = 1.546(3) angstroem, r(CO) = 1.417(10) angstroem, r(OO) = 1.453(10) angstroem, r(CHendo) = 1.088(5) angstroem, r(CHexo) = 1.095(5) angstroem, θ(CCO) = 103.9(2) deg, θ(COO) = 102.1(4) deg, θ(OOO) = 100.1(12) deg, and θ(HCH) = 111.6(3) deg.The electric dipole moment of the normal isotopic species is 3.43(4) D.Two vibrational states, 98(6) and 171(18) cm-1 above the ground state, have been assigned to successive excitations of the pseudorotational mode which corresponds to a ring-twisting vibration of the five-membered ring.The barrier to pseudorotation is estimated to be high (greater than 300 to 400 cm-1) in agreement with ab inito MO calculations.Ethylene primary ozonide, dioxirane (CH2OO), formaldehyde, and ethylene secondary ozonide (CH2OCH2OO) are observed as products of the ozone-ethylene reaction in the low-temperature microwave cell. A mechanism of the ozonolysis of ethylene is presented which suggests that the reaction occurs primarily in the condensed phase on the surface of the cell.Microwave techniques utilizing cis- and trans-CHD=CHD show that ozone adds stereospecifically to ethylene in the formation of ethylene primary ozonide.
