Propyl formate, oxidation

Ethylene oxide 1,2- Epoxyethane 169 C,H40 n-Propyl formate 150 C4HSO,... 

Ethylene oxide 1,2-Epoxyethane 169 C2H4O n-Propyl formate 150 U4H8O2... 

The reaction of 2-isopropyl-5,5-dimethyl-5,6-dihydro-2//-l,3-oxazine 306 with MCPBA leads to formation of the corresponding A -alkyl oxaziridine 307 as a single isomer <1995T139>. Due to the preferential conformation of imine 306, the imine double bond is exclusively oxidized anti to the f-propyl moiety. Oxidation of imine 308 with MCPBA gave oxaziridine nitroxide 309 in 90% yield <2000TL8787> and similar oxidation of 310 gave oxaziridine 311 in 74% yield <2005S1496>. 

Fig. 11. The effect of temperature on the maximum rate of oxidation (in torr. min ) of esters [93]. (1) Methyl acetate. (2) Methyl formate. (3) Methyl propionate. (4) Ethyl formate. (5) Methyl butyrate. (6) Propyl formate.

Propyl formate is fairly readily oxidized, and there are apparently both high temperature and low temperature mechanisms [92, 93]. 

Phenyl 3-propyl crotonate 3-Phenyl propyl hexanoate 3-Phenyl propyl isovalerate Pine (Pinus palustris) oil Piperitenone oxide Prenyl caproate Prenyl heptanoate Prenyl isobutyrate Propiophenone Propyl caprate Propyl crotonate Propyl formate Propyl heptanoate Propyl hexanoate Propyl isobutyrate... 

Pimentel et al. (2010) studied the OH-radical-initiated oxidation of isopropyl formate in the presence of NOx and reported the following products (molar yields) acetic formic anhydride (43%), acetone (43%), and HCOOH (15-20%). From the observed formation of CH2O in the chlorine-atom-initiated oxidation of iso-propyl formate, Pimentel et al. (2010) deduced that the fate of 0CH2(CH3)CH0C(0)H alkoxy radicals is decomposition (rather than reaction with O2). The resulting alkyl radical (CH3)CH0C(0)H is converted into the alkoxy radical 0(CH3)CH0C(0)H which then decomposes via... 

The subsequent fate of the alkoxy radicals generated following the above reactions is expected to be similar to that described for the alkoxy radicals generated in the oxidation of n-propyl formate. 

In this particular instance, u) and m-l hydroxylation, which is then followed by further oxidation and chain degradation, are the principal reactions ( ) In the case of di-n-pro-pylnitrosamine both a- and 3-oxidation occur, with the latter being about 15% of the former (44) The a-hydroxy lation leads to the formation of the n-propyldiazonium ion (22), while the 3-hydroxylation results, at least in part, in oxidation to N-propyl-N-(2-oxopropyl)nitrosamine. Krdger and Bertrum (45) suggested that this product can be cleaved to methyl-... 

Analysis of reaction mixtures for 1-propanol and 2-propanol following incubation of NDPA with various rat liver fractions in the presence of an NADPH-generating system is shown in Table I ( ). Presence of microsomes leads to production of both alcohols, but there was no propanol formed with either the soluble enzyme fraction or with microsomes incubated with SKF-525A (an inhibitor of cytochrome P450-dependent oxidations). The combined yield of propanols from 280 ymoles of NDPA was 6.1 ymoles and 28.5 ymoles for the microsomal pellet and the 9000 g supernatant respectively. The difference in the ratio of 1- to 2-propanol in the two rat liver fractions may be due to differences in the chemical composition of the reaction mixtures (2) Subsequent experiments have shown that these ratios are quite reproducible. For comparison, Table I also shows formation of propanols following base catalyzed decomposition of N-propyl-N-nitrosourea. As expected (10,11), both propanol isomers were formed, the total yield in this case being almost quantitative. 

ETHYLENE GLYCOL ETHYL MERCAPTAN DIMETHYL SULPHIDE ETHYL AMINE DIMETHYL AMIDE MONOETHANOLAMINE ETHYLENEDIAMINE ACRYLONITRILE PROPADIENE METHYL ACETYLENE ACROLEIN ACRYLIC ACID VINYL FORMATE ALLYL CHLORIDE 1 2 3-TRICHLOROPROPANE PROPIONITRILE CYCLOPROPANE PROPYLENE 1 2-DICHLOROPROPANE ACETONE ALLYL ALCOHOL PROPIONALDEHYDE PROPYLENE OXIDE VINYL METHYL ETHER PROPIONIC ACID ETHYL FORMATE METHYL ACETATE PROPYL CHLORIDE ISOPROPYL CHLORIDE PROPANE... 

The diselenides [A -(6-Et-4-pyrimidone)(6-Et-SeU)J (31) and [7V-(6-n-Pr-4-pyrimidone)(6-n-Pr-SeU)j] (32) were produced upon re-ciystallization of [( -PrSeU)IJ (30) and [(n-EtSeU) ] (33) from acetone, as oxidation products. On the other hand deselenation with the formation of 6-n-propyl-2-uracil (n-Pr-U) (34) was observed when (30) was re-crystallized from methanol/acetonitrile solutions [7]. 

Reaction of sulfonamide 145 with /-BuOCl in 7-propyl acetate affords A -chlorinated sulfonamide 146 in 92% yield (Equation 21) <2005TL1099>. These conditions provide an attractive industrial-scale process for Bu OCl formation, as this oxidant is created in situ upon the slow addition of NaOCl to a solution of /-BuOH and AcOH, thereby reducing heat generation. 

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