Methyl propyl ketone, oxidation

With Sn—Mo oxides, Tan et al. [343] oxidized 1-pentene at 158° and 185° C to give an oxyhydration. The main product was methyl propyl ketone with a selectivity of 65 and 53%, respectively, and related conversion levels of 8 and 22%. The olefin isomerized rapidly. 

NIOSH Methods 1300 and 1301 (NIOSH 1984) describe the determination of common ketones in air. The compounds evaluated in the study include acetone, methyl propyl ketone, methyl isobutyl ketone, methyl n-butyl ketone, diisobutyl ketone, cyclohexanone, ethyl butyl ketone, methyl amyl ketone, ethyl amyl ketone, mesityl oxide, and camphor [76-22-2], The analysis involves adsorption... 

Preparation of Monomers. Methyl vinyl ketone (MVK) was obtained from Pfizer Chemical Division, New York, and distilled to remove the inhibitor. Methyl isopropenyl ketone (MIPK) was prepared by the aldol condensation of methyl ethyl ketone and formaldehyde, according to the method of Landau and Irany 0. The major impurity in this monomer is ethyl vinyl ketone (5. The monomer was redistilled before use. 3 Ethyl 3 buten 2 one (EB) was prepared by the aldol condensation of methyl propyl ketone and formaldehyde. Ethyl vinyl ketone (EVK) was prepared by a Grignard synthesis of the alcohol, followed by oxidation to the ketone. t-Butyl vinyl ketone (tBVK) was prepared from pinacolone and formaldehyde by the method of Cologne (9). Phenyl vinyl ketone (PVK) was prepared fay the dehydrochlorlnatlon of 0 cbloro propiophenone (Eastman Kodak). Phenyl isopropenyl ketone (PPK) was prepared by the Mannich reaction using propiophenone, formaldehyde and dimethylamine HCl. 

METHYL PROPYL KETONE or METHYL-n-PROPYL KETONE (107-87-9) Forms explosive mixture with air (flash point 45°F/7°C). Reacts violently with strong oxidizers, aldehydes, bromine trifluoride, hydrogen peroxide, nitric acid, perchloric acid. Attacks some plastics, rubber, and coatings. Flow or agitation of substance may generate electrostatic charges due to low conductivity. 

Good solvent chioroform, dichiorobenzene, diethyl ether, DMF, ethyl benzoate, ethyl chloride, mesityl oxide, methyl chloride, methyl propyl ketone, xylene ... 

In the lr(III)-catalysed reaction, the first order in Ce(IV) oxidant and methyl propyl ketone at low concentrations tends towards zero order at higher concentrations the rate decreases slightly with H+ ions, and Ce" + and Ce(OH) + are the proposed reactive... 

PENTANONE CH,COC,H, Methyl propyl ketone. Ethyl acetone, MPK Oxidizing agents 45 1.5 8.2... 

Solvent extraction by tributyl phosphate (TBP) (13, 96), dithizone (20, 71, 72), cupferron (89), thenoyl trifluoroacetone (TTA) (55), diiso-propyl ketone (26), mesityl oxide (92), tri-n-benzylamine and methyl di-n-octylamine (99), diisopropyl and diisobutyl carbinol (100) have all found some application on the trace scale. Acetylaeetone and methyl isobutyl ketone extract milligram amounts of polonium almost quantitatively from hydrochloric acid, but the stable polonium-organic compounds which are formed make it difficult to recover the polonium in a useful form from solutions in these ketones (7). Ion exchange (22, 115, 119) and paper chromatography (44, 87) have also been used for trace scale separations of polonium, but the effects of the intense alpha-radiation on organic com-... 

Direct Oxidation. Direct oxidation of petroleum hydrocarbons has been practiced on a small scale since 1926 methanol, formaldehyde, and acetaldehyde are produced. A much larger project (29) began operating in 1945. The main product of the latter operation is acetic acid, used for the manufacture of cellulose acetate rayon. The oxidation process consists of mixing air with a butane-propane mixture and passing the compressed mixture over a catalyst in a tubular reaction furnace. The product mixture includes acetaldehyde, formaldehyde, acetone, propyl and butyl alcohols, methyl ethyl ketone, and propylene oxide and glycols. The acetaldehyde is oxidized to acetic acid in a separate plant. Thus the products of this operation are the same as those (or their derivatives) produced by olefin hydration and other aliphatic syntheses. 

This ketone is unique amongst those studied in that it apparently exhibits no region of negative temperature coefficient of the rate and no cool flames have been observed [45]. The pressure—time curves were similar to those of methyl iso-propyl ketone at 310 °C, the reaction accelerating smoothly and then stopping suddenly [46]. Analyses of the combustion products have been made at various stages of the reaction at 270, 310 and 350 °C. Carbon monoxide, carbon dioxide, hydrogen peroxide, iso-butene-1 2-oxide, methanol, methyl ethyl ketone and acetaldehyde were all detected, and towards the end of the reaction iso-butene and methane were also formed. 

CO. CHa, CO2, acetone, ketene. ethene. propene, 1-butene, benzene, toluene, mesitylene. xylene, methyl ethyl ketone, diethyl ketone, methyl-n-propyt ketone, methyl-n-butyl ketone, ethyl vinyl ketone, methyl propenyl ketone (trace), ethyl propyl ketone (trace), 3-methyl-cydopenlanone, cyclohexanone (trace), cyclohexa-2-enone, 2-methyl-cyclohexanone, 1-methyl-cydohexa-1-ene-3-one (trace), acrolein, mesityl oxide, ethanal, propanal. butanal. chain fragments, some monomer... 

CO, CH4, CO2, acetone, ketene. ethene. propene. 1-butene, benzene, toluene, xylene, cydopentene, methyl ethyl ketone, diethyl ketone, methyl-n-propyl ketone, di-n-propyl ketone, methyl vinyl ketone, methyl Isopropenyl ketone, methyl isopropyl ketone, ethyl vinyl ketone, trace amounts of methyl-n-bulyl ketone, cyclopentanone, cydohexanone. acrolein, ethanal. butanal. chain fragments, some monomer CO. CH4, COj, ketene, 1-butene, propene, acetone, methyl ethyl ketone, methyl n-propyl ketone, 1,4-cyclohexadiene. toluene, l-methy. l.3-cydohexadlene, 2-hexanone, cydopentene, 1-methyl cydopentene. mesityl oxide, xylenes, benzene, ethene, cyclopentanone, 1.3-cyclopentad iene, diethyl ketone, short chain fragments, traces of monomer CO, CH4, COi, ketene, 1-butene, propene, acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl-n-propyl ketone, diethyl ketone, methyl propenyl ketone, 3-hexanone. toluene, 2-hexanone. 1,3-cydopentadiene, cyclopentanone, 2-melhylcydopenlanone, mesityl oxide, xylenes, benzene, propionaldehyde, acrolein, acetaldehyde ethene, short chain fragments, traces of monomer CO, COj, H2O, CH4. acetone, ketene, ethene, propylene, 1-butene, methyl vinyl ketone, benzene, acrylic add, toluene, xylene, short chain fragments such as dimer to octamer with unsaturated and anhydride functionalities... 

Trimethylethylene dibromide has been obtained by adding bromine to trimethylethylene and to tertiary amyl alcohol. Methyl iso-propyl ketone has been prepared by heating trimethylethylene glycol (2-methyl-2,3-dihydroxybutane) with dilute hydrochloric acid, by heating trimethylethylene chloro-hydrin (2-methyl-2-hydroxy-3-chlorobutane) in a sealed tube with water, by boiling trimethylethylene dibromide with lead oxide (PbO) and water, by heating trimethylethylene dibromide with water, by the action of iso-propylmagnesium bromide on acetic anhydride, and by a variety of other methods not particularly related to the one here described. ... 

The liquid phase oxidation has a long induction period, whereas the SCF phase oxidation has a much shorter induction time. Also, the liquid phase oxidation products are predominantly acetic acid and methyl ethyl ketone, whereas the SCF phase oxidation products are formaldehyde, acetaldehyde, methyl, ethyl, and propyl alcohols, and formic acid. The authors offer no explanation for the differences in product spectrum or induction periods for the reactions. 

The products of methyl n-hexyl ketone oxidation are capronic and acetic acids, capronic aldehyde, and diketone (130°C) [126], The hydroperoxide formed by the oxidation of di-iso-propyl ketone is relatively stable [127]. Decay of hydroperoxide produces acetone and isobutyric acid... 

Values of kp for some ketones are given in Table 8. It can be seen that oxidation of the methyl group of acetone is slow, that of the ketones with a CH2 group is faster, and still more rapid is that of methyl i-propyl ketone with a tertiary C H bond. However, partial kps for one attacked C—H bond of ketone must be calculated for correct comparison of different C—H bond reactivities. Values of ftPtC H 316 given in Table 9. 

August Sayer (U.S.P., No. 470,451) finds diethyl-ketone, dibutyl-ketone, di-pentyl-ketone, and the mixed ketones, [A] methyl-ethyl, methyl-propyl, methyl-butyl, methyl-amyl, and ethyl-butyl ketones are active solvents of pyroxyline and Paget finds that although methyl-amyl oxide is a solvent, that ethyl-amyl oxide is not. 

Methyl vinyl ether/maleic anhydride copolymer. See PVM/MA copolymer 2-Methyl-2-vinyl-5-(a-hydroxyisopropyl) tetrahydrofuran 2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl) tetrahydrofuran. See Linalool oxide Methyl vinyl ketone... 

Good results are obtained by the oxidation of the commercially available cyclo-propyl methyl ketone with sodium hypobromite solution, and the preparation may be regarded as an excellent example of the oxidation of the —COCH, group to — OOH ... 

Esters of the homologous acids are prepared by adding silver oxide in portions rather than in one lot to a hot solution or suspension of the diazo ketone in an anhydrous alcohol (methyl, ethyl or n-propyl alcohol) methanol is generally used and the silver oxide is reduced to metallic silver, which usually deposits as a mirror on the sides of the flask. The production of the ester may frequently be carried out in a homogeneous medium by treating a solution of the diazo ketone in the alcohol with a solution of silver benzoate in triethylamlne. 

Propylbenzene, see Propylbenzene Propyl carbinol, see 1-Butanol Propylene aldehyde, see Acrolein, Crotonaldehyde Propylene chloride, see 1,2-Dichloropropane Propylene dichloride, see 1,2-Dichloropropane a,p-Propylene dichloride, see 1.2-Dichloropropane 1,2-Propylene oxide, see Propylene oxide Propyl ester of acetic acid, see Propyl acetate Propylethylene, see 1-Pentene 5-Propylhexane, see 4-Methyloctane Propyl hydride, see Propane Propylic alcohol, see 1-Propanol Propyl iodide, see 1-Iodopropane n-Propyl iodide, see 1-Iodopropane Propylmethanol, see 1-Butanol Propyl methyl ketone, see 2-Pentanone n-Propyl nitrate, see Propyl nitrate... 

Formation of Benzal- Acetone Structures. Formation of a peroxy group at C-5 (oxidation of structure lid) leads to ring opening between C-4 and C-5 and to formation of benzal acetone structures, which are assumed to be the possible source of the obtained degradation products (acetone and acid V, respectively, w-propyl methyl ketone and acid VI). 

Tertiary alcohols are oxidized in water-dioxane-NaOH to alkoxy radicals, wliich fragmentate to ketone and alkyl radicals R- (Eq. (216) ). The relative rate of cleavage decreases with R in the order sec -butyl > isopropyl > ethyl > propyl > pentyl > isobutyl > methyl 46 8). Likewise, the bisulfite adduct of cyclohexanone is converted in 20% yield to 4-hydroxyhexanoic acid lactone (160) and 3-hydroxycyclohexanoic acid lactone (161) by anodic fragmentation (Eq. (222) ) 469 ... 

The oxidation and double bond isomerization are competitive reactions, and the extents of these reactions are influenced by solvents. DMF is good for the oxidation, whereas use of acetic acid facilitates the isomerization. Both reactions proceed in alcoholic solvents. Acetonitrile and DMSO retard oxidation by complex formation with the catalysts. The double bond migration is facilitated by high temperatures. The oxidation of 1-octene in n-propyl alcohol yielded 2-octanone to the extent of 62% at 90 °C, 85% at 60 C, and more than 97% at 30 °C. 4-Methyl-1-pentene isomerized to the 2- and 3-alkenes, which formed ir-allylic complexes in ethanol, but normal oxidation to the methyl ketone took place in DMF and y-butyrolactone. ... 

Methyl-5-propyl-3,4-dihydro- -1-oxid E14b, 1472 (aus Nitro-keton)... 

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