Methyl 2- propionate

Methyl propionate has been advocated as a solvent for cellulose derivatives. When it is admixed with other propionates (such as ethyl, propyl, butyl and amyl) the mixture will dissolve cellulose ethers and esters. 

The combustion of this ester is unusual in that it yields considerable amounts of hydrogen peroxide [97]. Other products include methyl acrylate, carbon monoxide and dioxide, methanol and formaldehyde. There is no low temperature mechanism, and no cool flames have been observed. 

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Methyl formate. Ethyl formate Methyl acetate Iso-propyl formate Ethyl acetate Methyl propionate "-Propyl formate Iso-propyl acetate Methyl iso-butyrate Iso-butyl formate. Ethyl propionate M-Propyl acetate. Methyl butyrate. ... 

MMA and MAA can be produced from ethylene [74-85-1/ as a feedstock via propanol, propionic acid, or methyl propionate as intermediates. Propanal may be prepared by hydroformylation of ethylene over cobalt or rhodium catalysts. The propanal then reacts in the Hquid phase with formaldehyde in the... 

The reaction of methyl propionate and formaldehyde in the gas phase proceeds with reasonable selectivity to MMA and MAA (ca 90%), but with conversions of only 30%. A variety of catalysts such as V—Sb on siUca-alumina (109), P—Zr, Al, boron oxide (110), and supported Fe—P (111) have been used. Methjial (dimethoxymethane) or methanol itself may be used in place of formaldehyde and often result in improved yields. Methyl propionate may be prepared in excellent yield by the reaction of ethylene and carbon monoxide in methanol over a mthenium acetylacetonate catalyst or by utilizing a palladium—phosphine ligand catalyst (112,113). 

Only with propanal are very high conversions (99%) and selectivity (> 98 0) to MMA and MAA possible at this time. Although nearly 95% selective, the highest reported conversions with propionic acid or methyl propionate are only 30—40%. This results in large recycle streams and added production costs. The propanal route suffers from the added expense of the additional step required to oxidize methacrolein to methacrylic acid. 

Transesterification reactions between the methyl propionate and various alcohols produce another family of stabili2ers. Stearyl alcohol yields octadecyl 3-(3,5-di-/ f2 -butyl-4-hydroxyphenyl)propionate (27) (16), pentaerythritol gives the tetrakis ester (28) (17), and trishy dr oxyethyl isocyanurate gives (29) (18). 

FIG. 13-63 Batch distillation paths, (a) Methanol-methyl propionate-water system. 

Methyl propionate [554-I2-I] M 88.1, b 79.7". Washed with satd aq NaCl, then dried with Na2C03 and distd from P2O5. (This removes any free acid and alcohol.) It has also been dried with anhydrous CUSO4. 

Propionate Esters Methyl propionate Ethyl propionate Butyl propionate Amyl propionate... 

A mixture of B g (0.0356 mol) of p-(2.2-dichlorocyclopropyl)phenol, 11.2 g (0.2B mol) of sodium hydroxide pellets, 11 g of chloroform and 350 ml of acetone was prepared at 0°C. The cooling bath was removed, the mixture stirred for a minute and then heated on a steam bath to reflux temperature. The reaction mixture was stirred at reflux for three hours and then concentrated in vacuo. The residual gum was partitioned between dilute hydrochloric acid and ether, and the ether layer was separated, dried and concentrated in vacuo. The residual oil (14 g) was partitioned between dilute aqueous sodium bicarbonate and ether. The sodium bicarbonate solution was acidified with concentrated hydrochloric acid and extracted with ether. The ether solution was dried over anhydrous sodium sulfate and concentrated. The residue (9.5 g of yellow oil) was crystallized twice from hexane to give 6.0 g of 2-[p-(2,2-dlchlorocyclopropyDphenoxyl -2-methyl propionic acid in theformof apalecream[Pg.347]

Chemical Nama 2-Hydroxyethylnicotinate-2-(p-chlorophenoxy)-2-methyl propionate... 

To set the stage for the crucial aza-Robinson annulation, a reaction in which the nucleophilic character of the newly introduced thiolactam function is expected to play an important role, it is necessary to manipulate the methyl propionate side chain in 19. To this end, alkaline hydrolysis of the methyl ester in 19, followed by treatment of the resulting carboxylic acid with isobutyl chlorofor-mate, provides a mixed anhydride. The latter substance is a reactive acylating agent that combines smoothly with diazomethane to give diazo ketone 12 (77 % overall yield from 19). 

R+ is intense in methyl acetate, methyl propionate, methyl butyrate, and methyl pentanoate. 

Esterification of the propionic acid side chain at C-13 (ring C) with a methyl group catalyzed by S-adenosyl-L-methionine-magnesium protoporphyrin 0-meth-yltransferase yields protoporphyrin IX monomethyl ester (MPE), which originates protochlorophyllide by a P-oxidation and cyclization of the methylated propionic side chain. This molecule contains a fifth isocyclic ring (ring E), the cyclopentanone ring that characterizes aU chlorophylls. 

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