Methyl 2-methylpropenoate

Methyl 2-methylpropenoate Ammonia 2-Methylpropenamide Methyl alcohol... 

Synonyms Methacrylic acid, methyl ester methyl 2-methylpropenoic acid methyl a-methyl acrylate methyl methylacrylate 2-(methyoxycarbonyl)-1 -propene... 

Enamines (Sections 16-4C and 17-4B) are excellent addends in many Michael-type reactions. An example is provided by the addition of /V-( l-cyclohexenyl)-azacyclopentane to methyl 2-methylpropenoate ... 

Exercise 18-50 Explain how steric hindrance would lead one to expect that the proton-transfer product in the addition of A/-(1-cyclohexenyl)azacyclopentane to methyl 2-methylpropenoate would have the structure shown in Equation 18-27, rather than the following ... 

Which mode of termination occurs can be determined by measuring the number of initiator fragments per polymer molecule. If there are two initiator fragments in each molecule, termination must have occurred by combination. One initiator fragment per molecule indicates disproportionation. Apparently, ethenylbenzene polymerizations terminate by combination, but with methyl 2-methylpropenoate, both reactions take place, disproportionation being favored. 

Exercise 29-15 Polymerization of methyl 2-methylpropenoate with benzoyl peroxide labeled with 14C in the aromatic ring gives a polymer from which only 57% of the 14C can be removed by vigorous alkaline hydrolysis. Correlation of the 14C content of the original polymer with its molecular weight shows that, on the average, there are 1.27 initiator fragments per polymer molecule. Write mechanism(s) for this polymerization that are in accord with the experimental data, and calculate the ratios of the different initiation and termination reactions. 

Cyano and alkoxycarbonyl groups are favorable in this respect and propeneni-trile and methyl 2-methylpropenoate can be polymerized with sodium amide in liquid ammonia. Ethenylbenzene and 2-methyl-1,3-butadiene undergo anionic polymerization under the influence of organolithium and organosodium compounds, such as butyllithium and phenylsodium. 

The beauty of the Szwarc procedure is that the chains can be terminated by hydrolysis, oxidation, carboxylation with COz, and so on, to give polymer with the same kind of groups on each end of the chain. Also, it is possible to form chains in which different monomers are present in blocks. The only requirements are that the different monomers polymerize well by the anion mechanism and contain no groups or impurities that will destroy the active ends. Thus one can start with ethenylbenzene (S), and when the reaction is complete, add methyl 2-methylpropenoate (M) to obtain a block copolymer of the type... 

The rates of incorporation of various monomers into growing radical chains have been studied in considerable detail. The rates depend markedly on the nature of the monomer being added and on the character of the radical at the end of the chain. Thus a 1 -phenylethyl-type radical on the growing chain reacts about twice as readily with methyl 2-methylpropenoate as it does with ethenylbenzene a methyl 2-methylpropenoate end shows the reverse behavior, being twice as reactive toward ethenylbenzene as toward methyl 2-methylpropenoate. This kind of behavior favors alternation of the monomers in the chain and reaches an extreme in the case of 2-methylpropene and bu-tenedioic anhydride. Neither of these monomers separately will polymerize... 

Methyl 2-methyl phenyl ketone, AP28 Methyl 3-methyl phenyl ketone, AP29 Methyl -methylphenyl ketone, AP30 Methyl 2-methylpropenoate, AE51 2-Methyl-2-methylthi opropion-aldehyde, AE73... 

Addition of optically active 1-phenylethylhydroxylamines to a,/ -unsaturated esters proceeds in good yield but with modest diastereoselectivity for the isolated substituted /J-amino acid esters12. Thus, reaction of (S)-l-phenylethylhydroxylamine with methyl 2-methylpropenoate in diethyl ether affords the corresponding conjugate-adduct in 86% yield12. This is subsequent-... 

Perspex [or poly(methyl methacrylate)] (Figure 6.2.20) is also made by polymerisation of a similar starting material, methyl 2-methylpropenoate (methyl methacrylate). 

A novel scheme for the manufacture of methyl 2-methylpropenoate (methyl... 

Even methyl 2-methylpropenoate withstands concentrated aqueous alkali under suitable conditions the structure of the hydrolyzed product reveals that cyclopropanation precedes the cleavage of the ester function. ... 

METHYL-2-METHYLPROPENOATE (80-62-6) Forms heat-sensitive explosive mixture with air (flash point 50°F/10°C). Unless inhibited, forms unstable peroxides. Violent reaction with strong oxidizers, benzoyl peroxide, or other polymerization initiators. Elevated temperatures, light, contamination can cause spontaneous, explosive polymerization. Incompatible with caustics, nitrates, strong acids, aliphatic amines, alkanolamines, peroxides. Flow or agitation of substance may generate electrostatic charges due to low conductivity. The uninhibited monomer vapor may block vents and confined spaces by forming a solid polymer material. 

---