3-Hydroxy-2- acrylic acid methyl esters

Eberle and Schaub (93EUP571326) describe the synthesis of a large series of 3-hydroxy-2-(2-methyl-4-prop-l-ynyl-2//-pyrazol-3-yl)acrylic acid methyl esters 26 and methoxyimino-(2-methyl-4-prop-l-ynyl-2//-pyrazol-3-yl)acetic acid methyl esters 27 by dehydrohalogenation of the corresponding chloroolefins 25 under the action of bases. In this case, the functional groups in position 5 of the pyrazole ring undergo dehydrobromination (Scheme 34). 

Methyl 3-hydroxy-2-methylenebutanoate Butyric acid, 3-hydroxy-2-methylene-, methyl ester (8) Butanoic acid, 3-hydroxy-2-methylene-, methyl ester (9) (18020-65-0) Methyl acrylate Acrylic acid, methyl ester (8) 2-Propenoic acid, methyl ester (9) (96-33-3)... 

Poly (methyl methacrylate). Acrylic acid is H2C=CH—COOH and methacrylic acid is H2C=C(CH3)COOH. These compounds and their methyl esters are both quite reactive and difficult to store and handle. The monomer used to form poly (methyl methacrylate), 2-hydroxy-2-methylpropanenitrile, is prepared by the following reaction ... 

A recent example of zeolite-catalyzed esterification involving biochemicals is the reaction of aminoacids with methanol. For instance, L-phenylalanine was converted to its methyl ester over H-USY at 130°C. However, the chiral carbon atom was racemized to a considerable extent, yielding an eventual ee of 52% (27). In the reaction of a, (3-unsaturated acids with phenols, the esterification over H-Beta is followed by an alkylation of the aromatic ring for instance resorcinol and acrylic acid react to form 7-hydroxy-3,4-dihydrocoumarin (28). 

Radical decarboxylation of A-hydroxy-2-thiopyridone esters in the presence of an olefin results in the formation of a carbon-carbon bond. The monoester 5 is not prone to jS-elim-ination, and the faces of the dioxolane ring are encumbered by the methyl ester, so radical trapping occurs preferentially from the side opposite the methyl ester. This results in overall retention of configuration at the reacting carbon. Irradiation of ester 11 in the presence of methyl acrylate affords the tmns-eAkQm 12 after appropriate isolation. Once the first carboxylic acid has been modified, the second can be reacted similarly, whereby the stereochemistry of the first substitution controls the stereochemistry of the second. In this way the resulting product is obtained with overall double retention [11]. 

Synonyms 2-(1,1-Dimethylethyl-6-[[3-(1,1-dimethylethyl)-2-hydroxy-5-methylphenyl] methyl-4-methylphenyl acrylate 2-Propanoic acid, 2-(1,1 -dimethylethyl)-6-[[3-(1,1 -dimethylethyl)-2-hydroxy-5-methylphenyl] methyl]-4-methyl phenyl ester Classification Hindered phenolic Uses Antioxidant, stabilizer for food-grade polymers in food-pkg. adhesives Regulatory FDA 21CFR 175.105, 175.125, 178.2010... 

UVA 2-hydroxy-4-octyloxybenzophenone 2-hydroxy-4-methoxybenzophenone 2-(2H-benzotriazol-2-yl)-p-cresol 2-(2H-benzotriazole-2-yl)-4,6-di-tert-pentylphenol 2-(2H-benzotriazole-2-yl)-4-(1,1,3,3-tetraethylbutyl)phenol 2,4-di-tert-butyl-6-(5-chloro-2H-benzotriazole-2-yl)-phenol 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy) phenol ethyl-2-cyano-3,3-diphenylacrylate HAS 1,3,5-tri-azine-2,4,6-triamine, N,N [1,2-ethane-diyl-bis[[[4,6-bis[butyl-(1,2,6,6-pentamethyl-4-piperidinyl)amino]-1,3,5-triazine-2-yl] imino]-3,1 -propanediyi] bis[N ,N -dibutyl-N ,N -bis(1,2,2,6,6-pentamethyl-4-piperidinyl)- bis(2,2,6,6-tetramethyl-4-piper-idyl) sebacate 2,2,6,6-tetramethyl-4-piperidinyl stearate N,N -bisformyl-N,N -bis-(2,2,6,6-tetramethyl-4-piperidinyl)-hexamethylendiamine alkenes, C20-24-.alpha.-, polymers with maleic anhydride, reaction products with 2,2,6,6-tet-ramethyl-4-piperidinamine 1,6-hexanediamine, N, N -bis(2,2,6,6-tetramethyl-4-piperidinyl)-, polymers with 2,4-di-ohloro-6-(4-morpholinyl)-1,3,5-triazine 1,6-hexanediamine, N,N -bis(2,2,6,6-tetramethyl-4-piperidinyl)-, polymers with morpholine-2,4,6-trichloro-1,3,5-triazine reaction products, methylated Phenolic antioxidants ethylene-bis(oxyethylene)-bis(3-(5-tert-butyl-4-hydroxy-m-tolyl)-propionate) 2,6,-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5,-triazine-2-ylamino) phenol pentaerythritol tetrakis(3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate) 2-(1,1 -dimethylethyl)-6-[[3-(1,1 -dimethylethyl)-2-hydroxy-5-methylphenyl] methyl-4-methylphenyl acrylate isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,2 -ethylidenebis (4,6-di-tert-butylphenol) 2,2 -methylenebis(4-ethyl-6-tertbutylphenol) 3,5-bis(1,1-dimethyethyl)-4-hydroxy-benzenepropanoic acid, C13-15 alkyl esters phenol, 4-methyl-, reaction products with dicyclopen-tadiene and isobutene Phosphite trinonylphenol phosphite isodecyl diphenyl phosphite... 

Stabilizers Screener carbon black, zinc oxide, talc Phenolic antioxidant ethylene-bis(oxyethylene)-bis(3-(5-tert-butyl-4-hydroxy-m-tolyl)-propionate) 2,6,-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5,-triazine-2-ylamino) phenol 2-(1,1-dimethylethyl)-6-[[3-(1,1 -dimethylethyl)-2-hydroxy-5-methylphenyl] methyl-4-methylphenyl acrylate 2 ,3-bis[[3-[3,5-di-tert-butyl-4-hydroxyphenyl]propionyl]]propionohydrazide isotridec l-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate 3,5-bis(1,1-dimethyethyl)-4-hydroxy-benzenepropanoic acid, C13-15 alkyl esters 2,2 -isobutylidenebis(2,4-dimethylphenol) Phosphite trinonylphenol phosphite Thiosynergist 4,6-bis(octylthiomethyl)-o-cresol 4,6-bis(dodec lthiomethyl)-o-cresol 2,2 -thiodiethylene bis[3-(3,5-ditert-butyl-4-hydroxyphe-nyl)propionate] Amine nonylated diphenylamine ... 

The monomers which have been investigated include methyl methacrylate, ethyl acrylate ester, hydroxy acrylates and methacrylates, acrylonitrile, vinyl acetate, vinyl chloride, acrylamide, vinylidene chloride, acrylic acid, vinyl pyrollidone and styrenec Many copolymer latexes of these monomers have also been preparedc Undoubtedly the most amenable system for model studies is methyl methacrylate in aliphatic hydrocarbono... 

Propenoic acid, homopolymer, ammonium salt. See Ammonium polyacrylate 2-Propenoic acid, homopolymer, sodium salt. See Sodium polyacrylate 2-Propenoic acid, 2-hydroxyethyl ester. See 2-Hydroxyethyl acrylate 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-. See Ferulic acid 2-Propenoic acid-2-(hydroxymethyl)-2-(((1 -oxo-2-propenyl) oxy) methyl)-1,3-propanediyl ester. See Pentaerythrityl triacrylate 2-Propenoic acid, 3-(2-hydroxyphenyl)-, (E)-. 

The butyric acid derivative (19) has been synthesized by thermal rearrangement of the isoxazolidine (18) obtained by 1,3-dipolar addition of a nitronic ester to methyl acrylate. Nitrous acid deamination of (25,35)-isoleucine has been found to give predominantly (95 %) (25, 35)-2-hydroxy-3-methylvaleric acid (20). 

---