2, propenoic

Butyl acrylate (2-propenoic acid butyl ester)... 

Phenyl-2-propenoic acid [621 -82-9] commonly referred to as cinnamic acid, is a white crystalline soHd having a low intensity sweet, honeylike aroma. It has been identified as a principal constituent in the botanical exudates from Styrax IJquidamber orientalis) Benzoin Styrax ben in Pern Balsam [Myroxylon pereirae and Tolu Balsam (]Ayro>ylon balsamum) (4,5). In these, as well as numerous other natural products, it exists both as the free acid and in the form of one or more of its esters, as for example, methyl cinnamate, ben2yl cinnamate [103 1 -3] and cinnamyl cinnamate. 

In contrast to the situation with high sohds coatings, acryhc resins are, in general, more appropriate than polyesters for water-reducible baking coatings. Acryhc copolymers using acryhc acid (2-propenoic acid) [79-10-7], (see Acrylic acid and derivatives) and 2-hydroxyethyl methacrylate as... 

So-called pure acryUc latexes are employed for maximum durabiUty as required, for example, in high performance exterior latex paints. On the other hand, interior flat wall latex paints do not need the high resistance to exterior exposure and hydrolysis. The most widely used latexes for this appHcation are vinyl acetate copolymer latexes such as vinyl acetate/butyl acrylate (2-propenoic acid butyl ester) [141-32-2] copolymers having just sufficient... 

Chemical Designations - Synonyms Acrylic Acid, Butyl Ester, Butyl Acrylate, Butyl 2-Propenoate Chemical Formula CH2=CHCOO(CHj)3CH3. 

Chemcal Designations - Synonyms Methacrylic Acid, Butyl Ester Butyl Methacrylate Butyl 2-Methacrylate n-Butyl alpha-Methyl Acrylate Butyl 2-Metiiyl-2-Propenoate Chemical Formula CHj=C(CH3)COOCH2CH2CHiCH3... 

Chemical Designations - Synonyms Acrylic acid. Ethyl ester Ethyl 2-propenoate Chemical Formula CH,=CH.COOCRfCay... 

Chemical Designations - Synonyms Ethyl 2-methacrylate Ethyl Methacrylate-inhibited Ethyl Alphamethylmethacrylate Ethyl 2-methyl-2-propenoate Methacrylic Acid, Ethyl Ester Chemical Formula CH = C(CH3)COOQH5... 

Chemical Designations - Synortyms beta-Hydroxyethyl acrylate 2-Hydroxyethyl 2-propenoate Chemical Formula CH2=CHC00CH2CH20H. 

Chemical Designations - Synonyms Methacrylate monomer Methacrylic acid, methyl ester Methyl alpha-methylacrylate Methyl 2-methyl-2-propenoate Chemical Formula CHj=C(CH3)COOCHj Observable Characteristics - Physical State (as shipped) Liquid Color Colorless Odor Sharp, fragrant pleasant smelling pungent ester. 

Acidic and basic hydrolysis of ethyl 4-oxo-4//-pyrido[l, 2-u]pyrimidin-3-carboxylates gave 3-carboxylic acid derivatives (OlMIPl). Stirring rerr-butyl ( )-3-(2-hydroxy-8-[2-(4-isopropyl-l, 3-thiazol-2-yl)-l-ethenyl]-4-oxo-4//-pyrido[l,2-u]pyrimidin-3-yl)-2-propenoate in CF3CO2H at room temperature yielded ( )-3-substituted 2-propenoic acid. 

Cycloaddition of 4-nitrofurylmethylquinolinium bromide 88 with dimethyl acetylenedicarboxylate, nitrostyrene, ethyl 3-(5-nitro-2-furyl)-2-propenoate and l-phenyl-3-(5-nitro-2-furyl)-2-propenone afforded the corresponding furylbenzoindolizine 89 (86CCC412) (Scheme 16). 

Homogeneous catalysts may also be effective in the hydrogenation of sulfur-containing compounds. (Z)-2-Benzamide(acetamido)-3-(2-thienyl)-2-propenoic acid was reduced in 100% yield and 78% enantiomeric excesses over Rh(I)-DlOP catalysts (25),... 

Chiral amides of 2-(tributylstannylmethyl)-2-propenoic acid show useful stereoselectivity in their Lewis acid induced reactions with aldehydes, and the products have been converted into optically active a-methylenelactones95. 

However, the configuration of the major isomer obtained in the conjugate addition to methyl ( )-3-[(35,)-3-tot-butoxycarbonyl-2,2-dimcthyl-4-oxazolidinyl]-2-propenoate (entry 3) did not depend on the cuprate type alkyl-, vinyl-, 2-methylpropenyl-, phenyl-, and benzvl-cuprates induced the same sense of asymmetry, although the absolute configuration was not determined5. Here also, the stereochemical outcome was not dependent upon the geometry of the double bond. 

Conjugate Addition to Methyl ( >3-1(25,4A, 5.S>3-Benzyloxycarbonyl-4-methyl-5-phenyl-2-oxazolidinyl]-2-propenoate Typical Procedure7" ... 

The addition of a-(acylamino) esters to 3-aryl-2-propenoates, with sodium ethoxide in ethanol or sodium hydride in benzene as base, is a frequently ultilized procedure9-" A The initial Michael adducts cyclize to 3-aryl-5-oxo-2-pyrrolidinecarboxylic acids with modest to high trans diastereoselectivities 10°. 

Using 3-substituted cyclohexanones the /rans-diastereoselective synthesis of decalones and octahydro-1 //-indenones may be achieved 164 169. This method has been applied, for instance, in the synthesis of 19-norsteroids. In a related Michael addition the lithium enolate of (R)-5-trimethylsilyl-2-cyclohexenone reacts with methyl 2-propenoate selectively tram to the trimethylsilyl substituent. Subsequent intramolecular ring closure provides a single enantiomer of the bicyclo[2.2.2]octane170 (see also Section 1.5.2.4.4.). 

Similar additions may be performed with the enamine 13. However, with 3-buten-2-one or methyl 2-propenoate Lewis acid catalysis is needed to activate the Michael acceptor chloro-trimethylsilane proved to be best suited for this purpose. A remarkable solvent effect is seen in these reactions. A change from THF to HMPA/toluene (1 1) results in a reversal of the absolute configuration of the product 14, presumably due to a ligand effect of HMPA235. 

---