Experiments on the Walden Inversion. VII. Action of Phosphorus Pentachloride and of Thionyl Chloride on Optically Active Hydroxy Acids and Esters was written by McKenzie, Alex;Barrow, Fred. And the article was included in Journal of the Chemical Society, Transactions in 1911.Recommanded Product: 15399-05-0 This article mentions the following:
Phenylchloroacetic acid and benzylidene chloride are formed from SOCl2 and dl-mandelic acid. l-Mandelic acid gives l-phenylchloroacetic acid, which, with Ag2CO3 and H2O, forms d-mandelic acid. Me l-mandelate gives methyl l-phenylchloroacetate, PhCHClCO2Me; b11 123-6鎺? d415 1.213; [浼猐D15 -86.7鎺? It gave l-phenylchloroacetic acid. From the ester and MeONa was obtained dl-phenylmethoxyacetic acid. Et l-mandelate gave ethyl l-phenylchloroacetate; b13 132-3鎺? d416.4 1.162; [浼猐D16.4 -64.00. It gave l-phenylchloroacetic acid. The ester and EtONa gave dl-phenylethoxyacetic acid. l-Malie acid and SOCl2 form d-chlorosuccinic acid. Et l-malate produced ethyl d-chlorosuccinate, EtO2CCH2CHClCO2Et; b16 124鎺? d419.5 1.152; [浼猐D19.8 32.7鎺? Et d-tartrate and SOCl2 give from which d-tartaric acid was produced. Ethyl d,浼?hydroxy-灏?phenzylpropionate. PhCH2OH(OH)CO2Et, b2 152-4鎺? d417 1.105; [浼猐D17 7.6鎺?m. 46-7鎺? in alc.[浼猐D18.6 -4.8鎺? in C6H6, [浼猐D17.5 22.5鎺? in acetone, [浼猐D17.5 13.6鎺? Ethyl l,浼?hydroxy-灏?phenvlpropionate b20 159-60鎺? m. 46-7鎺? in C6H6 [浼猐D13 -22.6鎺? With PCl3 the product is l-rotatory and the resulting Ca salt d-rotatory, in H2O. The d-ester gave a similar result. The l-acid and PCl, gave a product l-rotatory in alc. Et l,浼?hydroxy-灏?phenylpropionate and SOCl2 gave a d-rotatory product which formed a Ca salt that was l-rotatory in H2O. d,灏?Hydroxy-灏?phenylpropionic acid and concentrate HCl gave a chloro acid having [浼猐D -4.6鎺? in alc. With H2O a hydroxy acid had 浼?sub>D 0.29鎺? in alc. With the l,灏?hydroxy-灏?phenylpropionic acid and HCl the products had [浼猐D 6.5-21.8鎺? d,灏?Hydroxy-灏?phenylproplonic acid and PCl3 gave a l-rotatory chloro acid, which, with moist Et2O gave a l-rotatory compound With SOCl2, instead of PCl3, the products are cinnamic and dl- and d,灏?chloro-灏?phenylpropionic acids. B. H2O converts these latter into dl- and l,灏?hydroxy-灏?phenylpropionic acids. l,灏?Hydroxy-灏?phenylpropionic acid and SOCl2 formed cinnamic and dl- and l,灏?chloro-灏?phenylpropionic acids, from which, with H2O, some d-hydroxy acid was produced. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Recommanded Product: 15399-05-0).
Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Recommanded Product: 15399-05-0
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics