《Firmness of union of organic radicals and reaction velocity. II. The saponification of esters, addition of hydrogen sulfide to nitroes and the transformation of alkyl chlorides into ethers》 was published in Justus Liebigs Annalen der Chemie in 1927. These research results belong to Kindler, Karl. Electric Literature of C11H13ClO2 The article mentions the following:
cf. C. A. 21, 77. In the saponification of aromatic esters with H2SO4, the following values of k were obtained: m-MeOC6H4CO2Et, 0.0587; 3,4-CH2O2:C6H3CO2Et, 0.0203; Et p-methylmercaptobenzoate, b15 168°, m. 28°, k 0.0388; Et p-ethylbenzoate, b15, 129-30°, 0.0222; p-PhC6H4CO2Et, 0.0536. From these the firmness of union is calculated as follows: Ph, 100; m-MeOC6H4, 83.5; p-PhC6H4, 91.4; p-MeSC6H4, 126; p-EtC6H4, 221; 3,4-CH2O2:C5H3, 241. AcOEt and H2SO4 give a value for k of 0.481; EtCO2Et, 0.226; PrCO2Et, 0.132; BuCO2Et, 0.126; AmCo2Et, 0.131; heptylic acid and caprylic acid also gave values of 0.130; PhCH2CO2Et, 0.636; p-MeOC6H4CH2CO2Et, 0.68O; p-MeC6H4CH2CO2Et, 0-585; p-H2NC6H4CO2Et, 0.325; p-ClC6H4CH2CO2Et, 1.62; p-O2NC6H4CH2CO2Et, 4.57; PhCH2CH2CO2Et, 0.343; p-MeOC6H4CH2CH2CO2Et, b14 165° 0.288; 3,4-CH2O2.C6H3CH2CH2CO2Et, 0.329; p-ClC6H4CH2CO2Et, 0.516; PhCH2CH2CH2CO2Et 0.199; PhCH:CHCO2Et, 0.106; o-MeOC6H4CH:CHCO2Et, 0.0399; p-MeOC6H4CH:CHCO2Et, 0.0444; 3,4-CH2O2:C6H4CH:CHCO2Et, 0.0614; p-MeC6H4CH:CHCO2Et, 0.0754; o-ClC6H4CH:CHCO2Et, 0.211; p-ClC6H4CH:CHCO2Et, 0.215; o-O2NC6H4CH:CHCO2Et, 0.841; m-O2NC6H4CH:CHCO2Et, 0.798; p-O2NC6H4CH:CHCO2Et, 1.037. From these values the relative firmness of union to the group CO2Et is calculated for each of tile above alkyl and aryl groups. The following values of k were obtained for the reaction of nitriles with H2S, the time in min. being given first: PhCH2CN, 345, 0.001105; Ph(CH2)2CN, 240, 0.000499; Ph(CH2)3CN 345, 0.000414; p-ClC6H4CH2CN, 285, 0.002921; EtCN, 1440, O.000158; PrCN, 1440, 0.000094. γ-Phenylthiobutyramide, pale yellow, m. 62° (corrected); p-chlorophenylthioacetamde, egg yolk-yellow, m. 128-9° (corrected); thiobutyramide, red-brown oil. The reaction of alkyl chlorides with EtONa at 31.6° gave the following values for k: PhCH3Cl, 8.70; p-ClC6H4CH2Cl. 15.9; PhCH2-CH2Cl, 0.69; Ph(CH2)3Cl, 0.099. From these values the firmness of union toward Cl is calculated: p-ClC6H4CH2, 54.7; PhCH2, 100; Ph(CH2)2, 1261; Ph(CH2)3, 8778. In the experimental materials used by the author, we found Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Electric Literature of C11H13ClO2)
Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Electric Literature of C11H13ClO2 Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics