Levene, P. A. published the artcileMaximum rotations of configurationally related carboxylic acids containing a phenyl or a cyclohexyl group, Computed Properties of 1949-41-3, the publication is Journal of Biological Chemistry (1935), 329-42, database is CAplus.
Maximum rotations of acids of the types RPhCH(CH2)nCO2H (Type I), RC6H11CH(CH2)nCO2H (Type II) and RMeCH(CH2)nCO2H (Type III) are discussed for cases where n varies from 0 to 3. With compounds of Type I the direction of rotation shifts to the left on passing from n = 0 to 1, to the right from n = 1 to 2, to the left from n = 2 to 3. This shift also holds in the cases of the esters, carbinols and halides. In acids of Type III the CO2H group when n = 0 owes its activity to a band located further in the ultraviolet than the Ist band of the CO2H group which is responsible for the activity of the CO2H groups of the acids when n = 1. On passing from the acids to esters when n is constant the shift is to the left in the disubstituted acetic, to the right in the propionic, to the left in the butyric: and to the right in the valeric acids. This type of acid therefore does not follow Freudenberg’s rule of shift. By the use of methods given in the preceding abstracts the following compounds were prepared All values for [M]D are maximum and for the homogeneous substances. EtPhCHCH2CO2H, prepared from EtPhCHCH2Br by the Grignard reagent and resolved by quinine; l-Et ester, b1 105¡ã,[M]D25 -49.8¡ã l-EtPhCH(CH2)2OH, b1 118¡ã, [M]D25 -24.7¡ã; l-EtPhCH(CH2)2Br, b1 102¡ã, [M]D25-165¡ã; l-EtPhCH(CH2)2CO2H, b4 156¡ã, [M]D25 -6.54¡ã; l-Et ester, b1 121¡ã, [M]D25 -22.9¡ã; d-EtPhCH(CH2)3OH, b5 125¡ã, [M]D25 2.07¡ã; l-EtPhCH(CH2)3Br, b3 125¡ã, [M]D25-18.2¡ã; l-EtPhCH(CH2)3 CO2H, b1, 161¡ã dD25 0.998,[M]D25 -22.2¡ã; l-Et ester, b1 135¡ã, [M]D25 -14.7¡ã; l-EtPhCH(CH2)4OH, b1 123¡ã, [M]D25 -18.2¡ã; l-EtPhCH(CH2)4Br, b1 125¡ã, [M]D25 -42.6¡ã; MePhCHCH2CO2H by the Grignard reaction from MePhCHCH2Br and resolved by quinine; l-Et ester, b4 111¡ã, [M]D25 -56.9¡ã; l-MePhCH(CH2)2OH, b8 117¡ã, [M]D25 -54.8¡ã; l-MePhCH(CH2)2Br, b11 120¡ã, [M]D25 -148¡ã; l-MePhCH(CH2)2CO2H, b1 137¡ã, [M]D25 -39.4¡ã; l-Et ester, b1 112¡ã, [M]D25 -52.9¡ã; l-MePhCH(CH2)3OH, b1 109¡ã, [M]D25 -30.8¡ã; l-MePhCH(CH2)3Br, b15 125¡ã, [M]D25 -38.3¡ã; d-Me(C6H11CHCO2H, b1 105¡ã, [M]D25 25.8¡ã; l-Me(C6H11) CH-CO2H, b0.2 95¡ã, [¦Á]D25 -7.14¡ã (in dry Et2O); d-Me(C6H11)CHCO2Et, b15 100¡ã, dD25 0.938, [M]D25 36.9¡ã; l-Me(C6H11)CHCH2OH, b15 110¡ã, dD25 0.923, [M]D25 -1.74¡ã; d-Me-(C6H11)CHCH2Br, b15 110¡ã, d425 1.203, [M]D25 12.0¡ã; d-Me(C6H11)CHCH2CO2H, b4 145¡ã, d425 1.018, [M]D257.9¡ã. The maximum value calculated on the above reactions starting from the maximum value of MePhCHCO2H, compares with a value of [M]D25 7.8¡ã obtained by direct catalytic reduction of maximum MePhCHCH2CO2H. Thus there was no racemization in the experiments
Journal of Biological Chemistry published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Computed Properties of 1949-41-3.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia