Levene, P. A. published the artcileWalden inversion. XVII. Optical rotations in homologous series of carboxylic acids, Product Details of C10H20O2, the publication is Journal of Biological Chemistry (1932), 153-64, database is CAplus.
cf. C. A. 24, 5741; 25, 4847. In support of the view, previously stated, that the rotation of a substance is derived from 2 major contributing groups, with minor changes due to interaction effects, acids of the type MeCHR(CH2)nCO2H were prepared and resolved. The group R varies from Me to Am, and for each value of R, n was varied between 0 and 3. The following compounds were prepared and their theoretical maximum rotations (M calculated) obtained from the degree of racemization of the parent compound The contribution of the alkyl group R is pos., increasing with weight, while that of the (CH2)nCO2H group is neg., alternating in magnitude, the rotations of the compounds in which n is 0, 2 and 4 being more neg. than those in which it is 1 and 3. 1-2-Propylhexanoic 6-acid (I), from 1-bromo-3-methylhexane and (CO2Et)2CHNa by refluxing, extracting with Et2O, hydrolyzing with alc. KOH, extracting the acid with Et2O and heating till CO2 was all evolved, b5 127¡ã, d425 0.901, [¦Á]D25 -0.37¡ã, [M]D25 -0.58¡ã, [M]D25 calculated -3.67¡ã. 1-2-Butylhexanoic 6-acid, prepared as I, b3 130¡ã, d425 0.897, [¦Á]D25 -0.50¡ã, [M]D25 -0.86¡ã, [M]D25 calculated -1.6¡ã. 1-2-Amylhexanoic 6-acid, b3 135¡ã, d425 0.893, [¦Á]D25 -0.18¡ã, [M]D25 -0.33¡ã, [M]D25 calculated -0.6¡ã. d-3-Methylhexanoic acid (II), by passing CO2 into 1-chloro-3-methylpentane and Mg in dry Et2O, chilling, adding HCl and extracting with Et2O, b16 115¡ã, d422 0.923, [¦Á]D22 3.09¡ã, [M]D22 4.02¡ã, [M]D22 calculated 13.6¡ã. d-4-Methylheptanoic 7-acid, prepared as II, b22 132¡ã, d424 0.882, [¦Á]D24 2.11¡ã, [M]D24 3.04¡ã, [M]D24 calculated 6.9¡ã. 1-5-Methyloctanoic 8-acid, as II, b22 149¡ã, d425 0.871, [¦Á]D25 -1.33¡ã, [M]D25 [M]D25 -2.10¡ã, [M]D25 calculated -4.1¡ã. 1-6-Methylnonanoic 9-acid, as II, b22 156¡ã, d425 0.871, [¦Á]D25 -0.59¡ã, [M]D25 -1.01¡ã, [M]D25 calculated -1.9¡ã. d-3-Methylheptanoic 7-acid, as II, b20 128¡ã, d426 0.893, [¦Á]D26 2.47¡ã, [M]D26 3.56¡ã, [M]D26 calculated 11.07¡ã. d-3-Methyloctanoic 8-acid, as I, b20 139¡ã, d425 0.899, [¦Á]D25 2.49¡ã, [M]D25 3.93¡ã, [M]D25 calculated 12.22¡ã. 1-1-Amino-2-methylhexane was prepared from 2-butylbutyric 4-acid to correlate this with 2-butylpropionic 3-acid, by refluxing with SOCl2, pouring into NH4OH, crystallizing the amide and treating with Br2 and KOH. After extracting with ether, the dried product was distilled from Na2SO4, b22 62¡ã, d427 0.773, [¦Á]D27 -11.75¡ã, [M]D27 -13.51¡ã.
Journal of Biological Chemistry published new progress about 3115-28-4. 3115-28-4 belongs to catalysis-chemistry, auxiliary class Aliphatic Chain, name is 2-Butylhexanoic acid, and the molecular formula is C10H20O2, Product Details of C10H20O2.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia