Levene, P. A. published the artcileSynthesis and oxidation of tertiary hydrocarbons, Recommanded Product: 2-Butylhexanoic acid, the publication is Journal of Biological Chemistry (1918), 505-12, database is CAplus.
The investigation was evolved from the previous work of L. and Allen (C. A. 11, 1414) on the structure of branched chain fatty acids, in which an attempt was made to determine the position of the tertiary C atom by oxidation of the fatty acids themselves. As it was found that the oxidation took place at more than one point in the C chain and that consequently the products of oxidation were so numerous that it was difficult to formulate the structure of the original mol. on the basis of many fragments, it was thought that an advantage might be gained if prior to oxidation the mol. of the acid could be so transformed as to possess fewer points susceptible to the action of oxidizing agents. Transformation into the corresponding hydrocarbon seemed to offer the most promising possibilities. The work is divided into two parts, the synthesis of tertiary aliphatic hydrocarbons and the study of their behavior toward KMnO4. The hydrocarbons were obtained by reduction of acids prepare by the malonic ester synthesis following the routine adopted in the work of L. and Allen. All the intermediate substances leading up to 2-butylhexane and to 4-butyloctane have been prepared, but only the former hydrocarbon, 2-butylhexane, is readily oxidized by an alk. KMnO4 solution If the oxidation is carried out at 80-90¡ã the only oxidation products are HCO2H and CO2, but when conducted at 25¡ã butyric acid is formed which was identified as its Ag salt. The experiments on the oxidation are incomplete. Diethyl dibutylmalonate, b14 153-4¡ã (corrected). Dibutylmalonic acid crystallines from C6H6 in long, transparent, prismatic needles, slightly soluble in H2O, m. 163¡ã (slight decomposition). 2-Butylhexylic acid, b. 255¡ã (corrected), b16 153¡ã, d16 0.899. Ethyl 2-butylhexylate, b15 114-5¡ã (corrected). 2-Butylhexyl alcohol, b. 218-9¡ã (corrected), d. 0.836. 2-Butylhexyl iodide, b13 124-5¡ã (corrected), d. 1.267. 2-Butylhexane, b. 165¡ã (corrected), d. 0.738. Diethyl 2-butylhexylmalonate, b14 180¡ã (corrected). 2-Butylhexylmalonic acid, transparent rhombic needles from low boiling petroleum ether, m. 88¡ã (corrected). 4-Butyloctylic acid, b12 173-4¡ã (corrected), d. 0.901. Ethyl 4-butyloctylate, b10 139¡ã (corrected). 4-Butyloctyl alcohol, b15 139¡ã, d. 0.841. 4-Butyloctyl iodide, b8 143¡ã, d. 1.194.
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, Recommanded Product: 2-Butylhexanoic acid.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia