Hess, Kurth’s team published research in Justus Liebigs Annalen der Chemie in 441 | CAS: 3115-28-4

Justus Liebigs Annalen der Chemie 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, COA of Formula: C10H20O2.

Hess, Kurth published the artcileSyntheses in the undecane series, COA of Formula: C10H20O2, the publication is Justus Liebigs Annalen der Chemie (1925), 151-6, database is CAplus.

Undecaue, C11H24, b16 79°, b752 194-5°, d419.8 0.7418, nD19.5 1.41862, was prepared by reducing caprone, b16 107-8°, b750 226° (corrected), d420 0.8247, nD19 1.42916, m 14.5°, by boiling with amalgamated Zn in 1:1 HCl (HCl being passed through the solution for 24 hrs.) and also by reducing C9H11COMe. Reduction of 9.5 g. caprone with Na and EtOH gave 8.5 g. undecan-6-ol, b16 117-8°, b754 235° (corrected), m. 16°, d421.8 0.8272, nD19 1.4370. Et butylacetoacetate (I), b17 114-5°, results in 19 g. yield from 19 g. AcCH2CO2Et, 22 g. BuBr, 3.4 g. Na and 40 cc. absolute EtOH (in addition to about 5 g. C5H11CO2Et, b16 61-3°, d419 0.8733, nD19.5 1.40785). Et dibutylacetoacetate (II), b15 135.5°, d420 0.9320, nD20 1.44042, is formed in 5 g. yield from 10 g. I, 8 g. BuBr and 1.3 g. Na in 25 cc. absolute EtOH, heated 4 hrs. If 10.3 g. I, 9 g. BuBr and 1.3 g. Na in 16 g. EtOH are used, there results almost entirely Bu2CHCO2Et, b16 104°, d420. 0.8631, nD20 1.42223. II, heated 6 hrs. with 10% KOH, in equal volumes of H2O and EtOH, gives ε-acetylnonane (III), b16 96-7°, d418.4 0.8299, nD18.4 1.42795. There also results some dibutylacetic acid, b16 139-40, d418.4 0.8978, nD17.4 1.43448. Reduction of III by Na and EtOH gives ε-nonylmethylcarbinol (ε-[1-hydroxyethyl]nonane), b16 108-9°, d417.9 0.8392, nD18.2 1.44042, which is further reduced by amalgamated Zn and HCl to ε-ethylnonane (0.8 g. from 5.4 g. ketone), b16 71°, d419.2 0.7513, nD19.5 1.42092.

Justus Liebigs Annalen der Chemie 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, COA of Formula: C10H20O2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia