Gronowitz, Salo’s team published research in Lipids in 28 | CAS: 3115-28-4

Lipids 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, Application In Synthesis of 3115-28-4.

Gronowitz, Salo published the artcileOn the syntheses of branched saturated fatty acids, Application In Synthesis of 3115-28-4, the publication is Lipids (1993), 28(10), 889-97, database is CAplus.

To investigate the relation between the structure of mono-branched saturated fatty acids and their phys. properties, a three-factor central composite design was constructed. Sixteen different fatty acids were prepared, generally from a few common starting materials. Thus alkylation and hydrolysis of oxazolines were used for the preparation of 2-butylhexanoic acid, 2-methyloctadecanoic acid, 2-hexadecyloctadecanoic acid and 2-pentyloctadecanoic acid. Some acids were prepared from thiophene derivatives followed by desulfurization with Raney-Nickel alloy under alk. conditions. Thus, starting from 3-ethylthiophene, 4-ethyl-2-thiophenecarboxylic acid and 4-ethyl-2-methyl-5-thiophenecarboxylic acid were prepared, which upon desulfurization gave the desired 4-methylhexanoic acid. 3-Bromo-2-methylthiophene gave 3-ethyl-2-methyl-5-thiophenecarboxylic acid via 3-acetyl-2-methylthiophene and 3-ethyl-2-methylthiophene. Desulfurization gave 4-ethylhexanoic acid. Treating 2-acylthiophenes with Grignard reagents gave the appropriate olefins, whose metalation and reaction with carbon dioxide gave the corresponding 2-thiophenecarboxylic acids.. This method gave 6-propyldecanoic acid, 6-hexyldodecanoic acid, 6-methyldodecanoic acid and 6-pentylpentadecanoic acid. The remaining four acids were prepared from some of the branched acids described above through Kolbe reactions of dioic acids. Thus 16-methyloctadecanoic acid and 10-methyldodecanoic acid were obtained from 4-methylhexanoic acid, 16-ethyloctadecanoic acid from 4-ethylhexanoic acid and 9-pentyloctadecanoic acid from 6-pentylpentadecanoic acid.

Lipids 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, Application In Synthesis of 3115-28-4.

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