Category: 3115-28-4

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°, d₄^19.8 0.7418, n_D^19.5 1.41862, was prepared by reducing caprone, b₁₆ 107-8°, b₇₅₀ 226° (corrected), d₄²⁰ 0.8247, n_D¹⁹ 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°, d₄^21.8 0.8272, n_D¹⁹ 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, n_D^19.5 1.40785). Et dibutylacetoacetate (II), b₁₅ 135.5°, d₄²⁰ 0.9320, n_D20 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, n_D²⁰ 1.42223. II, heated 6 hrs. with 10% KOH, in equal volumes of H₂O and EtOH, gives ε-acetylnonane (III), b₁₆ 96-7°, d₄^18.4 0.8299, n_D^18.4 1.42795. There also results some dibutylacetic acid, b₁₆ 139-40, d₄^18.4 0.8978, n_D^17.4 1.43448. Reduction of III by Na and EtOH gives ε-nonylmethylcarbinol (ε-[1-hydroxyethyl]nonane), b₁₆ 108-9°, d₄^17.9 0.8392, n_D^18.2 1.44042, which is further reduced by amalgamated Zn and HCl to ε-ethylnonane (0.8 g. from 5.4 g. ketone), b₁₆ 71°, d₄^19.2 0.7513, n_D^19.5 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

Courage-Maguire, Carol published the artcileCorrelation of in vitro anti-proliferative potential with in vivo teratogenicity in a series of valproate analogs, Product Details of C10H20O2, the publication is International Journal of Developmental Neuroscience (1997), 15(1), 37-43, database is CAplus and MEDLINE.

The prediction that an anti-proliferative effect coupled with a pro-differentiative action will detect a neural tube teratogen has been validated by comparison of these in vitro endpoints with in vivo teratogenicity in a series of closely allied valproate structural analogs. The majority of the compounds significantly inhibited C6 glioma proliferation, the most potent compounds being ranked as octanoic acid > 2-propylhexanoic acid â‰?2-ethylhexanoic acid â‰?valproic acid. The anti-proliferative potency of these compounds did not correlate strictly to their relative in vivo teratogenic potential. Valproic acid exhibited an anti-proliferative IC₅₀ of 1.45 mM, whereas 2-propyl-2-pentenoic acid and 2-propyl-4-pentenoic acid were virtually indistinguishable, exhibiting significantly lower IC₅₀ values of 2.5 and 2.55 mM, resp. The Con A lectin affinity assay was employed to establish whether an anti-proliferative action was coupled with an increased state of cell differentiation. In this lectin affinity assay, the most potent analogs to significantly attenuate the affinity of exposed C6 glioma cells for Con A lectin-coated plastic included 2-butylhexanoic acid, 2-propyl-4-pentenoic acid, 2-propylhexanoic acid, and 2-ethylhexanoic acid in a manner which can be related to their relative teratogenic potencies in vivo. All compounds screened pos. in both the anti-proliferative and pro-differentiative assays exhibited in vivo exencephalic rates of 5-44%. These included valproic acid, 2-ethylhexanoic acid, 2-propylhexanoic acid, and 2-butylhexanoic acid. It would appear that combined anti-proliferative and pro-differentiative screens provide a promising detection system for teratogenic status in a series of valproate analogs.

International Journal of Developmental Neuroscience 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

Freidlina, R. Kh. published the artcileRearrangement of radicals in the process of telomerization of ethylene with acetic acid, COA of Formula: C10H20O2, the publication is Doklady Akademii Nauk SSSR (1964), 156(5), 1133-6, database is CAplus.

Heating C₂H₄ at 1540 atm. with AcOH in the presence of a catalytic amount (Me₃CO)₂ in an autoclave at 140° gave the normally expected telomer acids Et(CH₂CH₂)_nCH₂CO₂H. However, also isolated were isooctanoic and isodecanoic acids and α-ethylcaproic acid, b₁₃ 120°, n²⁰_D 1.4290, d₂₀ 0.9014 (S-benzylthiuronium salt m. 127-8°), as well as α-butylcaproic acid, b₁₂ 137-8°, 1.4459, 0.9216. The higher boiling products were found to consist of C_16-18 acids. Formation of the branched acids indicated some isomerization of radicals such as •CH₂(CH₂)₃CH₂CO₂H.

Doklady Akademii Nauk SSSR 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

Abbott, F. S. published the artcileQuantitative structure-anticonvulsant activity relationships of valproic acid, related carboxylic acids, and tetrazoles, Application of 2-Butylhexanoic acid, the publication is Neuropharmacology (1988), 27(3), 287-94, database is CAplus and MEDLINE.

Valproic acid and several structurally related carboxylic acids and tetrazole analogs antagonized seizures induced by pentylenetetrazole in mice. To investigate the influence of the alkyl substituents on the anticonvulsant activity, the octanol-water partition coefficients and relative pK_a values were determined Within the series of active carboxylic acids, there was a good correlation between the anticonvulsant activity and the partition coefficient The influence of pK_a on the anticonvulsant activity was small but of statistical significance. When the most active compound, 5-heptyltetrazole, was added to the carboxylic acid series, a low correlation between the anticonvulsant activity and a linear combination of lipophilicity and pK_a resulted. The effect of the polar moieties in alkyl-substituted anticonvulsant compounds was assessed by comparison of the regression equations with either an added pK_a or dipole moment term to the term of lipophilicity. It appears that other factors, such as the nature of the alkyl substituent, influence the anticonvulsant activity. The inactivity of the cyclohexylmethyl-substituted compounds, cyclohexylacetic acid, and 5-cyclohexylmethyltetrazole may be due to subtle steric effects at a critical step, either involving oxidative metabolism or an interaction at an active site.

Neuropharmacology 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 of 2-Butylhexanoic acid.

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