Category: 3115-28-4

Sniegoski, Paul J. published the artcileA method for relating esterification rates and structures of alkyl-substituted acetic acids, Product Details of C10H20O2, the publication is Journal of Organic Chemistry (1976), 41(11), 2058-61, database is CAplus.

Thirty-three alkylacetic acids were ranked according to the expected relative esterification rates with an 0.99 correlation coefficient with exptl. data by reducing the structure of each acid to a C-C bond number pattern (a series of digits representing the position of each C atom in relation to the number of C-C bonds to the CO2H group).

Journal of Organic 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 C11H17BO3S, Product Details of C10H20O2.

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

Sangster, James published the artcileOctanol-water partition coefficients of simple organic compounds, COA of Formula: C10H20O2, the publication is Journal of Physical and Chemical Reference Data (1989), 18(3), 1111-229, database is CAplus.

Octanol-water partition coefficients (log P) for 634 organic compounds representing all principle classes were retrieved from the literature and are critical evaluated. Recommendations are given. Pertinent thermodn. relations are presented, with a discussion of direct and indirect methods of measurements.

Journal of Physical and Chemical Reference Data 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

Herrmann, K. published the artcileEffects of the anticonvulsant drug valproic acid and related substances on the early development of the zebrafish (Brachydanio rerio), Category: catalysis-chemistry, the publication is Toxicology in Vitro (1993), 7(1), 41-54, database is CAplus and MEDLINE.

The early development of the zebrafish Brachydanio rerio is being investigated as a possible test system for prescreening drugs suspected to be hazardous to humans. Experiments have been carried out to evaluate the teratogenic effect of the human antiepileptic drug valproic acid (VPA) and several chem. related substances. The experiments show the highly synchronous development of zebrafish embryos, even of batches laid by different parents. Effects due to drug treatment can be easily and accurately determined VPA causes retardation and cessation of development. It generate malformations such as edema, brain deformities, a shortened and bent tail, and bipartite axiation of the posterior trunk. The effects of the various substances tested were estimated and compared by measuring retardation of development. The related substances display similar effects, but differ in their effectiveness as they do in other test systems: 2-en-valproic acid and 4-en-valproic acid display weaker effects than VPA and propylhexanoic acid. Valpromide, methylhexanoic acid, pentenoic acid and diethylacetic acid display a weak effect or no effect at all. The effects in zebrafish appear to be more similar to those observed in hydroids and in mammalian whole embryo culture systems than to the effects in mammals in vivo. Differences may be best explained by differences in uptake and degradation of the drugs, and by the influence of the maternal organism in mammals.

Toxicology in Vitro 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, Category: catalysis-chemistry.

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

Gunstone, F. D. published the artcileHigh resolution carbon-13 NMR study of synthetic branched-chain acids and of wool wax acids and isostearic acid, Related Products of catalysis-chemistry, the publication is Chemistry and Physics of Lipids (1993), 65(2), 155-63, database is CAplus.

The ¹³C NMR spectra of 28 C_6-18 branched-chain fatty acids (including two from the literature) were recorded and assigned. They were mainly methyl-branched but also included C_2-6 and C₁₆ branches. Branched-chain acids in wool grease and industrially produced isostearic acid were examined

Chemistry and Physics of 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, Related Products of catalysis-chemistry.

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

Franzen, Volker published the artcileMolecular rearrangement during the oxidation of acetylenic hydrocarbons with peracetic acid. A new route to ¦Á-branched carboxylic acids, Formula: C10H20O2, the publication is Chemische Berichte (1954), 1219-25, database is CAplus.

Reaction of RCú·CR’ with AcO₂H (I) yields, in addition to RCO₂H and R’CO₂H, RR’CHCO₂H, probably via RR’C:C:O, by a mechanism (details given) similar to that of the Wolff-Schroeter (C.A. 3, 2555) and Buckley-Levy (C.A. 46, 9055e) rearrangements. Degrading Bu₂CHCO₂H (II) to Bu₂CO (III) proved its structure. Keeping 20 g. (EtCú·)₂ and 3 equivalents 12% I 10 days, removing AcOH in vacuo, and esterifying residual Et₂CHCO₂H, b₇₆₀ 191-5¡ã, with MeOH-HCl gave 8.2 g. Et₂CHCO₂Me, b₇₆₀ 134¡ã, n_D²⁰ 1.4052. (BuCú·)₂ and I similarly (reaction kept at 25¡ã and followed by titration) gave by fractional distillation BuCO₂Me, b₇₆₀ 125-7¡ã, n_D²⁰ 1.3969, and Bu₂CHCO₂Me (IV), b₉ 90¡ã, n_D²³ 1.4232. IV (16 g.) refluxed with KOH in MeOH 2 hrs. and dilute H₂SO₄ added gave 12 g. II, b₁₂ 137¡ã, n_D²⁰ 1.4330, d₂₀ 0.8848, forming no urea adduct [p-toluidide of II, m. 115¡ã (from EtOH), prepared with SOCl₂ and p-toluidine]. Bu₂CHCH₂OH, b₁₂ 107¡ã, n_D²⁰ 1.4360, was prepared from IV with LiAlH₄. The chilled Grignard reagent from 20 g. Mg and 140 g. PhBr in 250 cc. Et₂O treated dropwise with 70 g. IV in 100 cc. Et₂O, boiled 3 hrs., decomposed with dilute H₂SO₄, and Et₂O residue distilled gave a trace of Ph₂, then 56 g. Bu₂CHC(OH)Ph₂ (V), b_0.5 168-70¡ã, n_D²⁰ 1.5410. Heating 30 g. V with 20 g. KHSO₄ at 230¡ã 1 hr., decanting from salt, and distilling gave 21.7 g. Bu ₂CH:CHPh₂ (VI), b_4.8 183-4¡ã, n_D²¹ 1.5460. A solution of 17 g. VI in 60 cc. AcOH was ozonized at 0¡ã, treated with 4 g. Zn dust, concentrated to 0.5 volume, diluted with water, extracted with Et₂O, the extract washed with 2N Na₂CO₃, and the Et₂O residue fractionated, giving 4.8 g. III, b₂₈ 89-90¡ã, n_D²¹ 1.4200 (identical with compound prepared from Bu₂CHOH with CrO₃), forming urea adduct in MeOH [semicarbazone of III, m. 89¡ã (from EtOH)], and Ph₂CO, b_0.1 118-22¡ã [semicarbazone, m. 164¡ã]. PhCú·CMe treated with I gave, after esterifying, BzOMe, b₂₄ 96-8¡ã, and 20% PhCHMeCO₂Me, b₂₄ 115¡ã, n_D²⁵ 1.5010, which was saponified 2 hrs. with KOH in boiling MeOH, the acid treated with SOCl₂, and the PhCHMeCOCl, b₄₀ 33¡ã, poured into concentrated NH₄OH to give PhCHMeCONH₂, m. 92¡ã (from MeOH). PhCú·CCH₂Ph treated with I, AcOH evaporated, the mixture of acids extracted with 2N Na₂CO₃ and fractionally sublimed after addition of dilute H₂SO₄, gave below 160¡ã (1 mm.) BzOH and PhCH₂CO₂H [amide, m. 156¡ã], and at 200-10¡ã (0.1 mm.) 35% crude PhCH₂CHPhCO₂H [pure amide, m. 133¡ã (from aqueous EtOH)]. MeCú·CBu treated with I and product distilled gave BuCO₂H, b₁₂ 87¡ã, and BuCHMeCO₂H, b₁₂ 110-12¡ã, n_D¹⁸ 1.4200, d₁₇ 0.9085, no urea adduct. PrCú·CBu and I gave PrCO₂H, b₂₅ 78-82¡ã, BuCO₂H, b₂₅ 96-9¡ã [S-benzylthiuronium salts, m. 146¡ã and 156¡ã, resp.], and BuCHPrCO₂H, b₂₅ 140-42¡ã, n_D²⁰ 1.4297, no urea adduct [amide, m. 122¡ã]. MeCú·C(CH₂)₄Cú·CMe and I gave after esterification, distillation, and saponification HO₂CCHMe(CH₂)₄CHMeCO₂H (Steele, C.A. 25,919).

Chemische Berichte 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, Formula: C10H20O2.

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

Dolique, Roger published the artcileRelation between ultra-violet absorption and structure of derivatives of acetic and malonic acids, COA of Formula: C10H20O2, the publication is Annali di Chimica Applicata (1931), 425-521, database is CAplus.

The mutual influence on the absorption spectra of 2 neighboring chromophores diminishes with separation, and ceases when they are separated by more than 3 C atoms. In the preparation of disubstituted malonic esters the yield is improved if that substituent which contains a Ph nucleus is introduced first. Excess of Et malonate improves the yield in the preparation of monoalkyl derivatives of Et malonate. Improvements in the preparation of several of the following compounds are recorded. The Na derivative of Et n-butylmalonate (b₁₂ 127¡ã) with ¦Ã-phenylpropyl bromide gives Et ¦Ã-phenylpropylbutylmalonate, b₁₅ 212-3¡ã (35% yield), also obtained by reversing the order of introduction of the substituents (yield 33%), and purified by re-esterification of the acid, m. 137.5-8¡ã (yield of acid 91%). The heated acid gives ¦Á-(¦Ã-phenylpropyl)hexoic acid, m. 38¡ã, b₁₉ 215¡ã. Similar reactions give Et ethylbutylmalonate, b₁₃ 128¡ã, ¦Á-ethylhexoic acid, b₇₅₅ 222¡ã, b₁₈ 131¡ã (benzyl ester, b₁₃ 150¡ã; cf. Levene and Taylor, C. A. 17, 66), Et butylbenzylmalonate, b₁₅ 187¡ã (yield 35% from Et butylmalonate, or 52% from Et benzylmalonate) (Dox and Yoder, C. A. 16, 1934) (acid, m. 104.5¡ã), ¦Á-benzylhexoic acid, b₁₄ 185¡ã, b₁₀ 179¡ã (yield 95%) [Et ester, b₇₅₆ 274¡ã, b₁₆ 156¡ã (yield 82%); benzyl ester, b₂₈ 234-6¡ã, b₁₆ 222-3¡ã (yield 80%)], Et dibutylmalonate, b₁₈ 151-2¡ã (yield 55%; yield of acid 96%, ¦Á-butylhexoic acid, b₁₅ 149¡ã [Et ester, b₇₅₂ 218¡ã, b₁₈ 110¡ã (yield 84%), benzyl ester, b₁₅ 177¡ã, amide, m. 134.5¡ã (sublimes 100-10¡ã)] (cf. Levene and Cretcher, C. A. 12, 1546), Et ¦Â-phenylethylbutylmalonate, b₁₅ 203¡ã, b₁₇ 205¡ã (yield 34%, or 40%) [acid, m. 139¡ã (yield 86%)], ¦Á-(¦Â-phenylethyl)hexoic acid, b₁₇ 201-2¡ã, b₂₈ 238-9¡ã, Et dibenzylmalonate, b₂₂ 238¡ã (yield 75%) [acid, m. 174¡ã (yield 90%)], ¦Â-phenyl-¦Á-benzylpropionic acid, m. 91¡ã [Et ester, b₁₈ 202¡ã (yield 75%); benzyl ester, m. 81¡ã (yield 87%); amide, m. 129.5¡ã]. Et phenylmalonate gives Et phenylbutylmalonate (yield 58%), hydrolyzed to the acid, m. 153¡ã, and ¦Á-phenylhexoic acid, h₂₀ 182-3¡ã (also obtained by heating phenylbutylmalonic acid, and by hydrolysis of ¦Á-phenylhexonitrile, b₂₀ 151.1-2.5¡ã, obtained from CH₂PhCN by means of NaNH₂ and BuBr). Et ¦Á-ethylhexoate, reduced by Bouveault’s method (Bull. soc. chim. 9, 372(1893)), gives ¦Â-ethylhexanol, b₇₅₈ 180¡ã, b₂₇ 96-7¡ã, b₁₈ 89-90¡ã (yield 58%). Similarly are obtained ¦Â-butylhexanol (yield 63%; also obtained by similar reduction of ¦Á-butylhexoamide, yield 8%) (phenylurethan, m. 39¡ã), ¦Â-benzylhexanol, b₂₇ 170-1¡ã (yield 60%, also from the amide in small yield) (phenylurethan, m. 55.5¡ã). ¦Â-Phenyl-¦Á-benzylacetamide by similar treatment gives ¦Ã-phenyl-¦Â-benzylpropanol, m. 27-8¡ã, b₁₀ 197¡ã (phenylurethan, m. 94¡ã) (in better yield than from the ester), and a little ¦Ã-phenyl-¦Â-benzylpropylamine (Bz derivative, m. 104¡ã). ¦Á-Methyl-¦Á-ethylpentanol, b₂₇ 79-80¡ã, ¦Á-methyl-¦Á-benzylpentanol, b₂₇ 155¡ã, b₁₈ 144¡ã, ¦Â-Phenyl-¦Á-benzyl-¦Á-methylethanol (from AcOEt and CH₂Ph.MgCl), b₁₅ 182¡ã, and ¦Á-benzyl-¦Á-methylpentanol (from Me.CO.CH₂Ph and MgBuBr), b₂₇ 155¡ã, b₁₈ 144¡ã, could not be obtained optically pure.

Annali di Chimica Applicata 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

Creger, Paul L. published the artcileMetalated carboxylic acids. III. Monoalkylation of alkylacetic acids. Possible alternative to the malonic ester synthesis for the preparation of dialkylacetic acids, Safety of 2-Butylhexanoic acid, the publication is Journal of the American Chemical Society (1970), 92(5), 1397-8, database is CAplus.

Alkanoic acids are converted to RCH2CO2-Na+, (R = cycloalkyl or C1-8 alkyl). The salts are treated with BuLi and and [RCHCO2]2- Li+ Na+ obtained are treated with BuBr, hexyl bromide, and n-octyl bromide to give RR1CHCO2H.

Journal of the American Chemical Society 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, Safety of 2-Butylhexanoic acid.

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

Carraz, Gilbert published the artcileTheory of the activity of the di-n-propylacetic acid structure, Category: catalysis-chemistry, the publication is Agressologie (1967), 8(1), 13-20, database is CAplus and MEDLINE.

I.p. injection of isopropylisovaleric acid (3,3,4-trimethylpentanoic acid) at a dose equimolar to that of dipropylacetic acid (I) (200 mg./kg.) was as potent an anticonvulsive compound as I when injected into mice 30 min. prior to a s.c. injection of pentetrazole; equimolar doses of diethylacetic, 2,2-dimethylbutyric, 2,2-dimethylpropionic, and dimethylacetic acids had 80, 80, 80, and 20%, resp., of the activity of I, while dibutylacetic, isovaleric, vinylacetic, isocrotonic, and tiglic acids, together with EtCOCO2H, PrCOCO2H, and BuCOCO2H were nonprotective. Modifications of the alkyl chain, therefore, determine anticonvulsive activity in this series. Rats were injected with 2, 5, 10, and 25 mg. hexobarbital/kg. on 4 days, resp., which abolished the sedative effect of a subsequent injection of 150 mg. hexobarbital/kg.; however, injection of 50 mg. Depamide (Pr2CHCONH2)/kg. with a 150 mg./kg. dose of barbiturate into hexobarbital-pretreated mice caused sedation, indicating interference by Depamide towards enzymic processes. I and Depamide (i.p. injection of 200 mg./kg.) both extended the survival of mice under anoxic conditions. I homologs may interfere with enzymic processes; since abnormal urinary organic acids were detected after administration of I to rats, the interference may be at the Krebs cycle.

Agressologie 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, Category: catalysis-chemistry.

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

Berking, S. published the artcileEffects of the anticonvulsant drug valproic acid and related substances on developmental processes in hydroids, Formula: C10H20O2, the publication is Toxicology in Vitro (1991), 5(2), 109-17, database is CAplus and MEDLINE.

Developmental processes suitable for the detection of effects of drugs used in human therapy were investigated in the freshwater polyp hydra and in the marine hydroid Hydractinia. The organisms were treated with the anticonvulsant drug valproic acid (VPA), suspected human teratogen causing exencephaly in mice, and 12 related substances. In Hydractinia the acquisition of the normal larval shape in the course of embryogenesis and the developmental step from the larval to the adult stage (metamorphosis) were studied. When applied during embryogenesis, the test substances were found to affect cellular adhesiveness. The greater the concentration, the greater the number of groups of cells that failed to integrate within the spindle-shaped larval body. The most potent substance was octanoic acid, while diethyl-acetic acid had almost no effect. In experiments on metamorphosis, 2-propyl-pentanol was the most potent in reducing the frequency of induction of metamorphosis, whilst 4-pentanoic acid was the least effective. Long treatments (24 h) with low concentrations of VPA in Cs⁺-enriched seawater reduced, and short treatments (3 h) with high concentrations increased, the frequency of induction of metamorphosis. VPA itself failed to induced metamorphosis. A possible explanation for this may be that VPA and the other potent compounds affect the turnover of potassium ions in Hydractinia larvae. In hydra, head regeneration and its inhibition by the drugs was studied. Head regeneration was inhibited by low concentrations (> 0.1 mM) of VPA, 4-en-valproic acid, and octanoic acid, while valproic acid amide (valpromide) and diethyl-acetic acid had almost no effect. The order of potency of these test substances varies greatly with different mammalian in vivo and in vitro test systems. Therefore, a correlation between potency in hydroids and in mammalian test systems is not possible. However, some similarities are explored.

Toxicology in Vitro 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, Formula: C10H20O2.

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

Alam, Todd M. published the artcileAb initio calculations of possible ¦Ã-gauche effects in the ¹³C-NMR for methine and carbonyl carbons in precise polyethylene acrylic acid copolymers, Safety of 2-Butylhexanoic acid, the publication is Molecules (2013), 9010-9020, database is CAplus and MEDLINE.

The impacts of local polymer chain conformations on the methine and carbonyl ¹³C-NMR chem. shifts for polyethylene acrylic acid p(E-AA) copolymers were predicted using ab initio methods. Using small mol. cluster models, the magnitude and sign of the ¦Ã-gauche torsional angle effect, along with the impact of local tetrahedral structure distortions near the carbonyl group, on the ¹³C-NMR chem. shifts were determined These ¹³C-NMR chem. shift variations were compared to the exptl. trends observed for precise p(E-AA) copolymers as a function acid group spacing and degree of zinc-neutralization in the corresponding p(E-AA) ionomers. These ab initio calculations address the future ability of ¹³C-NMR chem. shift variations to provide information about the local chain conformations in p(E-AA) copolymer materials.

Molecules 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, Safety of 2-Butylhexanoic acid.

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