Category: 28056-87-3

Hohenlohe-Oehringen, K. published the artcile1-Methoxy-l-buten-3-one and primary amines, Application In Synthesis of 28056-87-3, the publication is Monatshefte fuer Chemie (1962), 586-99, database is CAplus.

MeOCH:CHAc (I) condensed with primary aliphatic amines and treated with HCl gave via the non-isolated alkylaminobutenones 40-50% N-alkyl2-methyl-5-acetylpyridinium salts (II). These were reducible directly or through intermediate stages to N-alkylcopellidines or N-alkylisocopellidines (1-alkyl-2-methyl-5-ethylpiperidines) (III). The structure of the II was proved by synthesis of the N-Me derivatives and the structure of the III by degradation. Homoveratrylamine (IIIa) (35 g.) in 90 ml. Et₂O treated with 53 g. I, when the reaction subsided the solution kept 3 hrs. at room temperature, treated with Et₂O-HCl, the gummy solid separated by decanting the supernatant solution, refluxed 2 hrs. in 100 ml. CHCl₃, the solution diluted with 200 ml. Me₂CO, and cooled gave 32 g. N-homoveratryl-2-methyl-5-acetylpyridinium chloride (IV), m. 220-30¡ã (decomposition); phenylhydrazone decompose 138-9¡ã (Me₂CO). Aqueous IV poured into Me₂CO containing NaI gave the corresponding iodide, m. 188¡ã. Aqueous IV treated with concentrated aqueous NH₃ gave an unstable anhydro base, reconverted with Et₂O-HCl into IV. IV (12 g.) in 50 ml. AcOH hydrogenated with Pd-C at room temperature and atm. pressure (970 ml. H absorbed), filtered, the filtrate evaporated in vacuo, and the residue recrystallized from EtOH-Me₂CO gave 9.7 g. N-homoveratryl-2-methyl-5-(¦Á-hydroxyethyl)pyridinium chloride (V), m. 170¡ã. Alc.-V treated with Me₂CO containing NaI gave the corresponding iodide, m. 175¡ã. IV (3.5 g.) in H₂O treated with concentrated aqueous NH₃, the precipitate filtered off, washed with H₂O, dissolved in MeOH, the solution treated with MeI, heated 2 hrs. on a H₂O bath in a glass autoclave, and cooled gave 1.6 g. unidentified compound, C₁₉H₂₄NO₃I, m. 207¡ã (MeOH). IV (5 g.) and 10 ml. N₂H₄.H₂O in 15 ml. EtOH boiled 45 min., evaporated in vacuo the residue treated with concentrated aqueous HCl, the mixture evaporated, the residue crystallized from EtOH, and the solid filtered off gave 3.1 g. compound, m. 170-92¡ã; evaporation of the mother liquor gave 2.1 g. IIa.HCl, m. 156¡ã (EtOH-Me₂CO). PtO₂ (2 g.) hydrogenated in 10 ml. H₂O, the mixture treated with 15 g. IV in N HCl, hydrogenated at room temperature and atm. pressure (every 4 hrs. the mixture was shaken with air to reactivate the catalyst; after 30-40 hrs. 5300 ml. H was absorbed), the catalyst filtered off, extracted with boiling H₂O, the extract filtered while hot, the combined filtrates evaporated in vacuo, and the residue crystallized from Me₂CO gave 5.7 g. N-homoveratrylcopellidine-HCl (VI.HCl), m. 200¡ã (EtOH-Me₂CO). VI.HCl in H₂O treated with aqueous Na₂CO₃ gave VI, b₇ 160-70¡ã; HBr salt m. 212¡ã; HI salt m. 190¡ã; picrate m. 153¡ã. The Me₂CO mother liquor from the above reduction kept several days at -20¡ã and the resulting solid (3.6 g.) repeatedly crystallized from EtOH-Et₂O gave N-homoveratrylisocopellidine-HCl (VII.HCl) (isomeric with VI.HCl), m. 185¡ã; VII b₇ 160-70¡ã. Homoveratryl bromide [prepared by LiAlH₄ reduction of 3,4-(MeO)₂C₆H₃CH₂CO₂Et followed by treatment with PBr₃] (2 g.) and 1 g. dl-coniine in 10 ml. C₆H₆ heated 4 hrs. on a H₂O bath in a glass autoclave, cooled, filtered, the filtrate converted to bases, and the bases fractionated in vacuo gave N-homoveratrylconiine, b_0.05 120¡ã, which was nonidentical with either VI or VII; HCl salt m. 95¡ã; picrate m. 104¡ã (EtOH). VI (2 g.) and excess MeI in Et₂O kept 16 hrs. at room temperature and the oily precipitate crystallized from MeOH gave VI.MeI, m. 146¡ã. VI.Mel (1 g.) in 40 ml. H₂O shaken 1 hr. with Ag₂O (from 2 g. AgNO₃), filtered, the filtrate evaporated in vacuo, the residue distilled in vacuo (H₂O pump), and the distillate worked up gave a neutral (VIII) and basic (IX) fraction; VIII treated with Et₂O-picric acid gave N-methylcopellidine (X) picrate (XI), X. 169¡ã; IX was identified as 3,4-(MeO)₂C₆H₃CH:CH₂ by its spectrum, by formation of its bromide, m. 101¡ã, and by KMnO₄ oxidation to veratric acid, m. 178-80¡ã. MeNH₂ (3.1 g.) and 20 g. I in 100 ml. Et₂O kept 4 hrs. at room temperature and treated with Et₂O-HCl gave 2.7 g. 2-methyl-5-acetylpyridine-MeCl (XII.MeCl) sesquihydrate, decompose 207-15¡ã (EtOH-EtOAc); phenylhydrazone hemihydrate decompose 237¡ã. I (170 g.) in 300 ml. Et₂O cooled to -20¡ã, the solution mixed with a cooled (-20¡ã) solution of 35 ml. MeNH₂ in 100 ml. Et₂O, kept 1 hr. in an ice-salt mixture and then 15 min. at room temperature, treated with Et₂O-HCl, the precipitate separated by decanting the supernatant Et₂O solution, dissolved in AcOH, and the solution treated with AcOH-Br at 10-15¡ã gave 112 g. perbromide (XIII), needles [HCONMe₂ (XIV)-AcOH], decomposing slowly at room temperature and rapidly at 70¡ã. XIII in XIV treated portionwise with PhOH in XIV with cooling and diluted with Et₂O gave 61 g. XII.MeBr, m. 204¡ã (decomposition). XIII heated above 70¡ã (HBr was evolved; self-bromination occurred) gave a Br derivative of XII.MeBr hydrate, m. 200¡ã (decomposition) (H₂OMe₂CO). XII.MeBr was stable in neutral and acid solution and towards oxidation agents, but was unstable in the alk. range, forming in aqueous NaHCO₃ a carmine-red dye. XII.MeBr heated with MeI and NaHCO₃ gave the carmine-red dye mentioned above; if the NaHCO₃ was omitted, XII.MeI, m. 157¡ã, was formed. XII.MeBr (20 g.) in 40 ml. H₂O and 12 ml. HCl hydrogenated with 3 g. PtO₂ at room temperature and atm. pressure (the catalyst was frequently reactivated by shaking with air; after 35 hrs. 11,200 ml. H was absorbed), filtered, the filtrate evaporated in vacuo, the residue dissolved in a little H₂O, the solution treated with KOH, extracted with Et₂O, the extract evaporated, the residual base (XV) dissolved in 50 ml. EtOH, the solution treated with warm EtOH containing 19 g. picric acid and the product (25 g.) recrystallized twice from EtOH gave 21 g. XI, m. 169¡ã (EtOH). XV treated with Et₂O-HCl gave X.HCl, m. 205¡ã (sublimed above 160¡ã) (EtOH-Et₂O); X.HBr m. 198-200¡ã. XI in aqueous suspension treated with dilute aqueous NaOH gave X, b₇ 60¡ã, mol. weight (mass spectrometry) 141. The mother liquor of XI (m. 169¡ã) concentrated, the residue dissolved in petr. ether, and the solution kept 24 hrs. deposited 8 g. N-methylisocopellidine (XVI) picrate (XVII), m. 98¡ã (EtOH-Et₂O); XVI b₇ 60¡ã. XII.MeBr (15 g.) in 50 ml. H₂O containing 8 g. NaOAc.3H₂O hydrogenated 6 hrs. with Raney Ni at 150-60¡ã and 100 atm., the catalyst filtered off, washed with EtOH, the combined filtrate and washing treated with HCl, evaporated in vacuo, the residue dissolved in H₂O, the solution made strongly alk. with KOH, the product isolated with Et₂O, and distilled gave 3.3 g. isomer of X and XVI, C₉H₁₉N, b₇ 54-6¡ã [picrate m. 205-10¡ã (EtOH)], and 3.5 g. 1,2-dimethyl-b-(¦Á-hydroxyethyl)piperidine (XVIII), b₇ 115-17¡ã [picrate m. 158¡ã (EtOH Et₂O)]. XVIII (1 g.) treated with Et₂O-HCl, the resulting XVIII.HCl dissolved in excess SOCl₂, the solution boiled 1 hr., evaporated, the residue treated with C in Me₂CO-H₂O, the solution hydrogenated with Raney Ni at room temperature, after H absorption ceased the mixture filtered, the filtrate treated with a few ml. HCl, evaporated, the residue made alk., the product isolated with Et₂O, and treated with pieric acid gave XI, m. 169¡ã (EtOH). XII.MeBr (9.5 g.) in AcOH hydrogenated with Pd-C at room temperature and atm. pressure (after 1 hr. 1300 ml. H was absorbed, when absorption ceased), filtered, and the filtrate evaporated in vacuo gave crude 1,2-dimethyl-5-(¦Á-hydroxyethyl)pyridinium bromide (XIX), which could not be crystallized Crude XIX refluxed 3 hrs. with excess SOCl₂, the solution evaporated in vacuo on a H₂O bath, the residue heated 1 hr. at 100¡ã in vacuo, and the product recrystallized from EtOHEt₂O gave dichloropyridinium chloride compound (XX), C₉H₁₂Cl₃N, having the double m.p. 160¡ã and 169¡ã. XX in H₂O hydrogenated with Pd-C at room temperature and atm. pressure, filtered, the filtrate evaporated, the residue dissolved in a little EtOH, the solution treated with some Me₂CO, decanted from precipitated oily byproducts, and diluted with Et₂O gave 1,2-dimethyl-5-ethylpyridinium chloride, very hygroscopic; picrate m. 112¡ã (EtOH). XI (12 g.) suspended in 50 ml. H₂O, treated with dilute NaOH (from 3 g. NaOH), steam distilled, the distillate treated with Et₂O, the Et₂O phase separated, and kept 1 day at room temperature with excess MeI gave 8.2 g. X.MeI, m. 230-3¡ã (EtOH-Me₂CO). X.MeI (4.5 g.) in 50 ml. H₂O shaken 0.5 hr. at room temperature with Ag₂O (from 8 g. AgNO₃), filtered, the filtrate evaporated in vacuo, and the residue distilled in vacuo (80 mm.) and 140¡ã (bath temperature) gave CH₂:CH(CH₂)₂CHEtCH₂NMe₂ (XXI); picrate (XXII) m. 69¡ã (EtOH-Et₂O); methiodide (XXIII) m. 190-2¡ã (Me₂COEt₂O). XVII (20 g.) converted as above to XVI.MeI [m. 286-8¡ã (decomposition)] and the latter subjected to similar Hofmann degradation gave 5.7 g. XXI (XXII m. 69¡ã; XXIII m. 193¡ã); these products from XVI.MeI were identical with the analogous products obtained from X.MeI. XXI (2 g.) in 15 ml. dilute HCl hydrogenated with Pd C at room temperature and atm. pressure (H absorption ceased after 0.5 hr.), filtered, the filtrate made alk., the product isolated with Et₂O, and distilled gave Me(CH₂)₃CHEtCH₂NMe₂, b₇ 62¡ã; methiodide (XXIV) m. 217¡ã (Me₂CO-EtOAc). XXIV (10 g.) in 200 ml. H₂O shaken 0.5 hr. with Ag₂O (from 15 g. AgNO₃), filtered, the filtrate evaporated in vacuo, the residue decomposed at 155¡ã (bath temperature) and atm. pressure (Widmer column), the distillate diluted with Et₂O, the solution extracted with dilute HCl, dried, and fractionated gave 1.2 g. Me(CH₂)₃CEt: CH₂ (XXV), b. 117¡ã/740 mm. XXV (0.5 g.) in EtOAc ozonized at -15¡ã until no more O₃ was absorbed, the solution hydrogenated with Pd-C at room temperature and atm. pressure until H absorption ceased, filtered, the EtOAc filtrate and the catalyst extracted with H₂O, and the combined extracts treated with dimedon in EtOH gave 0.65 g. dimedon derivative of CH₂O, m. 192¡ã. XXV (0.6 g.) in 5 ml. HCO₂Me hydrogenated with Pd-C at 50 atm. and room temperature, filtered, and the filtrate fractionated gave Me(CH₂)₃CHMeEt, b. 116¡ã/740 mm. Infrared and ultraviolet spectral data were presented.

Monatshefte fuer Chemie published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Application In Synthesis of 28056-87-3.

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

Gee, J. C. published the artcileKinetics of hydrogen peroxide oxidation of alkyl dimethyl amines, Application In Synthesis of 28056-87-3, the publication is Journal of the American Oil Chemists’ Society (1997), 74(1), 65-67, database is CAplus.

We measured the absolute rate constants for the hydrogen peroxide oxidation of two different octyl di-Me amines in isopropanol/water mixtures at 23¡ã. The amines were 1-octyl di-Me amine (1) and 2-ethylhexyl di-Me amine (2); their structures were analogous to those most often encountered in com. alkyl di-Me amine oxide production The observed first-order rate constants for the disappearance of amine across a range of H₂O₂ concentrations (0.5-8 M) indicated that the overall rate was first-order in amine and 3/2-order in H₂O₂. Calculations showed k₁ = 0.16 M^-1h^-1, k₂ = 0.046 M^-1h^-1, and k₁/k₂ = 3.5. The rates appeared to decrease with increasing steric hindrance around the nitrogen atom. We also investigated the effect of water on the reaction rates. When [H₂O] < ?4.5 M in isopropanol, the rates increased with increasing [H₂O]; for [H₂O] > ?4.5 M, the rates were insensitive to [H₂O].

Journal of the American Oil Chemists’ Society published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Application In Synthesis of 28056-87-3.

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

Wilson, Aaron D. published the artcileStructure-function study of tertiary amines as switchable polarity solvents, Product Details of C10H23N, the publication is RSC Advances (2014), 4(22), 11039-11049, database is CAplus.

A series of tertiary amines have been screened for their function as switchable polarity solvents (SPS). The relative ratios of tertiary amine and carbonate species as well as maximum possible concentration were determined through quant. ¹H and ¹³C NMR spectroscopy. The viscosities of the polar SPS solutions were measured and ranged from near water in dilute systems through to gel formation at high concentrations The van’t Hoff indexes for SPS solutions were measured through f.p. depression studies as a proxy for osmotic pressures. A new form of SPS with an amine:carbonate ratio significantly greater than unity has been identified. Tertiary amines that function as SPS at ambient pressures appear to be limited to mols. with fewer than 12 carbons. The N,N-dimethyl-n-alkylamine structure has been identified as important to the function of an SPS.

RSC Advances published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C4H6O3, Product Details of C10H23N.

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

Kim, Seok published the artcileElectrochemical behaviors of polymer composite electrolytes containing functionalized nanosize clays, Quality Control of 28056-87-3, the publication is Journal of Nanoscience and Nanotechnology (2010), 10(1), 325-328, database is CAplus and MEDLINE.

Functionalized nanosize clay effect on the poly(ethylene oxide) (PEO)-based polymer composite electrolytes (PCE) were prepared and studied. To understand the effects of organic-functionalized montmorillonite (OMMT) on the ionic conductivity, microstructure and electrochem. property were studied. XRD results revealed that the PCE containing MMT-20A showed interlayer spacing length, 2.55 nm, while the PCE containing Na-MMT showed the value, 1.16 nm. By changing the OMMT species, the interlayer spacings were controlled. The XRD and thermal anal. results indicated that the PCE showed the reduced crystallinity by introduction of OMMT fillers. PCE containing MMT-20A showed the triple higher conductivity, 6.1 ^* 10^-4 S/cm, than PCE containing Na-MMT. The improved ion conductivity was dependent on the reduced crystallinity that was correlated with the d-spacing of MMT.

Journal of Nanoscience and Nanotechnology published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Quality Control of 28056-87-3.

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

Acik, Eda published the artcileRheological properties of poly(lactic acid) based nanocomposites: Effects of different organoclay modifiers and compatibilizers, Quality Control of 28056-87-3, the publication is Journal of Applied Polymer Science (2016), 133(4), n/a, database is CAplus.

Poly(lactic acid) (PLA) nanocomposites containing five types of organically modified, layered silicates and two elastomeric compatibilizers, namely ethylene-glycidyl methacrylate copolymer (E-GMA) and ethylene-Bu acrylate-maleic anhydride copolymer (E-BA-MAH), were prepared using a twin screw extruder. The morphologies of the nanocomposites were determined by X-ray diffraction (XRD) and transmission electron microscopy (TEM), and the rheol. properties of the melts were measured using small-amplitude oscillatory shear. XRD revealed that the addition of E-GMA to the binary nanocomposites resulted in higher compatibility between the organoclay nanoplatelets and the polymer matrix. TEM showed that all of the nanocomposites contained mixed dispersed structures, involving tactoids of various sizes, as well as intercalated and exfoliated organoclay layers. Rheol. properties were found to be affected by the differences in the compatibility between the organoclays and the polymer matrix, and by the addition of the compatibilizer. Organoclay types that resulted in high level of dispersion exhibited higher values of complex viscosity compared to that of neat PLA. The addition of E-GMA introduced a solid-like rheol. behavior at low frequencies. All of the nanocomposites had similar rheol. behavior at high frequencies. ? 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42915.

Journal of Applied Polymer Science published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Quality Control of 28056-87-3.

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

Matadi, R. published the artcileInvestigation of the stiffness and yield behaviour of melt-intercalated poly(methyl methacrylate)/organoclay nanocomposites: characterisation and modelling, Product Details of C10H23N, the publication is Journal of Nanoscience and Nanotechnology (2010), 10(4), 2956-2961, database is CAplus and MEDLINE.

The elastic modulus and yield stress behavior of a melt intercalated Poly(methylmethacrylate)/organoclay (PMMA/C30B and PMMA/C20A) were studied using uniaxial tensile tests at different temperatures and different strain rate. The stress-strain response was obtained for different loading rates and different test temperature Both the stiffness and the yield stress were then clearly identified as function of strain rate and temperature Our exptl. results show that the yield stress and modulus of both PMMA/C20A and PMMA/C30B organoclay nanocomposites are very sensitive to clay concentration, strain rate and temperature A micromechanically-based composite approach was used to predict the yield stress of both PMMA/C20A and PMMA/C30B organoclay nanocomposites. The results obtained from the model are in good agreement with our exptl. results. As expected, the activation enthalpy of cooperative model increased slightly while the activation volume decreases slightly with the clay concentration

Journal of Nanoscience and Nanotechnology published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Product Details of C10H23N.

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

Lyu, SuPing published the artcileNano-adsorbents control surface properties of polyurethane, Synthetic Route of 28056-87-3, the publication is Polymer (2007), 48(20), 6049-6055, database is CAplus.

Additives are minor but critical components that polymers need for processing and applications. However, these additives may also have adverse effects, e.g. for polymeric biomaterials, leaching additives can change surface properties, and may lead to poor biocompatibility. How to use additives yet keep them from detrimental behaviors is a challenging issue. Diffusion barriers may be used to slow down the additive migration but difficult to stop it. In this paper, the authors introduce the concept of “nano-adsorbents” in polymers. These nano-adsorbents confined the additives within the polymers by thermodynamically interacting with them. While the additives are still present in polymers to provide intended functions, they are thermodynamically constrained from free migration to the surface. Nano sized-fillers were selected due to their high surface to volume ratio. This new usage of nano-fillers for polymers was demonstrated with a biomedical polyurethane and a surface coated nanoclay that thermodynamically attracts the additive in the polyurethane.

Polymer published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Synthetic Route of 28056-87-3.

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

Gohlke, R. S. published the artcileMass-spectrometric analysis. Aliphatic amines, Application of 2-Ethyl-N,N-dimethylhexan-1-amine, the publication is Anal. Chem. (1962), 1281-7, database is CAplus.

The mass spectra of 67 saturated aliphatic amines show systematic features which can be correlated with structure. The intensity of the mol. ion decreases sharply with increasing mol. weight For amines which are not substituted on the C atom, the most abundant ion is formed by the loss of the largest chain by simple bond cleavage. For ¦Á-substituted amines, the most abundant ion comes from ¦Á-¦Â cleavage with H rearrangement. The only observed exception to the correlation was diisoamylamine.

Anal. Chem. published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Application of 2-Ethyl-N,N-dimethylhexan-1-amine.

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

Galimberti, Maurizio published the artcileThermal stability of ammonium salts as compatibilizers in polymer/layered silicate nanocomposites, Name: 2-Ethyl-N,N-dimethylhexan-1-amine, the publication is e-Polymers (2009), No pp. given, database is CAplus.

Thermal stability of alkyl and arylalkyl quaternary ammonium cation (onium) in starting chloride salt, in organoclay obtained after exchange with montmorillonite (MMT) and after mixing of the organoclay with isoprene rubber was examined using conventional TGA and by mass spectrometry pyrolysis/GC-MS. Degradation was observed to occur at T ¡Ý 170 ¡ãC for organoclays and the main volatile compounds were identified as tertiary amines, chloroalkanes and alkenes. Mechanisms for their formation are proposed and the role of residual onium chloride and basic centers of layered silicate is discussed.

e-Polymers published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Name: 2-Ethyl-N,N-dimethylhexan-1-amine.

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

v. Braun, Julius published the artcileThe reaction of aldehydes with metals and their catalytic pressure hydrogenation, Category: catalysis-chemistry, the publication is Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1934), 1696-712, database is CAplus.

On hydrogenation under pressure at high temperatures with Ni, nonaromatic aldehydes give, along with the expected primary alcs., considerable quantities of unsaturated OH compounds with double the number of C atoms, e. g., C₁₄H₂₉OH from enanthal, C₇H₁₄O (C. A. 18, 814). On the assumption that they are straight-chain compounds (Me(CH₂)₆CH(OH)(CH₂)₅Me from enanthal), it seemed that they might be formed according to 1 of the 2 following schemes (it was shown that they are not produced through a glycol RCH(OH)CH(OH)R formed primarily): RCH₂CHO + OHCCH₂R ¡ú RCH₂CH(OH)COCH₂R (I) ¡ú RCH:CHCOCH₂R (II) ¡ú RCH₂CH₂CH(OH)CH₂R (III), or RCH₂CHO + OHCCH₂R ¡ú RCH:CHOH + OHCCH₂R ¡ú II ¡ú III. The first of these 2 possibilities, which seemed the more probable, is excluded by the fact that campholic and fencholic aldehydes, in which the CHO group is on a tertiary C atom, react exclusively like aromatic aldehydes with formation of the corresponding primary alcs. The 2nd possibility was also excluded by experiments made with special care on decylic aldehyde (IV). With Ni and H, IV gives, besides decyl alc., an alc. C₂₀H₄₁OH (V) which cannot be converted into crystalline eicosane; V or its bromide gives only an isomeric liquid eicosane (VI) and therefore the chain in V must be branched. The nature of the branching was shown by degradation experiments; the hydrogenation product of PrCHO gave pure BuCOEt, that of iso-BuCHO yielded iso-AmCOCHMe₂, and that of enanthal formed C₇H₁₅COAm. The primary stage in the reduction of the aldehydes RCH₂CHO must therefore be not RCH:CHOH but the aldol RCH₂CH(OH)CHRCHO or the unsaturated aldehyde RCH₂CH:CRCHO (VII). These aliphatic aldehydes RCH₂CHO heated under N in steel autoclaves change rapidly, first into VI, and then into much higher boiling isomers with triple the mol. weight which, however, are not paraldehydes but the glycol esters, RCH₂(OH)CHRCH₂OCOCH₂R (cf. Neust?dter, Monatsh. 27, 903(1906), and earlier papers by pupils of Lieben). The structure of these glycol esters has been confirmed by oxidation to the keto esters RCH₂COCHRCH₂OCOCH₂R, and by dehydration to the unsaturated esters RCH₂CH:CRCH₂OCOCH₂R which, after saponification, yield the unsaturated primary alcs. RCH₂CH:CRCH₂OH and then the saturated primary alcs. The change undergone by aldehydes heated in steel autoclaves is not a reaction of the aldehydes alone; the material of the autoclave plays a role. A considerable amount of metal powder (chiefly Cu, from the gaskets) was always formed; moreover, even at room temperature in the absence of air and moisture, aldehydes react distinctly with finely divided metals (Cu, Fe, Co, Ni, Cr, Zn, Mn) with primary evolution of H. In a short time colored solutions are formed, a flocculent metallic hydroxide gradually precipitates out, then a separation of water is observed, and after long standing VII and the glycol ester can be isolated as in the autoclave experiments, although the yields of glycol ester are much smaller. Presumably a metal enolate RCH:CHOM is first formed which yields with comparative ease the aldol RCH₂CH(OM)CHRCHO and the latter changes, much less readily, through RCH₂CH((CHRCHO)OCH((OM)CH₂R and and through RCH₂CH(CHRCHO)OCH(OM)CH₂R and to RCH₂CH(OM)CHRCH₂OCOCH₂R. In the cold, the aldol has time to change chiefly into the unsaturated aldehyde and metal hydroxide, whereas on heating the change into glycol predominates. Different metals vary distinctly in their influence on the reaction, but no relation between their influence and their properties (e. g., their position in the tension series) has as yet been established. All the experiments with metals at room temperature were made in Jena glass, so the alkalinity of the glass played no part. ¦Â-Decyl-¦Â-octylethyl alc. (V) b₁₇ 230¡ã; bromide, b_0.4 195¡ã, reacts quite readily with Mg in ether, yielding asym-decyloctylethane (VI), b₁₄ 200¡ã, also obtained by catalytic hydrogenation with Pd and H of the ethylene, b₁₂ 193-5¡ã, d₄^22.5 0.8102, which is best prepared by boiling the bromide with 2-3 mols. aqueous alc. KOH until free from halogen, precipitating with water and boiling 10-12 hrs. with 60% H₂SO₄. ¦Â-Butyl-¦Â-ethylethyl alc., from PrCHO, b₁₅ 84-6¡ã, d₄²⁰ 0.8381, n_D 1.4335; bromide, b₁₅ 73-6¡ã, forms with NMe₃ in benzene at 100¡ã the quaternary bromide BuEt-CHCH₂NMe₃Br, which m. above 200¡ã and yields on treatment with Ag₂O and distillation with alkali the tertiary dimethylamine, b. 177-9¡ã (methiodide, m. 215¡ã), and asymbutylethylethylene, b. 116-18¡ã. The latter on ozonization gives BuCOEt. Heated 3 hrs. under N at 300¡ã in a steel autoclave, PrCHO gives 25% unchanged PrCHO, 50% ¦Áethyl-¦Â-propylacrolein, b. 172¡ã, and 15% of the glycol ester, C₁₂H₂₄O₃, b₁₀ 148-50¡ã, saponified to PrCO₂H and the glycol, C₈H₁₈O₂, b₁₂ 131-3¡ã, d₄²² 0.9789, n_D¹² 1.4537. With 1 mol. PrCOCl in pyridine, the glycol regenerates the above ester and with 2 mols. chloride forms the dibutyrate, b₁₂ 154-8¡ã. The dichloride and dibromide, b_0.2 50¡ã and 82¡ã, resp., from the glycol with concentrated HCl and HBr at 120¡ã, are unstable and lose considerable halogen acid when distilled in the vacuum of a water pump. The structure of the acrolein was established by hydrogenation with Pd and H and conversion of the oxime, C₈H₁₇ON, b₁₀ 104-6¡ã, of the product with PCl₅ into the nitrile, b₁₀ 75¡ã, of BuEtCHCO₂H. The glycol treated in a current of H with Beckmann’s mixture (2 atoms O) gives about 50% of a compound C₈H₁₄O₂, b₁₂ 100-3¡ã (presumably chiefly the HO aldehyde PrCH(OH)CHEtCHO; oxime, b. 140-5¡ã), and the yellow diketone PrCOCOEt, b. 147-9¡ã. The latter is also formed, in very small amount, with the keto ester, PrCOCHEtCH₂OCOPr, b. 130-4¡ã, from the glycol ester with CrO₃AcOEt. The glycol ester is best dehydrated with PCl₃ in CH₂Cl₂; the resulting ¦Á-ethyl-¦Â-propylallyl alc. (65-70% yield), b₁₂ 68-71¡ã, d₄²² 0.8414, n_D 1.4418; acetate, b. 79-81¡ã; bromide, b₁₂ 68-70¡ã, splits off HBr with cold water, forms with NMe₃ a quaternary bromide, m. 175¡ã, and yields with NH₄SCN the mustard oil, C₈H₁₅NCS, b. 105-10¡ã. The yield of glycol ester is not increased by adding the unsaturated aldehyde to the PrCHO before heating in the autoclave; the acrolein is therefore not an intermediate stage in the production of the glycol ester. That the acrolein is formed by direct dehydration of 2 mols. PrCHO is confirmed by the behavior of the PrCHO in the presence of BzH; heating after addition of BzH gives ¦Á-ethylcinnamaldehyde, b₁₀ 126-8¡ã, d₄²² 1.0201, n_D¹⁶ 1.5847, which is reduced by Pd and H to ¦Â-ethyl-¦Â-benzylethyl alc., b₁₀ 126-8¡ã. ¦Â-Heptyl-¦Â-amylethyl alc., from enanthal, forms a bromide, b₁₁, 154-6¡ã; the quaternary bromide obtained with NMe₃ and the quaternary chloride are soluble in ether, and evaporation of the C₆H₆-Et₂O solutions leaves viscous residues, but the chloroplatinate, C₃₄H₇₆N₂Cl₈Pt, seps. in golden yellow leaflets decomposing 218¡ã. The tertiary amine, Am(C₇H₁₅)CHCH₂NMe₂, b₁₁ 143-5¡ã, and the ethylene, Am(C₇H₁₅)C:CH₂, b₁₁ 117-18¡ã, d₄^22.5 0.7728, n_D 1.4374; the latter on ozonization gives heptyl Am ketone, b₁₁ 128-9¡ã, m. 18.5¡ã, d₄²⁵ 0.8244, n_D 1.4320. The glycol ester, C₂₁H₄₂O₃, from enanthal, b_0.3 176-8¡ã, d₄¹⁷ 0.9012, n_D 1.4554, is saponified by alkali to enanthic acid and the glycol, C₆H₁₃CH(OH)CHAmCH₂OH, which distils under 12 mm. as a thick liquid; the diketone, b₁₂ 110¡ã, has not yet been obtained in entirely pure form. 2-Isopropyl-5-methylhexanol, from iso-BuCHO, b₁₁ 92-5¡ã; bromide, b₁₁ 92-5¡ã; trimethylammonium bromide, m. 152¡ã; dimethylamine, b. 196-8¡ã (methiodide, m. 132¡ã); asym-isoamylisopropylethylene, b. 150¡ã, d₄²⁴ 0.7387, n_D²⁴ 1.4202; iso-Am iso-Pr ketone, b₁₀ 58¡ã, d₄²⁵ 0.8135, n_D 1.4147; glycol ester, iso-BuCH(OH)CH(CHMe₂)CH₂OCOCH₂CHMe₂, b₁₂ 150-8¡ã (Rosiner, Monatsh. 22, 545(1901)), dehydrated by PCl₃ and saponified with alkali, gives enanthic acid and ¦Á-isopropyl-¦Â-isobutylallyl alc., b₁₂ 80-5¡ã, d₄²⁰ 0.8375, n_D 1.4485.

Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C7H13NO2, Category: catalysis-chemistry.

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