Category: 16332-06-2

Bolton, Peter D. published the artcileHydrolysis of amides. V. Alkaline hydrolysis of alkyl-substituted amides, COA of Formula: C3H7NO2, the publication is Australian Journal of Chemistry (1971), 24(5), 969-74, database is CAplus.

Enthalpies and entropies of activation were derived from rate constants measured over a range of temperature for the alk. hydrolysis of acetamide, propionamide, butyramide, n-valeramide, isovaleramide, phenylacetamide, cyclohexylacetamide, methoxyacetamide, cyclohex-anecarboxamide, cyclopentane carboxamide, α-methylbutyramide, isobutyramide, and trimethylacetamide. These results are discussed in terms of their correlation by Taft-type equations which were extended to incorporate a factor based upon the α-hydrogen bond concept of hyperconjugative stabilization. The rate constants of these 13 amides under these conditions appear to be governed by a combination of polar, steric, and hyperconjugative factors.

Australian Journal of Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, COA of Formula: C3H7NO2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Bolton, P. D. published the artcileHydrolysis of amides. III. Dilute acid hydrolysis of amides of the type RCH2CONH2, Formula: C3H7NO2, the publication is Australian Journal of Chemistry (1969), 22(3), 527-32, database is CAplus.

Rate constants over a range of temperature, enthalpies of activation, and entropies of activation are reported for the dilute acid hydrolysis of n-valeramide, isovaleramide, 3,3-dimethylbutanamide, phenylacetamide, cyclohexylacetamide, methoxyacetamide, bromoacetamide, and chloroacetamide. The rate constants of the first six amides together with those of two other alkyl-substituted acetamides determined earlier are almost perfectly correlated by the Taft linear steric energy relation. The enthalpies of activation, also, show a linear dependence on the steric parameter, Es. The results obtained for the halo amides indicate that the acid hydrolysis of amides may show a slight sensitivity to polar effects.

Australian Journal of Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Formula: C3H7NO2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Matsuoka, Aki published the artcileHydration of nitriles to amides by a chitin-supported ruthenium catalyst, Quality Control of 16332-06-2, the publication is RSC Advances (2015), 5(16), 12152-12160, database is CAplus.

Chitin-supported ruthenium (Ru/chitin) promoted the hydration of nitriles to carboxamides under aqueous conditions. The nitrile hydration was performed on a gram-scale and was compatible with the presence of various functional groups including olefins, aldehydes, carboxylic esters and nitro and benzyloxycarbonyl groups. The Ru/chitin catalyst was easily prepared from com. available chitin, ruthenium(III) chloride and sodium borohydride. Anal. of Ru/chitin by high-resolution transmission electron microscopy indicated the presence of ruthenium nanoparticles on the chitin support.

RSC Advances published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Quality Control of 16332-06-2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tomas-Mendivil, Eder published the artcileExploring Rhodium(I) Complexes [RhCl(COD)(PR₃)] (COD = 1,5-Cyclooctadiene) as Catalysts for Nitrile Hydration Reactions in Water: The Aminophosphines Make the Difference, Name: 2-Methoxyacetamide, the publication is ACS Catalysis (2014), 4(6), 1901-1910, database is CAplus.

Several rhodium(I) complexes, [RhCl(COD)(PR₃)], containing potentially cooperative phosphine ligands, have been synthesized and evaluated as catalysts for the selective hydration of organonitriles into amides in water. Among the different phosphines screened, those of general composition P(NR₂)₃ led to the best results. In particular, complex [RhCl(COD){P(NMe₂)₃}] was able to promote the selective hydration of a large range of nitriles in water without the assistance of any additive, showing a particularly high activity with heteroaromatic and heteroaliph. substrates. Employing this catalyst, the antiepileptic drug rufinamide was synthesized in high yield by hydration of 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole. For this particular transformation, complex [RhCl(COD){P(NMe₂)₃}] was more effective than related ruthenium catalysts.

ACS Catalysis published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C11H10N4, Name: 2-Methoxyacetamide.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Asano, Yasuhisa published the artcileMicrobial degradation of nitrile compounds. Part V. Aliphatic nitrile hydratase from Arthrobacter sp. J-1. Purification and characterization, Category: ethers-buliding-blocks, the publication is Agricultural and Biological Chemistry (1982), 46(5), 1165-74, database is CAplus.

Aliphatic nitrile hydratase (I) was purified âˆ?90-fold with a yield of 10% from the cell-free extract of acetonitrile-grown Arthrobacter species J-1. Purified I was homogeneous by ultracentrifugation and disc gel electrophoresis. I catalyzed the stoichiometric hydration of acetonitrile to form acetamide. I was inducibly formed and then amidase, which hydrolyzed acetamide, was formed. The mol. weight of I was âˆ?20,000 by gel filtration. I was composed of 2 kinds of subunits with mol. weights of 24,000 and 27,000. The isoelec. point was 3.6. I was active toward low-mol.-weight of 2-5 C atoms. The K_m for acetonitrile was 5.78 mM. I was inactivated by SH-group reagents and competitively inhibited by KCN with a K_i of 1.5 μM.

Agricultural and Biological Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Bordwell, F. G. published the artcileAcidities of carboxamides, hydroxamic acids, carbohydrazides, benzenesulfonamides, and benzenesulfonohydrazides in DMSO solution, Name: 2-Methoxyacetamide, the publication is Journal of Organic Chemistry (1990), 55(10), 3330-6, database is CAplus.

A comparison of acidities of 6 series of analogous oxygen, nitrogen, and carbon acids in DMSO solution and the gas phase has shown that the element effect usually causes nitrogen acids to be more acidic than their carbon acid counterparts by an average of 17 ± 5 kcal/mol, and oxygen acids to be more acidic than their nitrogen counterparts by a like amount A much smaller difference was observed between the NH acidities of carboxamides and the CH acidities of ketones (1-2 kcal/mol in DMSO and 7-8 kcal/mol in the gas phase). Equilibrium acidities in DMSO for a number of substituted benzamides, acetamides, N-phenylacetamides, acetoxyhydroxamic acids, benzohydroxamic acids, carbohydrazides, and benzenesulfonamides are reported. Aceto- and benzohydroxamic acids were found to be 9.8 and 10.1 pK_HA units more acidic in DMSO, resp., than acetamide and benzamide. In each instance the effect of N-alkylation decreased the acidity more than did O-alkylation, which indicates that the parents are NH, rather than OH, acids in DMSO. Conclusive supporting evidence for the NH acid assignment was provided by the observation that the N-alkylhydroxamic acids exhibited strong homo-H-bonding, whereas the parent acids and the O-alkyl derivatives did not. Oxidation potentials of hydroxamate anions in DMSO are close to those of O-alkylhydroxamate ions, confirming that their conjugate acids are NH acids, but in MeOH they are close to those of N-alkylhydroxamate ion showing that their conjugate acids can act as OH acids in hydroxylic solvents. The N-alkyl- and O-alkylhydroxamic acids exhibited much stronger chelating power toward K⁺, Na⁺, and Li⁺ ions than did the parent acids.

Journal of Organic Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Name: 2-Methoxyacetamide.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Babon, Juan C. published the artcileHydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism, Application of 2-Methoxyacetamide, the publication is Inorganic Chemistry (2021), 60(10), 7284-7296, database is CAplus and MEDLINE.

The hexahydride OsH₆(PⁱPr₃)₂ competently catalyzes the hydration of aliphatic nitriles to amides. The main metal species under the catalytic conditions are the trihydride osmium(IV) amidate derivatives OsH₃{κ²-N,O-[HNC(O)R]}(PⁱPr₃)₂, which have been isolated and fully characterized for R = ⁱPr and ^tBu. The rate of hydration is proportional to the concentrations of the catalyst precursor, nitrile, and water. When these exptl. findings and d. functional theory calculations are combined, the mechanism of catalysis has been established. Complexes OsH₃{κ²-N,O-[HNC(O)R]}(PⁱPr₃)₂ dissociate the carbonyl group of the chelate to afford κ¹-N-amidate derivatives, which coordinate the nitrile. The subsequent attack of an external water mol. to both the C(sp) atom of the nitrile and the N atom of the amidate affords the amide and regenerates the κ¹-N-amidate catalysts. The attack is concerted and takes place through a cyclic six-membered transition state, which involves C_nitrile···O-H···N_amidate interactions. Before the attack, the free carbonyl group of the κ¹-N-amidate ligand fixes the water mol. in the vicinity of the C(sp) atom of the nitrile.

Inorganic Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Application of 2-Methoxyacetamide.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Goto, Akihiro published the artcileRh^I-catalyzed hydration of organonitriles under ambient conditions, SDS of cas: 16332-06-2, the publication is Angewandte Chemie, International Edition (2008), 47(19), 3607-3609, database is CAplus and MEDLINE.

The hydration of organonitriles catalyzed by a Rh^I(OMe) species under nearly pH-neutral and ambient conditions (25°C, 1 atm) is chemoselective and high-yielding (93 to 99%) and has a broad substrate scope, and may thus be complementary to enzymic hydration methods for the introduction of a terminal amido group (CONH₂) onto a carbon chain.

Angewandte Chemie, International Edition published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, SDS of cas: 16332-06-2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Beller, Matthias published the artcilePalladium-catalyzed reactions for fine chemical synthesis, Part 6. Efficient chemoenzymic synthesis of enantiomerically pure α-amino acids, Product Details of C3H7NO2, the publication is Chemistry – A European Journal (1998), 4(5), 935-941, database is CAplus.

A general two-step chemoenzymic synthesis for enantiomerically pure natural and nonnatural α-amino acids is presented. In the first step of the sequence, the ubiquitous educts aldehyde, amide and carbon monoxide react by palladium-catalyzed amidocarbonylation to afford the racemic N-acyl amino acids in excellent yields. In the second step, enzymic enantioselective hydrolysis yields the free optically pure α-amino acid and the other enantiomer as the N-acyl derivative, both in optical purities of 85-99.5% ee. The advantage of the chemoenzymic process compared to other amino acid synthesis are demonstrated by the preparation of various functionalized (-OR, -Cl, -F, -SR) α-amino acids on a 10-g scale.

Chemistry – A European Journal published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Product Details of C3H7NO2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Renaud, J. L. published the artcileRuthenium-catalysed enantioselective hydrogenation of trisubstituted enamides derived from 2-tetralone and 3-chromanone: Influence of substitution on the amide arm and the aromatic ring, Product Details of C3H7NO2, the publication is Advanced Synthesis & Catalysis (2003), 345(1+2), 230-238, database is CAplus.

Cyclic enamides, e.g. I, were prepared in one step from tetralone and chromanone derivatives and primary amides under acidic conditions. The enantioselective hydrogenation of these enamides bearing an endocyclic trisubstituted carbon-carbon double bond was performed at room temperature in the presence of ruthenium catalysts. The nature of the amide group had little influence on the enantioselectivity of the hydrogenation when mononuclear precatalysts were used. The presence of a coordinating atom at some specific position on the tetralone and chromanone skeleton led to a dramatic decrease of the enantiomeric excesses.

Advanced Synthesis & Catalysis published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Product Details of C3H7NO2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem