• Title/Summary/Keyword: Primary amines

Search Result 94, Processing Time 0.029 seconds

New Route to N-Formylation of Primary Amines with Amino Acids as a Source of CO Using Polyaniline Catalyst

  • Ahn, Jeong-Soo;Chi, Ki-Whan;Hwang, Ho-Yun;Ryu, Kwang-Sun;Lee, Chan-Woo
    • Bulletin of the Korean Chemical Society
    • /
    • v.30 no.10
    • /
    • pp.2377-2380
    • /
    • 2009
  • The treatment of primary amines with amino acids as a CO source in the presence of polyaniline emeraldine salts bring about N-formylation to give the corresponding formamides. This route to N-formylation methodology of primary amine represents the first reported example of a CO-transfer via radical mechanism by highly nanoporous polyaniline emeraldine salts catalyst.

A Convenient Method for the Catalytic Hydrogenation of Aromatic Nitro Compounds to Aromatic Primary Amines (수소첨가 촉매 반응에 의한 니트로 화합물에서 방향족 1차 아민을 제조하는 편리한 방법)

  • Kim, Misoo;Lee, Hagyoung
    • Transactions of the Korean hydrogen and new energy society
    • /
    • v.8 no.3
    • /
    • pp.131-135
    • /
    • 1997
  • Aromatic primary amines were prepared by the catalytic hydrogenation of aromatic nitro compounds in a benzene solution over 50 mg of 10 % palladium on charcoal at a room temperature under 45 psi. This paper describes a study on the catalytic hydrogenation of nitrobenzene-$d_5$, $^{15}N$-labelled nitrobenzene, and 4'-nitrobenzo-15-crown-5, respectively. The infrared absorption spectra exhibited a characteristic N-H stretching vibrations at 3450 and $3350cm^{-1}$. The results suggest that the non-readily available aromatic amines would be commercially produced by catalytic hydrogenation because of its good yield and little by-product formation.

  • PDF

Synthesis of Chiral Azophenolic Pyridino-18-Crown-6 Ether and Its Enantiomeric Recognition toward Chiral Primary Amines

  • Kim, Jae-kon;Song, Su-Hee;Kim, Jae-Hong;Kim, Tae-Hyun;Kim, Ha-suck;Suh, Hong-Suk
    • Bulletin of the Korean Chemical Society
    • /
    • v.27 no.10
    • /
    • pp.1577-1580
    • /
    • 2006
  • The article reports the synthesis and enantiomeric recognition of a new chiral azophenolic pyridino-18-crown-6 ether, (S,S)-6, possessing diphenyl groups as chiral barriers. The association constants for the enantiomeric recognition of chiral primary amines (7-12) using chiral azophenolic pyridino-18-crown-6 ether, (S,S)-6, were determined by UV-visible titration method in acetonitrile at $25{^{\circ}C}$.

Thermal and Optical Properties of Heat-Resistant Core Materials in Plastic Optical Fiber (내열성 플라스틱 광섬유 코어재료의 열적 및 광학적 성질)

  • Lee Gyu-Ho;Cho Won-Keun;Park Min;Lee Hyun-Jung
    • Polymer(Korea)
    • /
    • v.30 no.2
    • /
    • pp.158-161
    • /
    • 2006
  • Recently the application of plastic optical fiber (POF) in automotives and planes demands the heat-resistant and high refractive index con materials. We synthesized polyglutarimides (PGIs) via imidization of PMMA with primary amines under high pressure and high temperature and investigated thermal and optical properties by varying the molar ratio of amines and the type of amines (ethyl amine vs. isopropyl mine). The degree of imidization was calculated based on the peak intensity in $^1H$ NMR and FTIR. We found that the glass transition temperature $(T_g)$ of PGIs increased over $30^{\circ}C$ compared to the traditional core materials in POF, PMMA, and they are stable up to $300\sim400^{\circ}C$. PGIs anthesized with ethyl mine show the better heat resistance than those with isopropyl amines. Additionally, they show the comparable transparency and higher refractive index than PMMA. It implies that they can be utilized as the excellent photo-efficient and heat-resistant core materials in POF.

The Isosteric Heats of Adsorption of Amines on Paraffin and Polyethyleneglycol

  • Sohn Jong Rack;Kim, Jong Taik
    • Journal of the Korean Chemical Society
    • /
    • v.16 no.4
    • /
    • pp.208-213
    • /
    • 1972
  • Isostric heats of adsorption of amines on paraffin and polyethyleneglycol were measured by gas chromatography. Value with polyethyleneglycol were significantly higher than those with paraffin due to the N-H...O bonding. The contribution of C-H...O bonding to the isosoteric heats of adsorption was negligible. The additional heats of adsorption observed as the sample size increased also increased as the number of amino hydrogen atoms decreased. This tendency was more significant with polyethyleneglycol indicating that strong directing force of amino hydrogen of primary and secondary amines to the surface hinder lateral attractive interaction which could be favored with free orientation.

  • PDF

Studies on the Different Reaction Pathways between 3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one and Alkylamines

  • Genc, Hasan;Tan, Meltem;Gumus, Selcuk;Menges, Nurettin;Bildirici, Ishak;Sener, Ahmet
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.9
    • /
    • pp.2633-2636
    • /
    • 2010
  • 3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one has been subjected to condensation with a series of primary amines (ethylamine - octylamine) to clarify the proposed mechanism in our previous study. The reactions of the shorter amines of the series (ethylamine - butylamine) yielded unsymmetric pyridinone products, whereas the other amines (pentylamine - octylamine) yielded symmetrical pyridinones. The starting material and the products as well as the intermediates have been subjected to theoretical analysis by quantum chemical calculations at B3LYP/6-31G(d,p) level, which provided supporting data for the experimental findings.

A Kinetic Study on Michael-type Reactions of 1-(X-Substituted Phenyl)-2-propyn-1-ones with Amines: Effect of Amine Nature on Reactivity and Mechanism

  • Um, Ik-Hwan;Hwang, So-Jeong;Lee, Eun-Ju
    • Bulletin of the Korean Chemical Society
    • /
    • v.29 no.4
    • /
    • pp.767-771
    • /
    • 2008
  • Second-order rate constants have been measured spectrophotometrically for the Michael-type reaction of 1-(Xsubstituted phenyl)-2-propyn-1-ones (2a-f) with amines in $H_2O$ at 25.0 ${\pm}$ 0.1 ${^{\circ}C}$. A linear Brønsted-type plot is obtained with ${\beta}_{nuc}$ = 0.25 ${\pm}$ 0.02, a typical $\beta_{nuc}$ value for reactions which proceed through a stepwise mechanism with attack of amine on the electrophilic center being the rate-determining step. Secondary alicyclic amines are found to be more reactive than isobasic primary amines. The Hammett plot for the reactions of 2a-f with morpholine is not linear, i.e., the substrate with a strong electron-donating group (e.g., 4-MeO) exhibits a negative deviation from the Hammett plot. However, the Yukawa-Tsuno plot for the same reactions exhibits an excellent linear correlation with ρ = 0.62 and r = 0.82. Thus, it has been proposed that the nonlinear Hammett plot is not due to a change in the ra te-determining step but due to ground-state stabilization through resonance interactions.