• 제목/요약/키워드: N, N-dimethylacetamide

검색결과 51건 처리시간 0.021초

Synthesis of N,N-Dimethylacetamide from Carbonylation of Trimethylamine by Rhodium(I) Complex Under Anhydrous Condition

  • Hong, Jang-Hwan
    • 통합자연과학논문집
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    • 제8권4호
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    • pp.235-243
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    • 2015
  • Rhodium(I)-complex of $[Rh(CO)_2I_2{^-}]$ catalyzed carbonylation of anhydrous-trimethylamine in the presence of methyl iodide to give DMAC (N,N-dimethylacetamide) in no solvent. The catalyst had been reused 20 times, the analyses and distillation of collected products showed that the yields of DMAC, MAA (N-methylacetamide), and DMF (N,N-dimethylformamide) were 82.3%, 12.6%, and 4.4%. The conversion rate of trimethylamine was 99 % and the selectivity of DMAC was 82.3% with TON (Turnover Number) of 700. Stepwise procedure of inner-sphere reductive elimination for the formation of DMAC was suggested instead of acyl iodide intermediate.

$CCl_4$속에서 Thioacetamide의 N-C(S) 부자유회전에 미치는 몇가지 Amide의 영향 (Effect of Some Amides on the Hindered Rotation of N-C(S) Bond of Thioacetamide in $CCl_4$)

  • 노성구;최영상;윤창주
    • 대한화학회지
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    • 제31권6호
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    • pp.486-490
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    • 1987
  • $CCl_4$속에서 티오아세트산아미드(TA)와 몇가지 아미드(N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA) and N,N-dimethylpropionamide (DMP)) 사이의 수소결합이 TA의 N-C(S) 결합 주위의 부자유 회전에 미치는 영향을 nmr 분광학적인 방법으로 연구하였다. $CCl_4$분율이 증가할 때 TA의 $NH_2$기의 양성자 nmr 스펙트럼은 이중선으로 뚜렷하게 분리되었으며, 그 정도는 DMF < DMA < DMP순으로 증가하였다. 이런 현상을 TA와 아미드사이의 분자간 수소결합으로 설명하였다.

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Syntheses of Amide Bonds and Activations of N-C(sp3) Bonds

  • Hong, Jang-Hwan
    • 통합자연과학논문집
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    • 제10권4호
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    • pp.175-191
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    • 2017
  • In organic chemistry amide synthesis is performed through condensation of a carboxylic acid and an amine with releasing one equivalent of water via the corresponding ammonium carboxylate salt. This method is suffering from tedious processes and poor atom-economy due to the adverse thermodynamics of the equilibrium and the high activation barrier for direct coupling of a carboxylic acid and an amine. Most of the chemical approaches to amides formations have been therefore being developed, they are mainly focused on secondary amides. Direct carbonylations of tertiary amines to amides have been an exotic field unresolved, in particular direct carbonylation of trimethylamine in lack of commercial need has been attracted much interests due to the versatile product of N,N-dimethylacetamide in chemical industries and the activation of robust N-C($sp^3$) bond in tertiary amine academically. This review is focused mainly on carbonylation of trimethylamine as one of the typical tertiary amines by transition metals of cobalt, rhodium, platinum, and palladium including the role of methyl iodide as a promoter, the intermediate formation of acyl iodide, the coordination ability of trimethylamine to transition metal catalysts, and any possibility of CO insertion into the bond of Me-N in trimethylamine. In addition reactions of acyl halides as an activated form of acetic acid with amines are reviewed in brief since acyl iodide is suggested as a critical intermediate in those carbonylations of trimethylamine.

$CCl_4$중에서 Thioacetamide와 N,N-Dimethylacetamide사이의 수소 결합에 관한 분광학적인 연구 (Near-IR Spectroscopic Studies of the Hydrogen Bonding between Thioacetamide and N,N-Dimethylacetamide in $CCl_4$)

  • 이강봉;김병철;윤창주;;최영상
    • 대한화학회지
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    • 제30권6호
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    • pp.510-515
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    • 1986
  • Thioacetamide(TA)-CCl$_4$와 TA-N,N-dimethlylacetamide (DMA)-CCl$_4$ 용액에서 TA의 $v_3$ + Amide II 조합띠의 근적외선 스펙트럼을 5$^{\circ}$ ~55$^{\circ}$C 에서 얻었다. 삼성분계에서 이 조합띠는 단위체 TA, 1 : 1 TA-DMA complex and 1 : 2 TA-DMA 및 1 : 2 TA-DMA 성분으로 나타나지만, 묽은 용액에서는 단위체 TA와 1 : 1 복합체만이 나타나며 이를 컴퓨터를 사용해서 각 띠의 형태를 Lorentzian-Gaussian 곱의 함수로 보아 분리하였다. 농도 및 온도에 따른 스펙트럼을 분석하여 1 : 1복합체에 대한 평형상수와 열역학적 피라미터들을 구했으며, ${\Delta}H^{\circ}$는 -14.4 KJ mol$^{-1}$이었고 ${\Delta}S^{\circ}$는 -15.6 J mol$^{-1 }deg^{-1}$이었다.

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Microwave Assisted Rapid Synthesis of Novel Optically Active Poly(amide-imide)s Based on N-Trimellitylimido-L-Leucine Diacid Chloride and Hydantoin Derivatives

  • Faghihi, Khalil
    • Macromolecular Research
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    • 제12권3호
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    • pp.258-262
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    • 2004
  • We have developed facile and rapid polycondensation reactions of N-trimellitylimido-L-leucine diacid chloride 1 with eight different derivatives of hydantoin compounds 2a-h, in the presence of a small amount of a polar organic medium, such as Ο-cresol, by using a domestic microwave oven. The polycondensation reactions proceeded rapidly-they were complete within 7-9 min-to produce a series of novel optically active poly(amide-imide)s (3a-h) in high yield with inherent viscosities of 0.33-0.51 dL/g. We characterized the resulting poly(amide-imide)s by elemental analysis, thermal gravimetric analysis (DSC, TGA, and DTG), and FTIR spectroscopy, and by measuring their viscosities, specific rotations, and solubilities. All of the polymers were soluble at room temperature in polar solvents such as N ,N-dimethylacetamide, N,N-dimethylformamide, dimethylsulfoxide, tetrahydrofuran, and N-methyl-2-pyrrolidone.

Static Dielectric Constant and Relaxation Time for the Binary Mixture of Water, Ethanol, N. N-Dimethylformamide, Dimethylsulphoxide, and N, M-Dimethylacetamide with 20Hethoxyethanol

  • Ajay Chaudgari;N. M. More;S. C. Mehrotra
    • Bulletin of the Korean Chemical Society
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    • 제22권4호
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    • pp.357-361
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    • 2001
  • Frequency spectra of the complex permittivity of 2-methoxyethanol (2-ME) with water, ethanol, dimethylsulphoxide (DMSO), N,N-dimethylformamide (DMF) and N,N-dimethylacatamide (DMA) have been determined over the frequency range of 10 MHz to 20 GHz at 25 $^{\circ}C$, using the Time domain reflectometry method, for 11 concentrations for each system. The static dielectric constant, dielectric constant at microwave frequency, relaxation time, excess dielectric parameters, and Kirkwood correlation factor have been determined. The relaxation in these systems within the frequency range can be described by a single relaxation time constant, using the Debye model. The parameters show a systematic change with the concentration.

Using Microwave Irradiation to Prepare New Poly(amide-imide)s Containing Tetrahydropyrimidinone, Tetrahydro-2-thioxopyrimidine, and Trimellitic Rings in Their Main Chains: Synthesis and Characterization

  • Faghihi Khalil;Hagibeygi Mohsen
    • Macromolecular Research
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    • 제13권1호
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    • pp.14-18
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    • 2005
  • Under irradiation in a microwave oven, six novel poly(amide-imide)s containing tetrahydropyrimidinone, tetrahydro-2-thioxopyrimidine moieties and trimellitic rings in their main chains were synthesized through the polycondensation reaction of N,N'-(4,4'-diphenylether)bis(trimellitimide) diacid chloride with six different derivatives of tetrahydropyrimidinone and tetrahydro-2-thioxopyrimidine in the presence of a small amount of a polar organic medium, such as o-cresol. The polycondensation proceeded rapidly and completed within 7-9 min, producing a series of new poly(amide-imide)s in high yield that showed inherent viscosities in the range 0.33-0.52 dL/g. These poly(amide-imide)s were characterized by elemental analysis, viscosity measurement, thermal gravimetric analysis, solubility test, and FT-IR spectroscopy. All of the polymers were soluble at room temperature in polar solvents such as N,N-dimethylacetamide, N,N-dimethylformamide, dimethylsulfoxide, tetrahydrofuran, and N-methyl-2-pyrrolidone.

Amide류에서 형태안정화와 C-N결합의 회전장벽에 관한 분자궤도론적 연구 (MO Studies on the Conformational Stabilities and the Rotational Barriers about C-N Bond in Amides)

  • 김왕기;손창국;이익춘
    • 대한화학회지
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    • 제32권3호
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    • pp.163-170
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    • 1988
  • N-methyl formamide, N,N-dimethyl formamide, N-methyl acetamide, 및 N,N-dimethyl acetamide의 여러 형태에 대한 상대에너지를 MNDO법으로 구하여 C-N결합 및 메틸기 회전에 대한 회전장벽에 미치는 1-전자 및 입체 반발에너지의 영향을 논의하였다. 그 결과 formamide의 형태안정화는 주로 1-전자 에너지항에 의하여 결정되고, acetamide의 형태안정화는 주로 입체인자항에 의하여 결정됨을 알았다. C-N 결합에 대한 회전장벽을 구한 결과 N-methyl formamide와 N-methyl acetamide에서 입체 장애 효과는 바닥상태에서 보다 전이상태에서 크게 작용하지만 N,N-dimethyl formamide와 N,N-dimethyl acetamide에서 입체장애 효과는 전이상태에서 보다 바닥상태에서 더 크게 작용함을 알았다.

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PMDA-ODA poly(amic acid) 용액의 전기방사에 의한 폴리이미드계 탄소섬유 웹의 제조 (Preparation of Poly(imide)-based Carbon Fiber web from PMDA-ODA Poly(amic acid) solution)

  • 최영옥;임대영;변성원;양갑승
    • 한국섬유공학회:학술대회논문집
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    • 한국섬유공학회 2003년도 가을 학술발표회 논문집
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    • pp.130-133
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    • 2003
  • 폴리이미드(poly(imide), PI)는 반복 단위 내에 이미드 그룹을 함유하고 있는 고분자로 매우 강한 물리적인 특성을 지니며 열적 및 화학적 안정성이 매우 큰 고분자이다[1-4]. 그러나 이는 대부분이 불용ㆍ불융하기 때문에 프리커서인 poly(amic acid) (PAA) 용액 상태에서 어느 특정한 형태로 가공한 후 열적 혹은 화학적 방법에 의해 이미드 구조로 전환시켜준다. PAA 용액에 사용되는 용매로는 N,N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), N,N-dimethyl-formamide(DMF) 등과 같이 비등점이 높은 극성 용매들이 사용되어진다. (중략)

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