MeN(CHO)COMe | 141264-24-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: MeN(CHO)COMe
• 英文别名: acetyl-formyl-methyl-amine；N-formyl-N-methylacetamide
• CAS: 141264-24-6
• 化学式: C₄H₇NO₂
• 分子量: 101.105
• InChiKey: ODGJIXXVIQDADK-UHFFFAOYSA-N

物化性质

• 沸点：
  134.9±23.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,5,7-tetranitrofluorene 、 MeN(CHO)COMe 、 乙酸酐 以80%的产率得到
  参考文献：
  名称：

  KRAVCHENKO, N. V.;ABRAMOV, V. N.;SEMENENKO, N. M., ZH. ORGAN. XIMII, 25,(1989) N, S. 1938-1945

  摘要：

  DOI：
• 作为产物：
  描述：

  1,5-二甲基-1H-咪唑 在 臭氧 作用下， 以 甲醇 为溶剂， 以85%的产率得到MeN(CHO)COMe
  参考文献：
  名称：

  Ozonolysis of 1-Substituted Imidazoles

  摘要：

  1-Substituted imidazoles was ozonolyzed cleanly without any complicated procedures into the corresponding N-acylamides, which were regarded to be much useful derivatives of either amines or acyl compounds.

  DOI：

  10.3987/com-91-s67

文献信息

• Acyl Iodides in Organic Synthesis. Reaction of Acyl Iodides with N,N-Dimethyl Carboxylic Acid Amides
  作者：M. G. Voronkov、I. P. Tsyrendorzhieva、V. I. Rakhlin

  DOI：10.1134/s1070428010100064

  日期：2010.10

  Acyl iodides RCOI (R = Me, Ph) reacted with N,N-dimethylformamide and N,N-dimethylacetamide Me2NC(=O)R’ (R’ = H, Me) along two concurrent pathways involving transacylation and cleavage of the Me-N bond. The first pathway leads to the formation of acyl group exchange products, and the second, to the corresponding imides R’CON(Me)COR.

  酰基碘RCOI（R = Me，Ph）与N，N-二甲基甲酰胺和N，N-二甲基乙酰胺Me 2 NC（= O）R'（R'= H，Me）沿着两个同时发生的途径发生转移，这些转移涉及酰基转移和裂解Me-N键。第一个途径导致酰基交换产物的形成，第二个途径导致相应的酰亚胺R'CON（Me）COR。
• Catalytic formation of an amide hydroperoxide and hydrogen peroxide using rhodium complexes and dioxygen/dihydrogen mixtures
  作者：Sujatha N. Gamage、Brian R. James

  DOI：10.1039/c39890001624

  日期：——

  A rhodium(III) complex in N,N-dimethylacetamide solution under a 1 atm O2/H2 mixture catalyses concomitant formation of the hydroperoxide MeC(O)N(Me)CH2OOH and hydrogen peroxide.

  在1 atm O 2 / H 2混合物下的N，N-二甲基乙酰胺溶液中的铑（III）配合物催化氢过氧化物MeC（O）N（Me）CH 2 OOH和过氧化氢的同时形成。
• A photochemical C=C cleavage process: toward access to backbone <i>N</i>-formyl peptides
  作者：Haopei Wang、Zachary T Ball

  DOI：10.3762/bjoc.17.202

  日期：——

  quite limited. This letter describes a new photocleavage pathway, affording N-formyl amides from vinylogous nitroaryl precursors under physiologically relevant conditions via a formal oxidative C=C cleavage. The N-formyl amide products have unique properties and reactivity, but are difficult or impossible to access by traditional synthetic approaches.

  光响应修饰和光释放概念可用于肽结构和功能的时空控制。虽然侧链光响应修饰相对常见，但主链 N-H 键的光响应修饰却相当有限。这封信描述了一种新的光裂解途径，在生理相关条件下通过正式的氧化 C=C 裂解从插烯硝基芳基前体提供N-甲酰酰胺。 N-甲酰酰胺产品具有独特的性质和反应活性，但通过传统的合成方法很难或不可能获得。
• Low energy light-triggered oxidative cleavage of olefins
  作者：Rajesh S. Murthy、Moses Bio、Youngjae You

  DOI：10.1016/j.tetlet.2008.12.069

  日期：2009.3

  A series of substituted olefins were tested for their reactivity with singlet oxygen as a singlet oxygen-mediated cleavable linker. Low intensity light of 200 mW/cm(2) was irradiated to the solution of an olefin and 5,10,15-triphenyl-20-(4-hydroxyphenyl)-21H,23H-porphyrin under atmospheric condition, Among the tested olefins, 1,2-cis-diphenoxyethylene reacted fast with singlet oxygen, >80% within 15 min yielding a stoichiometric conversion to aldehyde product without ally side reactions. (C) 2008 Elsevier Ltd. All rights reserved.
• Solvent-Induced Reduction of Palladium-Aryls, a Potential Interference in Pd Catalysis
  作者：Jesús A. Molina de la Torre、Pablo Espinet、Ana C. Albéniz

  DOI：10.1021/om400713y

  日期：2013.10.14

  The decomposition of the Pd-aryl complex (NBu4)(2)[Pd-2(mu-Br)(2)Br-2(C6F5)(2)] (1) to the reduction product C6F5H was checked in different solvents and conditions. 1 is not stable in N-alkyl amides (DMF, NMP, DMA), cyclohexanone, and diethers (1,4-dioxane, DME) at high temperatures (above 80 degrees C). Other solvents such as nitriles, THF, water, or toluene are safe, and no significant decomposition occurs. The solvent is the source of hydrogen, and the decomposition mechanisms have been identified by analyzing the reaction products coming from the solvent. beta-H elimination involving the methyl group in a N-coordinated amide is the predominant pathway for amides. An O-coordinated diether undergoes beta-H elimination and subsequent deprotonation of the resulting oxonium salt to give an enol ether. A palladium enolate from cyclohexanone leads to cyclohexenone, a reaction favored by the presence of a base. Oxygen strongly increases the extent of decomposition, and we propose this occurs by reoxidation of the Pd(0) species formed in the process and regeneration of active Pd(II) complexes.