三甲酰胺

化合物

三甲酰胺是一种有机化合物,为新型的甲酰化试剂,化学式为C3H3NO3[2]它可由二甲酰氨基钠和卤化试剂(如三氯化磷氯化亚砜等)在乙腈中于低温反应得到。[3][4]它可以和酚在二甲酰氨基钠或三氟甲磺酸镨的催化下反应,生成芳基甲酸酯。[5]

三甲酰胺
英文名 Triformamide
识别
CAS号 25891-31-0  checkY
SMILES
 
  • O=CN(C=O)C=O
性质
化学式 C3H3NO3
摩尔质量 101.06 g·mol⁻¹
密度 1.307 ± 0.06 g·cm−3(20 °C)[1]
沸点 198 ± 23 °C[1]
溶解性 33 g[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献 编辑

  1. ^ 1.0 1.1 1.2 Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-7-30]
  2. ^ Bagno, Alessandro; Kantlehner, Willi; Scherr, Oliver; Vetter, Jens; Ziegler, Georg. New Formylating Agents − Preparative Procedures and Mechanistic Investigations. European Journal of Organic Chemistry. 2001, 2001 (15): 2947. ISSN 1434-193X. doi:10.1002/1099-0690(200108)2001:15<2947::AID-EJOC2947>3.0.CO;2-R. 
  3. ^ Kantlehner, Willi; Ziegler, Georg; Scherr, Oliver; Kreß, Ralf; Leonhardt, Sylvia. Orthoamide und Iminiumsalze, LXXXIII [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Triformamid (Triformylamin) / Orthoamides and Iminium Salts LXXXIII [1]. The Synthesis of Strong Formylating Reagents on Large Preparative Scale: Triformamide (Triformylamine). Zeitschrift für Naturforschung B. 2014, 69 (3): 332–350. ISSN 1865-7117. doi:10.5560/znb.2014-3269. 
  4. ^ Schall, A.; Reiser, O. Arenecarbaldehydes: synthesis by formylation of arene-hydrogen bonds. Science of Synthesis, 2007. 25 [2006]. 605-653. CODEN: SSCYJ9
  5. ^ Ziegler, Georg; Kantlehner, Willi. Orthoamides, LVI [1]. A New Method of Wide Scope for the Preparation of Aryl Formates. Zeitschrift für Naturforschung B. 2001, 56 (11): 1172–1177. ISSN 1865-7117. doi:10.1515/znb-2001-1112.