二叔丁基碳二亚胺

二叔丁基碳二亚胺是一种有机化合物，化学式为C9H18N2，它可以N,N'-二叔丁基硫脲为原料合成得到。[1]

二叔丁基碳二亚胺
别名 N,N'-二叔丁基碳二亚胺
识别
CAS号 691-24-7  checkY
SMILES
 
  • C(=NC(C)(C)C)=NC(C)(C)C
性质
化学式 C9H18N2
摩尔质量 154.25 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

反应

二叔丁基碳二亚胺在三氟甲磺酸锌[2]或三甲基铝[3]催化下，可以和苯胺反应，生成N,N'-二叔丁基-N''-苯基胍。它和草酰氯在二氯甲烷中反应，可以得到2,2-二氯-1,3-二叔丁基-4,5-咪唑烷二酮。[4]

参考文献
  1. Kim, Sunggak; Yi, Kyu Yang. 1,1'-Thiocarbonyldi-2,2'-pyridone. A new useful reagent for functional group conversions under essentially neutral conditions. Journal of Organic Chemistry, 1986. doi:10.1021/jo00363a046.
  2. Li, Dongzhen; Guang, Jie; Zhang, Wen-Xiong; Wang, Yang; Xi, Zhenfeng. Zn(OTf)2-catalyzed addition of amines to carbodiimides: efficient synthesis of guanidines and unpredicted formation of Zn-N amido species. Organic & Biomolecular Chemistry, 2010. doi:10.1039/b923249b.
  3. Zhang, Wen-Xiong; Li, Dongzhen; Wang, Zitao; Xi, Zhenfeng. Alkyl Aluminum-Catalyzed Addition of Amines to Carbodiimides: A Highly Efficient Route to Substituted Guanidines. Organometallics, 2009. doi:10.1021/om801035t.
  4. Moerdyk, Jonathan P.; Bielawski, Christopher W. Reductive generation of stable, five-membered N,N'-diamidocarbenes. Chemical Communications, 2014. doi:10.1039/c4cc00846d.
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