2,2,3,3-tetramethylcyclopropanecarbonitrile | 80799-19-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2,3,3-tetramethylcyclopropanecarbonitrile
• 英文别名: 2,2,3,3,-tetramethyl-cyclopropane-carbonitrile；2,2,3,3,tetramethyl-cyclopropane-carbonitrile；2,2,3,3-Tetramethylcyclopropane-1-carbonitrile
• CAS: 80799-19-5
• 化学式: C₈H₁₃N
• 分子量: 123.198
• InChiKey: RKURKRQKAOQDBG-UHFFFAOYSA-N

物化性质

• 沸点：
  162.1±9.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2,3,3-tetramethylcyclopropanecarbonitrile 在 Me(Al)NH₂ 作用下， 以 二甲基亚砜 为溶剂， 反应 1.33h， 生成 3-Chloro-3-(2,2,3,3-tetramethyl-cyclopropyl)-3H-diazirine
  参考文献：
  名称：

  Rearrangement Kinetics of Spiropentylchlorocarbene, [3]Triangulylchlorocarbene, and Related Species

  摘要：

  [GRAPHICS]Absolute rate constants were measured for the 1,2-CH2, 1,2-cyclopropyl, and 1,2-CMe2 rearrangements of spiropentylchlorocarbene (5), [3]-trianguiylchlorocarbene (6), and tetramethylcyclopropylchlorocarbene (7), The factors responsible for the observed relative migratory aptitudes (cyclopropyl > CH2 > CMe2) were analyzed with the aid of electronic structure calculations.

  DOI：

  10.1021/ol010023y
• 作为产物：
  描述：

  4-(p-tolylsulfonyl)-4,3,3,-trimethyl-pentanenitrile 生成 2,2,3,3-tetramethylcyclopropanecarbonitrile
  参考文献：
  名称：

  MARTEL, J.;TESSIER, J.;DEMOUTE, J. -P.

  摘要：

  DOI：

文献信息

• Substituted sulfonamides, process of preparation and medicines
  申请人：Lipha Lyonnaise Industrielle Pharmaceutique

  公开号：US05387709A1

  公开（公告）日：1995-02-07

  The present invention concerns new substituted sulfonamides, and the physiologically acceptable salts possibly in the form of complexes, esters and amides thereof, represented by the formula: ##STR1##

  这项发明涉及新的取代磺胺基化合物，可能以其复合物、酯和酰胺的形式存在的生理上可接受的盐，其化学式如下：##STR1##
• Surprising Reactivity in NiXantphos/Palladium-Catalyzed α-Arylation of Substituted Cyclopropyl Nitriles
  作者：Brandon A. Wright、Michael J. Ardolino

  DOI：10.1021/acs.joc.8b02238

  日期：2019.4.19

  α-Arylations of cyclopropyl and related nitriles provide access to important synthetic intermediates and pharmacophores for biologically active molecules. However, robust methods for coupling of sterically encumbered partners have remained elusive. Through optimization using high-throughput experimentation (HTE), the NiXantphos ligand was found to be effective in the coupling of sterically hindered

  环丙基和相关腈的α-芳基化为生物活性分子提供了重要的合成中间体和药效团的途径。但是，鲁棒的耦合空间受限伙伴的方法仍然难以捉摸。通过使用高通量实验（HTE）进行优化，发现NiXantphos配体可有效地将位阻β-取代的环丙基腈与许多芳基和杂环（包括含有酸性N–H和O–H的那些）偶联债券。
• 1-Azido-1-Alkynes: Synthesis and Spectroscopic Characterization of Azidoacetylene
  作者：Klaus Banert、René Arnold、Manfred Hagedorn、Philipp Thoss、Alexander A. Auer

  DOI：10.1002/anie.201203626

  日期：2012.7.23

  Sleeping Beauty awakes: After 102 years of unsuccessful attempts to synthesize azidoacetylene, spectroscopic evidence for this compound has been shown. This highly explosive compound was synthesized by the treatment of ethynyliodonium salts with azide (QN3=n‐C16H33Bu3PN3). Azidoacetylene can be trapped by a cycloaddition reaction to yield a stable triazole, otherwise cleavage to generate cyanocarbene

  睡美人醒来：在102年未成功合成叠氮乙炔的尝试之后，该化合物的光谱学证据得到了证明。这种高爆炸性化合物是通过用叠氮化物（QN 3 = n- C 16 H 33 Bu 3 PN 3）处理乙炔碘铵盐而合成的。叠氮乙炔可通过环加成反应捕获，得到稳定的三唑，否则裂解产生氰基卡宾。
• Novel process for the preparation of tetra-substituted cyclopropane
  申请人：Roussel Uclaf

  公开号：US04401601A1

  公开（公告）日：1983-08-30

  A process for the preparation of tetrasubstituted cyclopropane compounds of the formula ##STR1## wherein Y is selected from the group consisting of --CN and --COOR, R is selected from the group consisting of hydrogen and alkyl of 1 to 6 carbon atoms and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are individually selected from alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 or R.sub.3 and R.sub.4 together with the carbon atoms to which they are attached form a carbon homocycle of 3 to 6 carbon atoms with the 2 substituents not forming the ring being alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 on the one hand and R.sub.3 and R.sub.4 on the other together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms which are useful intermediates for the preparation of insecticidal esters and novel intermediates.

  一种制备式为##STR1##的四取代环丙烷化合物的方法，其中Y选择自--CN和--COOR的群组，R选择自1到6个碳原子的氢和烷基的群组，而R.sub.1、R.sub.2、R.sub.3和R.sub.4分别选择自1到4个碳原子的烷基，或者R.sub.1和R.sub.2或R.sub.3和R.sub.4与它们附着的碳原子一起形成3到6个碳原子的碳同环，而不形成环的2个取代基是1到4个碳原子的烷基，或者R.sub.1和R.sub.2一方，R.sub.3和R.sub.4另一方与它们附着的碳原子一起形成3到6个碳原子的碳同环，这些化合物是制备杀虫酯和新型中间体的有用中间体。
• Aromatic sulfonyl alkanoates and alkylnitriles
  申请人：Roussel Uclaf

  公开号：US04501704A1

  公开（公告）日：1985-02-26

  A process for the preparation of tetrasubstituted novel compounds of the formula ##STR1## wherein Y' is selected from the group consisting of --CN and --COOR, R is alkyl of 1 to 6 carbon atoms and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are individually selected from alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 or R.sub.3 and R.sub.4 together with the carbon atoms to which they are attached form a carbon homocycle of 3 to 6 carbon atoms with the 2 substituents not forming the ring being alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 on the one hand and R.sub.3 and R.sub.4 on the other together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms and Z is an aromatic group which are useful intermediates for the preparation of insecticidal esters.

  一种制备式为##STR1##的四取代新化合物的方法，其中Y'选自--CN和--COOR的群组，R为1至6个碳原子的烷基，R.sub.1、R.sub.2、R.sub.3和R.sub.4分别选自1至4个碳原子的烷基或R.sub.1和R.sub.2或R.sub.3和R.sub.4与它们所连接的碳原子形成3至6个碳原子的碳同环，其中不形成环的2个取代基是1至4个碳原子的烷基或R.sub.1和R.sub.2在一起，R.sub.3和R.sub.4在另一侧，与它们所连接的碳原子形成3至6个碳原子的碳同环，Z为芳香族基，这些化合物是制备杀虫酯的有用中间体。