N-(2,6-diisopropylphenyl)acetamidine | 886448-55-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,6-diisopropylphenyl)acetamidine
• 英文别名: N'-[2,6-di(propan-2-yl)phenyl]ethanimidamide
• CAS: 886448-55-1
• 化学式: C₁₄H₂₂N₂
• 分子量: 218.342
• InChiKey: IFMNBCDEUVERJF-UHFFFAOYSA-N

物化性质

• 熔点：
  118-120 °C(Solv: methanol (67-56-1))
• 沸点：
  275.2±50.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2,6-diisopropylphenyl)acetamidine 、 三甲基铝 以 neat (no solvent) 为溶剂， 以99%的产率得到[MeAl(N(2,6-diisopropylphenyl)C(Me)N)]4
  参考文献：
  名称：

  Reactions of N-Monosubstituted Amidines with AlMe₃ and AlMeCl₂: Formation of Fused Triazaalane Heterocycles

  摘要：

  Reactions of N-monosubstituted amidines of the formula HN=C(R) NH(R') (R = Ph, 4-tert-butylphenyl, Me; R' = 2,6-dlisopropylphenyl, Ph) with AlMe3 and AlMeCl2 are reported. All the N-(Dipp)amidines (Dipp = 2,6-diisopropylphenyl) react with AlMe3 in a 1:1 ratio to yield tetrameric aluminum amidinates (1, 2, and 3) in good yields. In these compounds, the amidinate ligand chelates to Al while bridging to another Al. However, when N-phenylamidines are employed, tetracyclic (4-9) and pentacyclic (10) Al-N-C heterocycles are formed. In the case of N-phenylbenzamidine, formation of a hexacyclic Al-N-C heterocycle (11) is observed when a slight excess of AlMe3 (1:1.2 equiv) is used. In these compounds, the amidinate ligand coordinates to Al atoms in a bridging fashion, Further, N-(Dipp)acetamidine and N-(Dipp)benzamidine are also treated with AlMeCl2. Whereas N-(Dipp)acetamidine affords an ionic 15-membered aluminum amidinate chain (12), N-(Dipp)benzamidine gives a bicyclic heterocycle (13) and the AlCl3 adduct of N-(Dipp)benzamidine (14). However, from a reaction between N-phenylbenzamidine and AlMeCl2, only the AlC13 adduct, 15, was isolated. Compounds 3, 4, 6, 8, and 10-15 have been structurally characterized.

  DOI：

  10.1021/om2007375
• 作为产物：
  描述：

  2,6-二异丙基苯胺 、 乙腈 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.67h， 以73%的产率得到N-(2,6-diisopropylphenyl)acetamidine
  参考文献：
  名称：

  Reactions of N-Monosubstituted Amidines with AlMe₃ and AlMeCl₂: Formation of Fused Triazaalane Heterocycles

  摘要：

  Reactions of N-monosubstituted amidines of the formula HN=C(R) NH(R') (R = Ph, 4-tert-butylphenyl, Me; R' = 2,6-dlisopropylphenyl, Ph) with AlMe3 and AlMeCl2 are reported. All the N-(Dipp)amidines (Dipp = 2,6-diisopropylphenyl) react with AlMe3 in a 1:1 ratio to yield tetrameric aluminum amidinates (1, 2, and 3) in good yields. In these compounds, the amidinate ligand chelates to Al while bridging to another Al. However, when N-phenylamidines are employed, tetracyclic (4-9) and pentacyclic (10) Al-N-C heterocycles are formed. In the case of N-phenylbenzamidine, formation of a hexacyclic Al-N-C heterocycle (11) is observed when a slight excess of AlMe3 (1:1.2 equiv) is used. In these compounds, the amidinate ligand coordinates to Al atoms in a bridging fashion, Further, N-(Dipp)acetamidine and N-(Dipp)benzamidine are also treated with AlMeCl2. Whereas N-(Dipp)acetamidine affords an ionic 15-membered aluminum amidinate chain (12), N-(Dipp)benzamidine gives a bicyclic heterocycle (13) and the AlCl3 adduct of N-(Dipp)benzamidine (14). However, from a reaction between N-phenylbenzamidine and AlMeCl2, only the AlC13 adduct, 15, was isolated. Compounds 3, 4, 6, 8, and 10-15 have been structurally characterized.

  DOI：

  10.1021/om2007375

文献信息

• Insertion of Benzonitrile into Al–N and Ga–N Bonds: Formation of Fused Carbatriaza-Gallanes/Alanes and Their Subsequent Synthesis from Amidines and Trimethyl-Gallium/Aluminum
  作者：K. Maheswari、A. Ramakrishna Rao、N. Dastagiri Reddy

  DOI：10.1021/ic5029096

  日期：2015.2.16

  Insertion of aromatic nitriles into Al–N and Ga–N bonds are reported. Sterically less hindered aluminum amide [PhNHAlMe2]2 (1) undergoes C≡N insertion with benzonitrile to give an isomeric mixture of tetracyclic triazaalanes [PhNC(Ph)N]3[PhNC(Ph)NH]Al[AlMe][AlMe2]2} (2 and 3). A similar reaction with analogous gallium amide affords a tetracyclic triazagallane [PhNC(Ph)N]3[PhNC(Ph)NH]Ga[GaMe][GaMe2]2}

  据报道芳族腈插入到Al–N和Ga–N键中。较少受阻的酰胺铝[PhNHAlMe 2 ] 2（1）与苄腈进行C≡N插入，得到四环三氮杂丙二烯[PhNC（Ph）N] 3 [PhNC（Ph）NH] Al [AlMe] [AlMe]的异构体混合物2 ] 2 }（2和3）。与类似的镓酰胺类似的反应可得到四环三氮杂双环烷[PhNC（Ph）N] 3 [PhNC（Ph）NH] Ga [GaMe] [GaMe 2 ] 2 }（6）以及新型的碗状含Ga-的碳。 N个簇[PhNC（Ph）N] [PhN] [GaMe] 2 }3（5）。另一方面，当使用体积庞大的酰胺酰胺（在N上为Dipp，Dipp ＝ 2，6-二异丙基苯基）时，获得了四聚a基[[（Dipp）NC（Ph）N] GaMe} 4（8）。N-苯基苯甲ll与GaMe 3 ·OEt 2的缩合反应还合成了四环三氮杂ll氮烷6。与AlMe 3不同，该反应仅