hept-2-ynedinitrile | 1174272-05-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: hept-2-ynedinitrile
• 英文别名: 2-heptynedinitrile
• CAS: 1174272-05-9
• 化学式: C₇H₆N₂
• 分子量: 118.138
• InChiKey: ARZRUQYYFCOZKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-辛炔 、 hept-2-ynedinitrile 在 bis(1,5-cyclooctadiene)nickel (0) 、 三苯基硼烷 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 十四烷 、 甲苯 为溶剂， 反应 4.0h， 以35%的产率得到(Z)-8-cyano-2,3-dipropyloct-2-en-4-ynenitrile
  参考文献：
  名称：

  Alkynylcyanation of alkynes and dienes catalyzed by nickel

  摘要：

  Alkynyl cyanides are found to add across alkynes and 1,2-dienes in the presence of a catalyst prepared in situ from Ni(cod)(2), xantphos, and BPh3. A range of functionalized conjugated cis-enynes are obtained with high regioselectivity. The addition reaction across norbornadiene proceeds in the absence of BPh3 to give exo-cis adduct exclusively. A stoichiometric reaction of ail alkynyl cyanide, Ni(cod)2, xantphos, and BPh3 gives trans-(xantphos)Ni(CNBPh3)(C CSiMe(2)t-Bu), which is suggested to be a plausible reaction intermediate of the alkynylcyanation reaction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.079
• 作为产物：
  描述：

  偶氮二异戊腈 、 己炔腈 在 copper(II) nitrate trihydrate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以92%的产率得到hept-2-ynedinitrile
  参考文献：
  名称：

  Cu-Catalyzed direct cyanation of terminal alkynes with AMBN or AIBN as the cyanation reagent

  摘要：

  一种Cu（II）催化的直接炔烃氰化反应报道了广泛的底物适用性，产率在中到高收率范围内。

  DOI：

  10.1039/c5cc04987c

文献信息

• Alkynylcyanation of alkynes and dienes catalyzed by nickel
  作者：Yasuhiro Hirata、Masaaki Tanaka、Akira Yada、Yoshiaki Nakao、Tamejiro Hiyama

  DOI：10.1016/j.tet.2009.03.079

  日期：2009.6

  Alkynyl cyanides are found to add across alkynes and 1,2-dienes in the presence of a catalyst prepared in situ from Ni(cod)(2), xantphos, and BPh3. A range of functionalized conjugated cis-enynes are obtained with high regioselectivity. The addition reaction across norbornadiene proceeds in the absence of BPh3 to give exo-cis adduct exclusively. A stoichiometric reaction of ail alkynyl cyanide, Ni(cod)2, xantphos, and BPh3 gives trans-(xantphos)Ni(CNBPh3)(C CSiMe(2)t-Bu), which is suggested to be a plausible reaction intermediate of the alkynylcyanation reaction. (C) 2009 Elsevier Ltd. All rights reserved.
• Cu-Catalyzed direct cyanation of terminal alkynes with AMBN or AIBN as the cyanation reagent
  作者：Guangwei Rong、Jincheng Mao、Yang Zheng、Ruwei Yao、Xinfang Xu

  DOI：10.1039/c5cc04987c

  日期：——

  A Cu(ii)-catalyzed direct cyanation of terminal alkynes was reported with broad substrate generality in moderate to high yield.

  一种Cu（II）催化的直接炔烃氰化反应报道了广泛的底物适用性，产率在中到高收率范围内。