3-氯-2-乙炔基吡啶 | 96439-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3-氯-2-乙炔基吡啶
• 英文名称: 3-chloro-2-ethynylpyridine
• CAS: 96439-98-4
• 化学式: C₇H₄ClN
• mdl: MFCD11109684
• 分子量: 137.568
• InChiKey: QABKLKIFASNVHO-UHFFFAOYSA-N

物化性质

• 沸点：
  71-73 °C(Press: 3 Torr)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  盐酸甲胺 、 3-氯-2-乙炔基吡啶 在 sodium cyanoborohydride 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以67%的产率得到2-(3-chloropyridin-2-yl)-N-methylethanamine
  参考文献：
  名称：

  Sakamoto, Takao; Nagata, Hideo; Kondo, Yoshinori, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 12, p. 4866 - 4872

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二氯吡啶 在 四(三苯基膦)钯 氢氟酸 、 sodium fluoride 、 二异丙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 生成 3-氯-2-乙炔基吡啶
  参考文献：
  名称：

  Rapid Bergman Cyclization of 1,2-Diethynylheteroarenes

  摘要：

  The synthesis and cyclization of acyclic quinoxaline, pyridine, and pyrimidine enediynes (1-3) are described. These compounds were prepared using palladium(0) coupling of trimethylsilyl acetylene to o-dihalo- or o-halotriflic heteroarenes. All compounds were prepared in modest to good yields. The enediynes prepared were shown to undergo Bergman cyclization. Kinetics over a minimum of 3 half-lives were used to construct Arrhenius plots. Pyrimidine 3 was found to have an activation energy of 16.1 kcal/mol. Cyclization of the closest known aromatic analogue, o-diethynylbenzene (15), has E-a = 25.1 kcal/mol (Grissom, J. W.; Calkins, T. L.;McMillen, H. A.; Jiang, Y. J. Org. Chem. 1994, 59, 5833-5835). Pyridine 2 and quinoxaline 1 gave activation energies of 21.5 and 33.6 kcal/mol, respectively. The results illustrate that heteroarenes can be used to activate Bergman cyclization. We expect these compounds to play an important role in furthering the understanding of Bergman cyclization and in aiding the development of new biologically significant enediynes.

  DOI：

  10.1021/jo980879p

文献信息

• Triphenylphosphine derivative, production process therefor, palladium complex thereof, and process for producing biaryl derivative
  申请人：——

  公开号：US20030065208A1

  公开（公告）日：2003-04-03

  Provided are a novel triphenyl phosphine derivative synthesized from a triphenylphosphine and a hydroxy-containing lactone; a palladium and a nickel complexes comprising the derivative as a ligand; and a process for preparing a biaryl derivative using the complex as a catalyst. A product can be easily separated from a catalyst or a phosphorus compound, and biaryl derivative can be synthesized in a higher yield, by using the complex of the present invention as a catalyst.

  提供了一种新型的三苯基膦衍生物，通过三苯基膦和含羟基的内酯合成；一种以该衍生物为配体的钯和镍配合物；以及一种利用该配合物作为催化剂制备联苯衍生物的方法。通过使用本发明的复合物作为催化剂，产品可以很容易地与催化剂或磷化合物分离，联苯衍生物可以以更高的产率合成。
• TRIPHENYLPHOSPHINE DERIVATIVE, PRODUCTION PROCESS THEREFOR, PALLADIUM COMPLEX THEREOF, AND PROCESS FOR PRODUCING BIARYL DERIVATIVE
  申请人：Mitsubishi Rayon Co., Ltd.

  公开号：EP1270582A1

  公开（公告）日：2003-01-02

  Provided are a novel triphenyl phosphine derivative synthesized from a triphenylphosphine and a hydroxy-containing lactone; a palladium and a nickel complexes comprising the derivative as a ligand; and a process for preparing a biaryl derivative using the complex as a catalyst. A product can be easily separated from a catalyst or a phosphorus compound, and biaryl derivative can be synthesized in a higher yield, by using the complex of the present invention as a catalyst.

  本发明提供了一种由三苯基膦和含羟基内酯合成的新型三苯基膦衍生物；一种以该衍生物为配体的钯和镍配合物；以及一种以该配合物为催化剂制备双芳基衍生物的工艺。使用本发明的配合物作为催化剂，产物可以很容易地从催化剂或磷化合物中分离出来，并且可以以更高的产率合成双芳基衍生物。
• SAKAMOTO, TAKAO;NAGATA, HIDEO;KONDO, YOSHINORI;SATO, KAORI;YAMANAKA, HIRO+, CHEM. AND PHARM. BULL., 1984, 32, N 12, 4866-4872
  作者：SAKAMOTO, TAKAO、NAGATA, HIDEO、KONDO, YOSHINORI、SATO, KAORI、YAMANAKA, HIRO+

  DOI：——

  日期：——
• TRIPHENYLPHOSPHINE DERIVATIVES, PALLADIUM OR NICKEL COMPLEXES THEREOF, AND PROCESS FOR PREPARING BIARYL DERIVATIVES
  申请人：MITSUBISHI RAYON CO., LTD.

  公开号：EP1270582B1

  公开（公告）日：2006-08-30
• US6693210B2
  申请人：——

  公开号：US6693210B2

  公开（公告）日：2004-02-17