1-丁炔,1-氯-3,3-二甲基- | 16865-61-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代乙炔及其衍生物
• 中文名称: 1-丁炔,1-氯-3,3-二甲基-
• 英文名称: tert-butyl-2-chloro-acetylene
• 英文别名: Chlor-t-butyl-acetylen；t-Butyl-chloracetylen；1-Chlor-3,3-dimethyl-butin-(1)；1-Chloro-3,3-dimethyl-1-butyne；1-chloro-3,3-dimethylbut-1-yne
• CAS: 16865-61-5
• 化学式: C₆H₉Cl
• 分子量: 116.59
• InChiKey: ZJDXXYUIDITZRQ-UHFFFAOYSA-N

物化性质

• 沸点：
  86-88 °C
• 密度：
  0.953±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-丁炔,1-氯-3,3-二甲基- 在 盐酸 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 5.0h， 生成 1-t-Butylethane-1,2,2-tris-phosphonic acid
  参考文献：
  名称：

  Haegele, Gerhard; Goudetsidis, Stefanos; Wilke, Eva, Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 48, # 1-4, p. 131 - 140

  摘要：

  DOI：
• 作为产物：
  描述：

  1-Chlor-3,3-dimethyl-1-(triphenylphosphoranyliden)-2-butanon 800.0 ℃ 、0.13 Pa 条件下， 以38%的产率得到1-丁炔,1-氯-3,3-二甲基-
  参考文献：
  名称：

  Braga, Antoenio L.; Comasseto, Joaeo V., Synthetic Communications, 1989, vol. 19, # 16, p. 2877 - 2884

  摘要：

  DOI：

文献信息

• [EN] A PROCESS FOR THE SYNTHESIS OF TERBINAFINE AND DERIVATIVES THEREOF<br/>[FR] PROCEDE DE SYNTHESE DE LA TERBINAFINE ET DE SES DERIVES
  申请人：FABBRICA ITALIANA SINTETICI SPA

  公开号：WO2005121155A1

  公开（公告）日：2005-12-22

  The present invention relates to a synthetic method for terbinafine and analogues thereof using metal catalysts, preferably Ni (II) salts and/or complexes.

  本发明涉及一种利用金属催化剂，优选为Ni(II)盐和/或络合物，合成特比萘和其类似物的方法。
• Process for the Synthesis of Terbinafine and Derivatives Thereof
  申请人：Negra Della Federico

  公开号：US20070244336A1

  公开（公告）日：2007-10-18

  The present invention relates to a synthetic method for terbinafine and analogues thereof using metal catalysts, preferably Ni(II) salts and/or complexes.

  本发明涉及一种使用金属催化剂，优选的是Ni（II）盐和/或配合物，合成特比萘芬及其类似物的方法。
• Nickel-mediated synthesis of dialkynyl and trialkynyl ethenes — demetallation reactions
  作者：Hans-Freidrich Klein、Andreas Peterman

  DOI：10.1016/s0020-1693(97)05485-6

  日期：1997.9

  Metalorganic syntheses of the title compounds starting from l-alkynes and Ni(cod)(PMe3)(2) or Ni(PM3)(4) consist of less than six steps and afford better than 50% overall yields of isolated compounds. Elimination of the metal by reductive C,C coupling in diorganonickel complexes under 1 bar CO and workup in aqueous hydrochloric acid are the key steps in the preparation af(RC=C)R'C=C(R) (C=CR) (R=SiMe3, CMe3; R'=H, CH3, C6H5, C=CH, C=CCH3, C=CCMe3, C=CSiMe3, C=CSiPh3, C=CC6H5, C=CC6H4F, C=CC6H11, C=CCH2SiMe3). Starting from 3-bromopropyne the initial C,C-coupling reaction is followed by an oxidative addition of the CH,Br function to zerovalent nickel and a second C,C coupling, which generates the tetradecadienetetrayne skeleton of (RC=C)(R)C=(RC=C)C-C=C-CH2-CH2-C=C-(RC=C)C=C(C=CR)-(R) (R=SiMe3).
• Halogenated catechols from cycloaddition reactions of η4-(2-ethoxyvinylketene)iron(0) complexes with 1-haloalkynes
  作者：Jimmy Truong、Vioela Caze、Ravish K. Akhani、Gayatribahen K. Joshi、Lazaros Kakalis、Nikita Matsunaga、Wayne F.K. Schnatter

  DOI：10.1016/j.tetlet.2009.12.029

  日期：2010.2

  1-Chloroalkynes and 1-bromohexyne undergo cycloaddition reactions with ethoxyvinylketeneiron(0) complexes to form chloro and bromocatechols. With most substituents, the halogen is incorporated ortho to the phenolic hydroxyl group regioselectively. With chloroethyne, chlorohexyne, and methyl chloropropiolate, the reverse regioselection is observed. Ab initio calculations reveal that the products are, in most cases, nearly isoenergetic, which indicates that the intermediate ketene-alkyne adduct geometry must be important in determining the product distribution. (C) 2009 Elsevier Ltd. All rights reserved.
• Murray, Rex E., Synthetic Communications, 1980, vol. 10, # 5, p. 345 - 350
  作者：Murray, Rex E.

  DOI：——

  日期：——