7-Chlornorbornan | 765-80-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 7-Chlornorbornan
• 英文别名: 7-chloronorbornane；7-Chlorobicyclo[2.2.1]heptane
• CAS: 765-80-0
• 化学式: C₇H₁₁Cl
• 分子量: 130.617
• InChiKey: MJPPLIVZXBJOSR-UHFFFAOYSA-N

物化性质

• 沸点：
  91 °C(Press: 8.5 Torr)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  7-Chlornorbornan 在 五氟化锑 作用下， 生成 7-Norbornyl-Kation
  参考文献：
  名称：

  Sieber, Stefan; Schleyer, Paul von Rague; Vancik, Hrvoj, Angewandte Chemie, 1993, vol. 105, # 11, p. 1673 - 1675

  摘要：

  DOI：
• 作为产物：
  描述：

  (1R,2S,4S,7R)-2,7-二氯双环[2.2.1]庚烷 在 platinum(IV) oxide potassium tert-butylate 、 氢气 作用下， 生成 7-Chlornorbornan
  参考文献：
  名称：

  Nash, John J.; Carlson, Dean V.; Kasper, Annette M., Journal of the American Chemical Society, 1993, vol. 115, # 20, p. 8969 - 8979

  摘要：

  DOI：

文献信息

• Method for producing organic compounds by substituting halogen atoms
  申请人：MITSUI CHEMICALS, INC.

  公开号：EP1486479A1

  公开（公告）日：2004-12-15

  The invention pertains to a method in which a halogen atom of an organic compound is replaced with a group derived from a nucleophilic agent, at high yield and high efficiency, by the following method which includes a step of reacting the nucleophilic agent with an organic material having a halogen atom bonded to a carbon atom having four σ bonds, more specifically: a method for producing an organic compound having Q, the method including a step of reacting a compound represented by general formula (2) with an organic starting material having at least one halogen atom bonded to a carbon atom having four σ bonds so as to replace the halogen atom in the organic starting material with Q:         MQa     (2) (wherein M represents an alkali metal atom, an alkali earth metal atom, or a rare earth metal atom; Q represents a moiety of an inorganic acid or an active hydrogen compound derived by eliminating a proton, wherein Q is a halogen atom different from the halogen atom in the organic starting material having the halogen atom bonded to the carbon atom having the four σ bonds; and a represents an integer of 1 to 3) in the presence of a compound represented by general formula (1) (wherein Z- represents an anion derived by eliminating a proton from an inorganic acid or an active hydrogen compound; R2 is the same or different; R2 each independently represent a C1-C10 hydrocarbon group or two R2 on the same nitrogen atom may be bonded with each other to form a ring with the nitrogen atom).

  这项发明涉及一种方法，其中有机化合物中的卤素原子被来自亲核试剂的基团取代，且产率高效率高，通过以下方法实现，包括以下步骤：将亲核试剂与具有与碳原子形成四个σ键的卤素原子相结合的有机材料反应的步骤，更具体地说：一种用于生产具有Q的有机化合物的方法，包括以下步骤：将由通式（2）表示的化合物与至少一个卤素原子与碳原子形成四个σ键的有机起始材料反应，以将有机起始材料中的卤素原子替换为Q：         MQa     (2) （其中M代表碱金属原子、碱土金属原子或稀土金属原子；Q代表由消除质子衍生的无机酸或活性氢化合物的基团，其中Q是不同于有机起始材料中卤素原子的卤素原子，该卤素原子与具有四个σ键的碳原子相结合；a表示1到3的整数），在通式（1）表示的化合物的存在下 （其中Z-代表由无机酸或活性氢化合物中消除质子衍生的阴离子；R2相同或不同；R2各自独立地表示C1-C10烃基，或者两个R2在同一氮原子上可能与彼此结合形成与氮原子的环）。
• Some Chlorine Derivatives of Norbornane (Bicyclo[2.2.1]heptane)
  作者：John D. Roberts、Frederick O. Johnson、Rudolph A. Carboni

  DOI：10.1021/ja01651a027

  日期：1954.11

  The endo-cis and trans-5,6-dichloronorbornenes were prepared by the respective additions of cis- and trans-dichlorocthylene to cyclopentadiene. The sterochemical assigments were confirmed by dipole moment studies. The cis-dichloride was inert to hydrolysis while the trans isomer was hydrolyzed to 3,5-dihydroxynortricyclene. Hydrogenation of the dichloride isomers gave the endo-cis- and trans-2,3-dichloronorbornanes

  内顺式和反式 5,6-二氯降冰片烯是通过将顺式和反式二氯乙烯分别加入环戊二烯来制备的。通过偶极矩研究证实了立体化学分配。顺式二氯化物对水解呈惰性，而反式异构体水解为 3,5-二羟基降三环烯。二氯化物异构体的氢化得到内-顺-和反-2,3-二氯降冰片烷。与基于卤化氢优先反式消除的预期相反，饱和的顺式二氯化物似乎比反式异构体更不容易脱卤化氢，尽管在两种情况下反应都很慢。两种异构体产生相同的脱卤化氢产物，2-氯降冰片烯，其结构通过氧化为顺式-环戊烷-1,3-二羧酸和水解为降樟脑而得到证实。降冰片烯在 - 75o 下氯化得到降三环基氯和 syn-7-exo-2-dichloronorbornane。由于化合物对脱卤化氢试剂的相对惰性，后者的结构被指定（优先于外-顺-2,3-二氯降冰片烷）。内-顺-2,3-二氯降冰片烷不容易水解，但反式-2,3-二氯降冰片烷和syn-7-exo-2-二氯降冰片烷分别水
• Method for producing organic compound by substituting halogen atoms
  申请人：Mitsui Chemicals, Inc.

  公开号：US20040256743A1

  公开（公告）日：2004-12-23

  A method for producing an organic compound having Q, the method including a step of reacting a compound represented by general formula (2) with an organic starting material having at least one halogen atom bonded to a carbon atom having four &sgr; bonds so as to replace the halogen atom in the organic starting material with Q: MQ a (2) wherein M, Q and a are defined in the presence of a compound represented by general formula (1) 1 wherein Z − and Rs are also defined.

  一种生产具有 Q 的有机化合物的方法，该方法包括以下步骤：将通式（2）代表的化合物与有机起始材料反应，该有机起始材料具有至少一个与具有四个&sgr;键的碳原子成键的卤原子，从而用 Q 取代有机起始材料中的卤原子： MQ a (2) 其中 M、Q 和 a 是在通式（1）所代表的化合物存在时定义的 1 其中 Z - 和 Rs 也已定义。
• Giese, Bernd; Stellmach, Joachim, Chemische Berichte, 1980, vol. 113, # 10, p. 3294 - 3302
  作者：Giese, Bernd、Stellmach, Joachim

  DOI：——

  日期：——
• Aromatic substitution. 64. Friedel-Crafts Alkylation of Aromatics with exo-2-Chloro- and 7-Chloronorbornane
  作者：George A. Olah、Chang Soo Lee、G. K. Surya Prakash

  DOI：10.1021/jo00088a049

  日期：1994.5

  exo-2-Chloro- and 7-chloronorbornane in the presence of tin(IV) chloride or aluminum chloride react with benzene and substituted benzenes to give the corresponding norbornylated products. Mechanistic aspects of the reactions proceeding through carbocationic intermediates are discussed.