1-naphthyl magnesium iodide | 1198-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-naphthyl magnesium iodide
• 英文别名: 1-naphthylmagnesium iodide
• CAS: 1198-29-4
• 化学式: C₁₀H₇IMg
• 分子量: 278.375
• InChiKey: IUSBIEHGCOJPOI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1-naphthyl magnesium iodide 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 溶剂黄146 、 苯 为溶剂， 生成 (2-methyl-1-oxo-1,2,3,4-tetrahydro-[2]phenanthryl)-acetic acid
  参考文献：
  名称：

  Harnik,M., Israel Journal of Chemistry, 1965, vol. 3, p. 1 - 11

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(4-iodophenyl)naphthalene 在 碘 、 magnesium 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 1-naphthyl magnesium iodide
  参考文献：
  名称：

  Efficient C(sp³)–H Bond Functionalization of Isochroman by AZADOL Catalysis

  摘要：

  A novel organocatalytic C(sp(3))-H bond functionalization of isochroman under practical conditions has been developed. In the presence of 5.0 mol % of AZADOL, the catalysis proceeded successfully with a broad range of substrates and nucleophiles in excellent yields.

  DOI：

  10.1021/acs.orglett.5b00434

文献信息

• Copper-Catalyzed Regioselective and Stereoselective Coupling of Grignard Reagents with Pent-1-en-4-yn-3-yl Benzoates: A Shortcut to (<i>Z</i>)<i>-</i>1,5-Disubstituted Pent-3-en-1-ynes from Accessible Starting Materials
  作者：Fenglin Chen、Yanjiao Chen、Hongen Cao、Qing Xu、Lei Yu

  DOI：10.1021/acs.joc.8b02275

  日期：2018.11.16

  Copper-catalyzed coupling of Grignard reagents with pent-1-en-4-yn-3-yl benzoates occurs regioselectively at the terminal alkenyl carbon rather than the alkynyl site, leading to the stereoselective formation of unexpected (Z)-1,5-disubstituted pent-3-en-1-ynes without generation of the initially expected alkenyl allene products. By using easily accessible starting materials, this reaction can provide

  用戊-1-烯-4-炔-3-基苯甲酸酯格氏试剂的铜催化的偶联在终端烯基碳而非炔站点区域选择性地发生，导致立体选择性形成的意外（Ž）- 1,5-二取代的戊-3-烯-1-炔，不产生最初预期的烯基丙二烯产物。通过使用容易获得的起始原料，该反应可以提供直接进入热力学不利的Z-构型的炔烃的途径，所述炔烃存在于许多生物活性天然产物中，例如指甲花中的消炎成分。
• Production processes for triorganomonoalkoxysilanes and triorganomonochlorosilanes
  申请人：Bannou Tadashi

  公开号：US20050070730A1

  公开（公告）日：2005-03-31

  A silane containing a bulky hydrocarbon group or groups R therein and having the formula (III) R 3-(x+y) (R 1 ) x (R 2 ) y Si(OR 3 ) can be produced by reacting a silane of the formula (I) (R 1 ) x (R 2 ) y SiCl 3-(x+y) (OR 3 ) with a Grignard reagent of the formula (II) RMgX Further, a tri-organo-chlorosilane of the formula (XIIa) (R 1 )(R 2 )(R 3 )SiCl can be produced by reacting a tri-organo-silane of the formula (XIa) (R 1 )(R 2 )(R 3 )SiZ 1 with hydrochloric acid. Furthermore, a tri-organo-monoalkoxysilane of the formula (XXIII) R 3-(x+y) (R 1 ) x (R 2 ) y Si(OR 3 ) can be produced when a silane of the formula (XXI) (R 1 ) x (R 2 ) y SiCl 4-(x+y) is reacted with a Grignard reagent of the formula (XXII) RMgX with addition of and reaction with an alcohol or an epoxy compound during the reaction.

  含有庞大烃基或基团R的硅烷，其具有式(III)R3-(x+y)(R1)x(R2)ySi(OR3)，可通过反应式(I)(R1)x(R2)ySiCl3-(x+y)(OR3)的硅烷与式(II)RMgX的格氏试剂制得。此外，式(XIIa)(R1)(R2)(R3)SiCl的三有机氯硅烷可通过反应式(XIa)(R1)(R2)(R3)SiZ1的三有机硅烷与盐酸制得。再者，当式(XXI)(R1)x(R2)ySiCl4-(x+y)的硅烷与式(XXII)RMgX的格氏试剂反应，并在反应过程中加入并反应酒精或环氧化合物时，可制得式(XXIII)R3-(x+y)(R1)x(R2)ySi(OR3)的三有机单烷氧基硅烷。
• Interconversible cis and trans rotational isomers of 1,8-di(1-naphthyl)naphthalene.
  作者：EIICHI IBUKI、SHIGERU OZASA、YASUHIRO FUJIOKA、HIROSHI MIZUTANI

  DOI：10.1248/cpb.29.2103

  日期：——

  New stable cis and trans rotational isomers of 1, 8-di (1-naphthyl) naphthalene were prepared by the Kharash-type Grignard cross-coupling of 1-naphthylmagnesium iodide and 1, 8-diiodonaphthalene in the presence of N, N'-bis (1-methyl-3-oxobutylidene) ethylene-diaminatonickel (II). Thermoanalytical and proton magnetic resonance spectral studies indicated that both rotamers are stable in the solid state as well as in a solution, but are interconversible at temperatures above their melting points. A convenient method, obtaining pure trans rotamer from the equilibrium mixture of both rotamers, is also presented.

  在 N, N'-bis (1-methyl-3-oxobutylidene) ethylene-diaminatonickel (II) 的存在下，通过 1-萘基碘化镁和 1, 8-二碘萘的 Kharash 型格氏交联反应，制备了 1, 8-二（1-萘基）萘的新的稳定顺式和反式旋转异构体。热分析和质子磁共振光谱研究表明，这两种转构体在固态和溶液中都很稳定，但在高于熔点的温度下可相互转化。此外，还介绍了一种从两种转构体的平衡混合物中获得纯反式转构体的简便方法。
• PROCESSES FOR THE PRODUCTION OF TRI-ORGANO-MONOALKOXYSILANES AND PROCESS FOR THE PRODUCTION OF TRI-ORGANO-MONOCHLOROSILANES
  申请人：Bannou Tadashi

  公开号：US20090082585A1

  公开（公告）日：2009-03-26

  A silane containing a bulky hydrocarbon group or groups R therein and having the formula (III) R 3−(x+y) (R 1 ) x (R 2 ) y Si(OR 3 ) can be produced by reacting a silane of the formula (I) (R 1 ) x (R 2 ) y SiCl 3−(x+y) (OR 3 ) with a Grignard reagent of the formula (II) RMgX Further, a tri-organo-chlorosilane of the formula (XIIa) (R 1 )(R 2 )(R 3 )SiCl can be produced by reacting a tri-organo-silane of the formula (XIa) (R 1 )(R 2 )(R 3 )SiZ 1 with hydrochloric acid. Furthermore, a tri-organo-monoalkoxysilane of the formula (XXIII) R 3−(x+y) (R 1 ) x (R 2 ) y Si(OR 3 ) can be produced when a silane of the formula (XXI) (R 1 ) x (R 2 ) y SiCl 4−(x+y) is reacted with a Grignard reagent of the formula (XXII) RMgX with addition of and reaction with an alcohol or an epoxy compound during the reaction.

  含有笨重烃基团R的硅烷化合物，其化学式为(III)R3−(x+y)(R1)x(R2)ySi(OR3)，可以通过将化学式为(I)(R1)x(R2)ySiCl3−(x+y)(OR3)的硅烷与化学式为(II)RMgX的格氏试剂反应来制备。此外，可以通过将化学式为(XIa)(R1)(R2)(R3)SiZ1的三元有机硅烷与盐酸反应来制备化学式为(XIIa)(R1)(R2)(R3)SiCl的三元有机氯硅烷。此外，在反应过程中加入醇或环氧化合物，可以通过将化学式为(XXI)(R1)x(R2)ySiCl4−(x+y)的硅烷与化学式为(XXII)RMgX的格氏试剂反应来制备化学式为(XXIII)R3−(x+y)(R1)x(R2)ySi(OR3)的三元有机单烷氧基硅烷。
• METHOD FOR PRODUCING ALPHA-HYDROXY KETONE COMPOUND
  申请人：Hagiya Koji

  公开号：US20140235867A1

  公开（公告）日：2014-08-21

  The present invention relates to a specific thiazolium salt used for producing an α-hydroxy ketone compound, and a method for producing an α-hydroxy ketone compound by carrying out a coupling reaction of an aldehyde compound in the presence of a base compound and the specific thiazolium salt.

  本发明涉及一种用于制备α-羟基酮化合物的特定噻唑盐，以及通过在碱性化合物和特定噻唑盐存在下进行醛化合物偶联反应制备α-羟基酮化合物的方法。