di-n-propyl zinc | 628-91-1

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: di-n-propyl zinc
• 英文别名: Dipropyl-zink；dipropylzinc；Di-n-propyl-zink
• CAS: 628-91-1
• 化学式: C₆H₁₄Zn
• 分子量: 151.567
• InChiKey: QQTGJVBUIOTPGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  25°C
• 沸点：
  148°C
• 密度：
  1.0800

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  7
• 可旋转键数：
  0
• 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：

  di-n-propyl zinc 以 gas 为溶剂， 生成 锌
  参考文献：
  名称：

  Vibrational energy of the monoalkyl zinc product formed in the photodissociation of dimethyl zinc, diethyl zinc, and dipropyl zinc

  摘要：

  The gas-phase photodissociation of (CH3)2Zn, (C2H5)2Zn, and (n-C3H7)2Zn has been examined at 248 nm using laser-induced fluorescence to detect the monoalkyl zinc radical and zinc atom photoproducts. For each compound, the monoalkyl zinc radical is the primary photoproduct and is formed sufficiently hot that it spontaneously dissociates to an alkyl radical and a Zn atom without absorption of a second photon. Photodissociation was examined in the presence of He buffer gas to measure the probability of quenching the secondary spontaneous dissociation of the monoalkyl zinc species. For all three dialkyl zinc compounds, the probability of quenching the secondary dissociation step increases substantially over the He pressure range of 0–400 Torr. The quenching probability vs He pressure was fit using RRKM theory in conjunction with a time-dependent master equation, treating the nascent vibrational energy distribution of the monoalkyl zinc product as an adjustable function. The quenching data for C2H5Zn and n-C3H7Zn can be fit only if it is assumed that these species are formed with a hot, narrow vibrational energy distribution, much narrower than that predicted by phase-space theory. A dissociation mechanism involving crossover from an optically prepared singlet state to a repulsive triplet state is proposed to explain this observation. Spontaneous dissociation of CH3Zn is quenched much more strongly by He than is calculated using any reasonable vibrational energy distribution function for CH3Zn. This is attributed to the inapplicability of RRKM theory to reactions involving very low-state-density molecules like CH3Zn.

  DOI：

  10.1063/1.462890
• 作为产物：
  描述：

  二丙汞 在 锌 作用下， 生成 di-n-propyl zinc
  参考文献：
  名称：

  Cahours, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1873, vol. 76, p. 135,751

  摘要：

  DOI：
• 作为试剂：
  描述：

  2-氯-2,3-二甲基丁烷 在 di-n-propyl zinc 、 xylene 作用下， 生成 2,3,3-三甲基己烷
  参考文献：
  名称：

  Buck et al., Journal of the Institute of Petroleum, 1948, vol. 34, p. 350

  摘要：

  DOI：

文献信息

• Organometallics in organic synthesis. Applications of a new diorganozinc reaction to the synthesis of C-glycosyl compounds with evidence for an oxonium-ion mechanism
  作者：Alan P. Kozikowski、Toshiro Konoke、Allen Ritter

  DOI：10.1016/s0008-6215(00)90882-6

  日期：1987.12

  features of a new organozinc-based substitution process [heteroatom-C-(R1,R2)-SPh + R3(2)Zn----heteroatom-C-(R1,R2,R3)], first discovered during a total synthesis of the alkaloid mycotoxin alpha-cyclopiazonic acid, are described. Phenyl thioglycosides were valuable substrates in studying the nature of this reaction process. Since these sulfur compounds are converted into C-glycosyl compounds with some

  首次发现新的基于有机锌的取代过程[杂原子-C-（R1，R2）-SPh + R3（2）Zn ----杂原子-C-（R1，R2，R3）]的机理和立体化学特征在生物碱真菌毒素的全合成过程中，描述了α-环吡嗪酸。苯基硫代糖苷是研究该反应过程性质的有价值的底物。由于这些硫化合物以一定的立体选择性转化为C-糖基化合物，因此有机锌化学确实为这些生物活性物质提供了新的进入途径。
• HETEROARYLAZOLE COMPOUND AND PEST CONTROL AGENT
  申请人：Nippon Soda Co., Ltd.

  公开号：US20210380556A1

  公开（公告）日：2021-12-09

  An object of the present invention is to provide a heteroaryl azole compound that is excellent in pest control activity, particularly, insecticidal activity and/or miticidal activity, is excellent in safety, and may be industrially advantageously synthesized. The compound of the present invention is a compound represented by the formula (I), an N-oxide compound, stereoisomer, tautomer or hydrate thereof or a salt of any of these compounds. In the formula (I), A represents CH or a nitrogen atom; B 1 represents CX 1 or a nitrogen atom; X 1 , X 2 and X 3 each independently represent a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, or the like; R 1 represents a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, or the like; R 2 represents a substituted or unsubstituted C1-6 alkyl group; and R represents a substituted or unsubstituted C1-6 alkyl group.

  本发明的一个目的是提供一种在害虫控制活性方面表现出色，特别是在杀虫活性和/或杀螨活性方面表现出色，安全性优秀，并且可以在工业上有利地合成的杂环芳醇类化合物。本发明的化合物是由式（I）表示的化合物，其N-氧化物化合物，立体异构体，互变异构体或其水合物，或这些化合物的任何盐。在式（I）中，A代表CH或氮原子；B1代表CX1或氮原子；X1，X2和X3分别独立地代表氢原子，取代或未取代的C1-6烷基基团，取代或未取代的C2-6烯基基团，或类似物；R1代表取代或未取代的C1-6烷基硫基团，取代或未取代的C1-6烷基亚硫氧基团，或类似物；R2代表取代或未取代的C1-6烷基基团；R代表取代或未取代的C1-6烷基基团。
• Catalytic Enantioselective Addition of Diorganozinc Reagents to Vinyl Sulfones
  作者：Jean-Nicolas Desrosiers、William S. Bechara、André B. Charette

  DOI：10.1021/ol800747v

  日期：2008.6.5

  An efficient method for the catalytic asymmetric conjugate addition of diorganozinc reagents to vinyl sulfones is reported. Using a Binap*Cu complex, enantioselectivities up to 98% ee and high yields can be attained for a variety of substrates. Several dialkylzinc reagents are also compatible with this procedure.

  报道了一种将二有机锌试剂催化不对称共轭加成到乙烯基砜中的有效方法。使用Binap * Cu络合物，对于多种底物，可实现高达98％ee的对映选择性和高收率。几种二烷基锌试剂也与此程序兼容。
• Scope of Palladium-Catalyzed Alkylative Ring Opening
  作者：Mark Lautens、Sheldon Hiebert

  DOI：10.1021/ja037550s

  日期：2004.2.1

  We have explored the scope of the palladium-catalyzed nucleophilic ring opening methodology. New highly selective and highly active catalysts have been found for the ring opening of oxabenzonorbornadienes. Employing these catalysts, the addition of various alkyl nucleophiles to oxabenzonorbornadiene has been achieved. In addition, reaction of diethylzinc with [3.2.1] oxabicyclic alkenes has been accomplished

  我们探索了钯催化亲核开环方法的范围。已发现用于氧杂苯并降冰片二烯开环的新型高选择性和高活性催化剂。使用这些催化剂，已经实现了将各种烷基亲核试剂添加到氧杂苯并降冰片二烯中。此外，已完成二乙基锌与 [3.2.1] 氧杂双环烯烃的反应，以产生开环产物以及官能化的烯烃加成产物。
• Synthesis of 5-Substituted Aminopyrrolo[3,4-b]quinolinones by a Diorganozinc-Mediated Tandem Alkylation/Cyclization
  作者：James B. Campbell、Judy W. Firor

  DOI：10.1080/00397911.2010.542537

  日期：2012.6

  with N-(oxopyrrolin-4-yl)-3-chloromethylbenzonitriles provides 5-substituted aminopyrrolo[3,4-b]quinolines by an overall single-pot, tandem alkylation/cyclization sequence. Mechanistic considerations suggest an in situ–generated ortho-quinone methide imine (aza-ortho-xylylene) as a reactive intermediate, which may trap an alkyl group from the diorganozinc reagent by a conjugate addition. GRAPHICAL

  摘要 二有机锌试剂与 N-(oxopyrrolin-4-yl)-3-chloromethylbenzonitriles 的反应通过整体单锅串联烷基化/环化序列提供 5-取代的氨基吡咯并 [3,4-b] 喹啉。机理考虑表明，原位生成的邻醌甲基亚胺（氮杂邻二甲苯）作为反应中间体，可以通过共轭加成从二有机锌试剂中捕获烷基。图形概要

表征谱图