三(4-甲基苯基)二乙酸铋 | 107536-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 三(4-甲基苯基)二乙酸铋
• 英文名称: tri-p-tolylbismuth diacetate
• CAS: 107536-32-3
• 化学式: C₂₅H₂₇BiO₄
• 分子量: 600.467
• InChiKey: XWZLVNSLJPRGDB-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三(4-甲基苯基)二乙酸铋 在 KO-t-Bu 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 三对甲苯基铋
  参考文献：
  名称：

  Diverse Structures and Remarkable Oxidizing Ability of Triarylbismuthane Oxides. Comparative Study on the Structure and Reactivity of a Series of Triarylpnictogen Oxides

  摘要：

  A systematic series of triarylbismuthane oxides was prepared in order to disclose their structure and reactivity, which have been compared with those of lighter pnictogen counterparts. X-ray crystallographic analysis of tris(2-methoxyphenyl)bismuthane oxide and tris(2-methoxyphenyl)stibane oxide revealed that they exist as dimers with a flat bis(mu-oxo) ring, implying that the polarized Bi+-O- and Sb+-O- bonds aggregate to attain electrostatic stabilization. In sharp contrast to their phosphorus, arsenic, and antimony counterparts, triarylbismuthane oxides are thermally unstable and possess a high oxidizing ability. In particular, the bismuthane oxides bearing ortho-substituted aryl ligands oxidized primary and. secondary alcohols to aldehydes and ketones, respectively, with high efficiency under mild conditions.

  DOI：

  10.1021/om0494115
• 作为产物：
  描述：

  tris(p-tolyl)bismuth dibromide 在 Pb(OOCCH₃)2 作用下， 以 溶剂黄146 为溶剂， 生成 三(4-甲基苯基)二乙酸铋
  参考文献：
  名称：

  ORGANIC BISMUTH COMPOUNDS. I. PREPARATION OF TRICARBOXY-TRIPHENYLBISMUTH DICHLORIDES AND CERTAIN NITRO-TRIARYL BISMUTH COMPOUNDS

  摘要：

  DOI：

  10.1021/ja01413a031

文献信息

• MACROCYCLIC PICOLINAMIDE COMPOUNDS WITH FUNGICIDAL ACTIVITY
  申请人：DOW AGROSCIENCES LLC

  公开号：US20150094339A1

  公开（公告）日：2015-04-02

  The invention relates to compounds of macrocyclic picolinamides of Formula I suitable to control or prevent growth of fungi.

  本发明涉及一类适用于控制或预防真菌生长的大环吡啶酰胺化合物，其化学式为I。
• Synthesis, structure and reactions of μ-oxobis(arenesulfonatotriarylbismuth)
  作者：V. V. Sharutin、I. V. Egorova、O. K. Sharutina、T. K. Ivanenko、I. I. Pavlushkina、A. V. Gerasimenko、M. A. Pushilin

  DOI：10.1007/s11176-005-0011-x

  日期：2004.9

  Hydrolysis of triarylbismuth bis(arenesulfonates) in acetone gives bismuth derivatives of the general formula [Ar3Bi(OSO2Ar’)]2O (Ar = Ph, p-Tol; Ar’ = Ph, C6H4Me-4, C6H3Me2-2,4, C6H3Me2-3,4). The structure of μ-oxobis[(3,4-dimethylbenzenesulfonato)triphenylbismuth] was established by means of X-ray diffraction. The molecule has a linear centrosymmetric structure with the bridging oxygen atom in the inversion center. The bismuth atom has a distorted trigonal bipyramidal coordination with the bridging oxygen atom and the arenesulfonate group in axial positions. The Bi-C and Bi-Oterm distances are 2.200(2), 2.204(3), and 2.442(2) Å, and the Bi-Obr distances are 2.067(1) Å.

  醋酮中三芳基铋双（芳磺酸盐）的水解反应生成了通式为[Ar3Bi(OSO2Ar’)]2O（其中Ar=Ph，p-Tol；Ar’=Ph，C6H4Me-4，C6H3Me2-2,4，C6H3Me2-3,4）的铋衍生物。通过X射线衍射确定了μ-氧双[（3,4-二甲基苯磺酸根）三苯基铋]的结构。该分子具有中心对称线性结构，桥连氧原子位于反转中心。铋原子具有扭曲的三角双锥配位，桥连氧原子和芳磺酸根位于轴向位置。Bi-C和Bi-O的键长分别为2.200(2)、2.204(3)和2.442(2) Å，Bi-Obr的键长为2.067(1) Å。
• PALLADIUM-CATALYZED ARYLATION AND ARYLOYLATION OF ORGANOSTANNANES WITH TRIARYLBISMUTH(V) DERIVATIVES
  作者：Suk-Ku Kang、Hyung-Chul Ryu、Sang-Woo Lee

  DOI：10.1081/scc-100103532

  日期：2001.1

  The palladium-catalyzed cross-coupling and carbonylative cross-coupling of pentavalent bismuth(V) derivatives with organostannanes have been achieved in CH3CN at room temperature.

  已在室温下在 CH3CN 中实现了五价铋 (V) 衍生物与有机锡烷的钯催化交叉偶联和羰基化交叉偶联。
• Arylation of diversely substituted hydrazines by tri- and pentavalent organobismuth reagents
  作者：Olga Tšubrik、Uno Mäeorg、Rannar Sillard、Ulf Ragnarsson

  DOI：10.1016/j.tet.2004.07.020

  日期：2004.9

  hydrazides to triply protected hydrazines and included a large number of intermediates of principal synthetic interest. In the case of mono- and disubstituted hydrazines the results demonstrate apparent advantages of pentavalent over trivalent reagents, exemplified by fast, highly chemoselective monoarylation of acylhydrazines at the terminal nitrogen. In contrast, trisubstituted hydrazines are more efficiently

  在三芳基铋和三芳基铋二乙酸盐试剂的芳基化方面，研究了各种肼衍生物，重点是范围和局限性。在这些试剂中，有一些在其芳环中含有庞大的取代基。所施加的底物涵盖从简单的酰肼到三重保护的肼的范围，并且包括大量具有主要合成意义的中间体。在单取代和二取代的肼的情况下，结果表明五价取代三价试剂的明显优势，例如末端氮原子上快速，高度化学选择性的酰肼单芳基化。相反，三取代肼更有效地被三价试剂取代。对于这些底物，偶尔会观察到空间因素的强烈影响，反映在较低的收率甚至完全抑制反应上。使用逐步或一锅法将两个不同的芳族取代基引入二取代的肼中。
• Copper(II)-Catalyzed O-Arylation of Tertiary Alcohols with Arylbismuth(III) Reagents: A Convenient System for Aryl Transfer
  作者：Itaru Sato、Syuji Harada、Daisuke Hayashi、Masahiro Hirama

  DOI：10.1055/s-0031-1290205

  日期：2012.2

  Copper(II)-catalyzed O-arylation of tertiary alcohols with various triarylbismuth reagents was investigated. A convenient and efficient system for aryl ether formation of tertiary alcohols has been developed through the in situ oxidation of stable triarylbismuth(III) to triarylbismuth(V) species using PhI(OAc)2 as the oxidant in the presence of a catalytic amount of copper(II) acetate. O-phenylation

  铜（II）催化叔醇与各种三芳基铋试剂的O-芳基化。通过在催化量的铜存在下使用PhI（OAc）2作为氧化剂将稳定的三芳基铋（III）原位氧化为三芳基铋（V）物种，已经开发了一种方便高效的叔醇形成体系。（II）乙酸盐。 邻苯基化-邻芳基化-芳基铋-醚-碘代苯二乙酸酯-叔醇