Te-methyl benzotelluroate | 76399-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Te-methyl benzotelluroate
• 英文别名: methyl tellurobenzoate；Te-methyl benzenecarbotelluroate
• CAS: 76399-11-6
• 化学式: C₈H₈OTe
• 分子量: 247.751
• InChiKey: VSBKJQNAFYYASF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Te-methyl benzotelluroate 在 苯硫酚 、 1,1'-偶氮(氰基环己烷) 作用下， 反应 5.0h， 生成 苯甲醛
  参考文献：
  名称：

  Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents

  摘要：

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.

  DOI：

  10.1021/jo801200b
• 作为产物：
  描述：

  sodium benzenecarbotelluroate 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 0.67h， 生成 Te-methyl benzotelluroate
  参考文献：
  名称：

  碲和铯碲羧酸盐的合成和重碱金属单硫属元素羧酸盐的 X 射线结构分析

  摘要：

  通过 O-三甲基甲硅烷基碲羧酸酯 (1) 与氟化铷和氟化铯以中等分离收率反应合成了一系列碲和铯碲羧酸酯（2 和 3），并通过 1H、13C 和 125Te 核磁共振光谱和 X 射线衍射进行表征. 结晶 2-甲氧基苯碳碲酸铯 (3f) 的碲羧基的碳氧距离 [1.235(6) A] 显示出碳氧双键的典型值。3f 的晶体堆积显示了铯阳离子和芳环碳之间相互作用的可能性。相应的硫和硒同系物（4 和 5）的硫基和硒羧基也分别表示碳和氧之间的双键 [1.231(4) 和 1.226(5) A]。盐（2和3）容易与碘甲烷反应，以良好的产率得到相应的碲甲酸甲酯。发现 3 与四甲基氯化铵反应生成一种新型季铵盐（...

  DOI：

  10.1246/bcsj.68.3507

文献信息

• Phenyltellanyl Triflate (PhTeOTf) as a Powerful Tellurophilic Activator in the Friedel–Crafts Reaction
  作者：Takeshi Yamada、Eri Mishima、Kazuya Ueki、Shigeru Yamago

  DOI：10.1246/cl.2008.650

  日期：2008.6.5

  A powerful electrophilic activator for organotellurium compounds was developed. Phenyltellanyl triflate (PhTeOTf) prepared in situ from dibromophenyl(phenyltellanyl)telluride and AgOTf selectively activated various organotellurium compounds in the presence of aromatic compounds yielding the corresponding Friedel–Crafts reaction products. Polymer-end organotellurium compounds were also activated by PhTeOTf providing the corresponding end-functionalized polymers.

  开发了一种用于有机碲化合物的高效亲电活化剂。由二溴苯基(苯基碲基)碲化物和AgOTf原位制备的苯基碲基三氟甲磺酸盐（PhTeOTf）在芳香化合物的存在下选择性地活化了各种有机碲化合物，生成了相应的Friedel-Crafts反应产物。聚合物端基有机碲化合物也能被PhTeOTf活化，提供了相应的端基功能化聚合物。
• ORGANIC TELLURIUM COMPOUND, PROCESS FOR PRODUCING THE SAME, LIVING RADICAL POLYMERIZATION INITIATOR, PROCESS FOR PRODUCING POLYMER WITH THE SAME, AND POLYMER
  申请人：Otsuka Chemical Co., Ltd.

  公开号：EP1541550B1

  公开（公告）日：2008-10-15
• Evidence for an important13C NMR shielding effect for carbon atoms bearing a heavy chalcogen substituent
  作者：Leopold Laitem、Leon Christiaens、Marcel Renson

  DOI：10.1002/mrc.1270130503

  日期：1980.5

  AbstractAn important 13C NMR shielding effect on carbons bearing a heavy chalcogen is demonstrated. This effect is parallel to that induced by iodine, but to a lesser extent. For acyclic compounds and for partially saturated heterocycles, there is an excellent linear correlation between the 13C chemical shifts of carbons bearing a chalcogen and carbons bearing a halogen atom in the corresponding compound. The linearity of the relationship is less satisfactory with heteroaromatic compounds.
• Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents
  作者：Shigeru Yamago、Atsushi Matsumoto

  DOI：10.1021/jo801200b

  日期：2008.9.19

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.
• Synthesis of Rubidium and Cesium Tellurocarboxylates and an X-Ray Structural Analysis of Heavy Alkali Metal Monochalcogenocarboxylates
  作者：Yasuyuki Kawahara、Shinzi Kato、Takahiro Kanda、Toshiaki Murai、Masahiro Ebihara

  DOI：10.1246/bcsj.68.3507

  日期：1995.12

  the corresponding sulfur and selenium isologues (4 and 5) also indicate a double bond [1.231(4) and 1.226(5) A] between the carbon and oxygen, respectively. The salts (2 and 3) readily react with iodomethane to afford the corresponding Te-methyl tellurocarboxylates in good yields. The reaction between 3 and tetramethylammonium chloride was found to give a novel quaternary ammonium salt (...

  通过 O-三甲基甲硅烷基碲羧酸酯 (1) 与氟化铷和氟化铯以中等分离收率反应合成了一系列碲和铯碲羧酸酯（2 和 3），并通过 1H、13C 和 125Te 核磁共振光谱和 X 射线衍射进行表征. 结晶 2-甲氧基苯碳碲酸铯 (3f) 的碲羧基的碳氧距离 [1.235(6) A] 显示出碳氧双键的典型值。3f 的晶体堆积显示了铯阳离子和芳环碳之间相互作用的可能性。相应的硫和硒同系物（4 和 5）的硫基和硒羧基也分别表示碳和氧之间的双键 [1.231(4) 和 1.226(5) A]。盐（2和3）容易与碘甲烷反应，以良好的产率得到相应的碲甲酸甲酯。发现 3 与四甲基氯化铵反应生成一种新型季铵盐（...