3-methylyhiophene 1,1-dioxide | 259539-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-methylyhiophene 1,1-dioxide
• 英文别名: 3-Methylthiophene 1,1-dioxide
• CAS: 259539-64-5
• 化学式: C₅H₆O₂S
• 分子量: 130.167
• InChiKey: ZFVXWTZWIJAWSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methylyhiophene 1,1-dioxide 以 氘代氯仿 为溶剂， 生成 3,5-dimethyl-3a,7a-dihydro-1-benzothiophene 1,1-dioxide
  参考文献：
  名称：

  单取代噻吩 1,1-二氧化物的合成、分离、二聚和三聚

  摘要：

  Monosubstituted thiophenes were oxidized with dimethyldioxirane in acetone at -20 degrees C and then the solvent and volatile materials were removed below -40 degrees C. This allowed the isolation of kinetically labile 2-methyl-, 3-methyl-, 2-ethyl-, and 2-bromothiophene 1,1-dioxides (3a, 3b, 3c, and 3e, respectively) in practically pure form. These were characterized by H-1- and C-13-NMR, IR, UV/Vis, and MS spectroscopies. The half-lives of the parent thiophene 1,1-dioxide (1), 3b, 3a, and 3c were determined to be 14, 47, 68, and 76 min, respectively, at 313 K (40 degrees C) in 0.32 M CDCl3 solutions. The 1,1-dioxide (3a) underwent a [4+2] cyclodimerization in which one molecule of 3a acted as a diene and the other as a dienophile to provide two isomeric products (4a and 5a). In addition, the trimeric product (16a) was formed owing to a further [4+2] cycloaddition of the major isomer (4a) with 3a which took place in the endo and head-to-head mode. Dimeric and trimeric products formation was also observed on decomposition of 3b and 3c, whereas 3e underwent only dimerization.

  DOI：

  10.3987/com-99-s32
• 作为产物：
  描述：

  3-甲基噻吩 在 gallium(III) oxide 、 双氧水 作用下， 以 正辛烷 为溶剂， 反应 2.0h， 生成 3-methylyhiophene 1,1-dioxide
  参考文献：
  名称：

  Hexagonal nanoplates of high-quality γ-gallium oxide: controlled synthesis and good heterogeneous catalytic performance for thiophenes

  摘要：

  高质量的γ-氧化镓六角形纳米片成功地通过使用竞争性和合作性相互作用模型合成。

  DOI：

  10.1039/c7ta09913d

文献信息

• A new halide-free efficient reaction-controlled phase-transfer catalyst based on silicotungstate of [(C₁₈H₃₇)₂(CH₃)₂N]₃[SiO₄H(WO₅)₃] for olefin epoxidation, oxidation of sulfides and alcohols with hydrogen peroxide
  作者：Baochun Ma、Wei Zhao、Fuming Zhang、Yingshuai Zhang、Songyun Wu、Yong Ding

  DOI：10.1039/c4ra04036h

  日期：——

  The oxidation of various alkenes (such as linear terminal olefins, internal olefins, cyclic olefins and unactivated alkenes) to epoxides, sulfides to sulfoxides and sulfones, alcohols to carbonyl compounds, are successfully catalyzed by this recyclable and environmentally benign catalyst using H2O2 as oxidant and ethyl acetate as solvent. This catalyst is not only capable of catalyzing homogeneous oxidation

  开发了一种基于[[C 18 H 37）2（CH 3）2 N] 3 [SiO 4 H（WO 5）3 ]的硅钨酸盐的新型反应控制相转移催化剂。该催化剂是用硅作为杂原子，其是该组成为：季铵heteropolyoxotungstates的先前报道的反应控制的相转移催化剂不同的新的杂多化合物[π-C 5 H ^ 5 N（CH 2）15 CH 3 ] 3 [PW 4 O 16]和[π-C 5 H ^ 5 N（CH 2）15 CH 3 ] 3 [PW 4 ø 32 ]与磷作为杂原子。通过使用H 2 O 2，这种可回收利用且对环境无害的催化剂成功地将各种烯烃（例如直链末端烯烃，内烯烃，环状烯烃和未活化的烯烃）氧化成环氧化物，将硫化物氧化成亚砜和砜，将醇氧化成羰基化合物。作为氧化剂，乙酸乙酯作为溶剂。该催化剂不仅能够催化具有独特的反应控制相转移特性的有机底物的均相氧化，而且避免使用有毒溶剂。反应后催化剂易于
• Synthesis, Isolation, and Dimerization and Trimerization of Monosubstituted Thiophene 1,1-Dioxides
  作者：Juzo Nakayama、Hidehiro Nagasawa、Yoshiaki Sugihara、Akihiko Ishii

  DOI：10.3987/com-99-s32

  日期：——

  Monosubstituted thiophenes were oxidized with dimethyldioxirane in acetone at -20 degrees C and then the solvent and volatile materials were removed below -40 degrees C. This allowed the isolation of kinetically labile 2-methyl-, 3-methyl-, 2-ethyl-, and 2-bromothiophene 1,1-dioxides (3a, 3b, 3c, and 3e, respectively) in practically pure form. These were characterized by H-1- and C-13-NMR, IR, UV/Vis, and MS spectroscopies. The half-lives of the parent thiophene 1,1-dioxide (1), 3b, 3a, and 3c were determined to be 14, 47, 68, and 76 min, respectively, at 313 K (40 degrees C) in 0.32 M CDCl3 solutions. The 1,1-dioxide (3a) underwent a [4+2] cyclodimerization in which one molecule of 3a acted as a diene and the other as a dienophile to provide two isomeric products (4a and 5a). In addition, the trimeric product (16a) was formed owing to a further [4+2] cycloaddition of the major isomer (4a) with 3a which took place in the endo and head-to-head mode. Dimeric and trimeric products formation was also observed on decomposition of 3b and 3c, whereas 3e underwent only dimerization.
• Hexagonal nanoplates of high-quality γ-gallium oxide: controlled synthesis and good heterogeneous catalytic performance for thiophenes
  作者：Zun Yang、Le Xin Song、Ya Qian Wang、Mao Mao Ruan、Yue Teng、Juan Xia、Jun Yang、Shan Shan Chen、Fang Wang

  DOI：10.1039/c7ta09913d

  日期：——

  Hexagonal nanoplates of high-quality γ-gallium oxide were successfully synthesized by using a competitive and cooperative interaction model.

  高质量的γ-氧化镓六角形纳米片成功地通过使用竞争性和合作性相互作用模型合成。