methyl 2,3-xylyl sulfoxide | 1207476-43-4

• 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: methyl 2,3-xylyl sulfoxide
• 英文别名: methyl xylyl sulfoxide；1,2-Dimethyl-3-methylsulfinylbenzene
• CAS: 1207476-43-4
• 化学式: C₉H₁₂OS
• 分子量: 168.26
• InChiKey: QEHXBHKXTMTKHK-UHFFFAOYSA-N

物化性质

• 沸点：
  318.9±31.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2,3-xylyl sulfoxide 在 (S)-alanyl-(S)-2-phenylglycine 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 methyl 2,3-xylyl sulfoxide 、 methyl 2,3-xylyl sulfoxide
  参考文献：
  名称：

  Predominant (S)-Enantioselective Inclusion of Aryl Methyl Sulfoxides by (S)-Isoleucyl-(S)-phenylglycines

  摘要：

  In terms of chiral recognition for racemic aryl methyl sulfoxides in the solid state, three kinds of crystalline (S)-alkylglycyl-(S)-phenylglycines were examined as potential dipeptides host molecules. When (S)-alanyl-(S)-phenylglycines [(S,S)-Ala-Phg] crystallized with aryl methyl sulfoxides, the stereochemistry of preferentially included sulfoxides depended on the individual shapes of the sulfoxides and the enantiomeric excess was relatively low. Although (S)-leucyl-(S)phenylglycines [(S,S)-Leu-Phg] and (S)-isoleucyl-(S)-phenylglycines [(S,S)-Ile-Phg] mainly included the S-form of aryl methyl sulfoxides, the enantiomeric recognition of (S,S)-Ile-Phg was superior to that of (S,S)-Leu-Phg. Single-crystal X-ray analysis of these inclusion compounds revealed that the dipeptide molecules self-assembled to form layer structures and included sulfoxides between these layers through hydrogen bonding between the proton of (+)NH(3) and the oxygen of the sulfoxide. Besides these host-guest interactions, the phenyl groups of the sulfoxides interacted with each other through the phenyl-phenyl interaction. Two adjacent homochiral sulfoxides make a pair having a 2-fold screw axis along the channel cavity. Thus, the self-recognition of sulfoxides made 2(1) helical column structures and had high enantioselectivity.

  DOI：

  10.1021/jo902197k
• 作为产物：
  描述：

  2,3-二甲基苯甲硫醚 在 双氧水 、 溶剂黄146 作用下， 以94%的产率得到methyl 2,3-xylyl sulfoxide
  参考文献：
  名称：

  Predominant (S)-Enantioselective Inclusion of Aryl Methyl Sulfoxides by (S)-Isoleucyl-(S)-phenylglycines

  摘要：

  In terms of chiral recognition for racemic aryl methyl sulfoxides in the solid state, three kinds of crystalline (S)-alkylglycyl-(S)-phenylglycines were examined as potential dipeptides host molecules. When (S)-alanyl-(S)-phenylglycines [(S,S)-Ala-Phg] crystallized with aryl methyl sulfoxides, the stereochemistry of preferentially included sulfoxides depended on the individual shapes of the sulfoxides and the enantiomeric excess was relatively low. Although (S)-leucyl-(S)phenylglycines [(S,S)-Leu-Phg] and (S)-isoleucyl-(S)-phenylglycines [(S,S)-Ile-Phg] mainly included the S-form of aryl methyl sulfoxides, the enantiomeric recognition of (S,S)-Ile-Phg was superior to that of (S,S)-Leu-Phg. Single-crystal X-ray analysis of these inclusion compounds revealed that the dipeptide molecules self-assembled to form layer structures and included sulfoxides between these layers through hydrogen bonding between the proton of (+)NH(3) and the oxygen of the sulfoxide. Besides these host-guest interactions, the phenyl groups of the sulfoxides interacted with each other through the phenyl-phenyl interaction. Two adjacent homochiral sulfoxides make a pair having a 2-fold screw axis along the channel cavity. Thus, the self-recognition of sulfoxides made 2(1) helical column structures and had high enantioselectivity.

  DOI：

  10.1021/jo902197k

文献信息

• Phosphorescent material
  申请人：——

  公开号：US20030102800A1

  公开（公告）日：2003-06-05

  A phosphorescent light emitting material, the material is a complex compound comprises a beta-diketonate ligand, a sulfoxide ligand and a triple charge rare earth group metal ion, the phosphorescent light emitting material has a following structure: 1 wherein M is a triple charge rare earth group metal ion, R 2 is hydrogen, R 1 , R 3 ,R 4 and R 5 are selected from the group consisting of C 1 to C 8 straight chain alkyl groups, C 1 to C 8 branch chain alkyl groups and C 6 to C 14 aryl groups.

  一种磷光发射材料，该材料是一种复杂的化合物，包括β-二酮配体、亚磺酰基配体和三价稀土金属离子，该磷光发射材料具有以下结构：1其中M是三价稀土金属离子，R2为氢，R1、R3、R4和R5选自C1到C8直链烷基、C1到C8支链烷基和C6到C14芳基组成的群。
• US6838019B2
  申请人：——

  公开号：US6838019B2

  公开（公告）日：2005-01-04
• Predominant (<i>S</i>)-Enantioselective Inclusion of Aryl Methyl Sulfoxides by (<i>S</i>)-Isoleucyl-(<i>S</i>)-phenylglycines
  作者：Motohiro Akazome、Ai Doba、Shoji Matsumoto、Katsuyuki Ogura

  DOI：10.1021/jo902197k

  日期：2010.2.5

  In terms of chiral recognition for racemic aryl methyl sulfoxides in the solid state, three kinds of crystalline (S)-alkylglycyl-(S)-phenylglycines were examined as potential dipeptides host molecules. When (S)-alanyl-(S)-phenylglycines [(S,S)-Ala-Phg] crystallized with aryl methyl sulfoxides, the stereochemistry of preferentially included sulfoxides depended on the individual shapes of the sulfoxides and the enantiomeric excess was relatively low. Although (S)-leucyl-(S)phenylglycines [(S,S)-Leu-Phg] and (S)-isoleucyl-(S)-phenylglycines [(S,S)-Ile-Phg] mainly included the S-form of aryl methyl sulfoxides, the enantiomeric recognition of (S,S)-Ile-Phg was superior to that of (S,S)-Leu-Phg. Single-crystal X-ray analysis of these inclusion compounds revealed that the dipeptide molecules self-assembled to form layer structures and included sulfoxides between these layers through hydrogen bonding between the proton of (+)NH(3) and the oxygen of the sulfoxide. Besides these host-guest interactions, the phenyl groups of the sulfoxides interacted with each other through the phenyl-phenyl interaction. Two adjacent homochiral sulfoxides make a pair having a 2-fold screw axis along the channel cavity. Thus, the self-recognition of sulfoxides made 2(1) helical column structures and had high enantioselectivity.