1,3-Bis-chloromethyl-2-methoxy-5-methyl-benzene | 34920-23-5

• 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: 1,3-Bis-chloromethyl-2-methoxy-5-methyl-benzene
• 英文别名: 1,3-bis(chloromethyl)-2-methoxy-5-methylbenzene
• CAS: 34920-23-5
• 化学式: C₁₀H₁₂Cl₂O
• 分子量: 219.111
• InChiKey: FPINJQKIFFXGML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-Bis-chloromethyl-2-methoxy-5-methyl-benzene 在 硫脲 、 sodium tetrahydroborate 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 以73%的产率得到2,6-Bis-(thiomethyl)-4-methyl-anisol
  参考文献：
  名称：

  9-甲氧基-和9-甲基-2,11-二硫杂[3.3]环芳烃的合成和构象研究

  摘要：

  相应的1,3-双(溴甲基)苯和双(硫烷基甲基)苯在乙醇中在高压下偶联反应得到一系列9-甲氧基-和9-甲基-2,11-二硫杂[3.3]环芳烃。稀释条件。还描述了 2,11-二硫杂 [3.3] 环芳烃的构象研究以及苯环衍生的环电流相互作用。

  DOI：

  10.3184/030823409x12474221035244
• 作为产物：
  描述：

  2-羟基-5-甲基间苯二甲醇 在 氯化亚砜 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 14.0h， 生成 1,3-Bis-chloromethyl-2-methoxy-5-methyl-benzene
  参考文献：
  名称：

  Water-Soluble Class C β-Lactamase Catalytic Residue Mimic: Effect of Proximally Positioned Functional Groups on their pKa Values

  摘要：

  Molecules mimicing class C beta-lactamase catalytic residues were synthesized to study the effect of proximal positioning of serine, lysine and tyrosine side chains on their pKa values. The three amino acid side chains were mimicked by hydroxymethyl group, alkyl ammonium group and phenol which were linked by a short skeleton to ensure interaction among these functionalities. Comparison of the mimics in water showed a phenolic pKa decrease of up to 3.6 units. The finding supports the possible role of tyrosine as a general acid/base catalyst in acylation of class C beta-lactamase. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10486-5

文献信息

• Yamato, Takehiko; Shigekuni, Mitsuaki; Kunugida, Hidetsugu, Journal of Chemical Research, Miniprint, 1997, # 6, p. 1323 - 1343
  作者：Yamato, Takehiko、Shigekuni, Mitsuaki、Kunugida, Hidetsugu、Nagano, Yoshiaki

  DOI：——

  日期：——
• Synthesis and conformational studies of 9-methoxy- and 9-methyl-2,11-dithia[3.3]metacyclophanes
  作者：Tomoe Shimizu、Takayuki Maeda、Katsuhiro Hida、Takehiko Yamato

  DOI：10.3184/030823409x12474221035244

  日期：2009.8

  A series of 9-methoxy- and 9-methyl-2,11-dithia[3.3]metacyclophanes are obtained by the coupling reaction of the corresponding 1,3-bis(bromomethyl)benzenes and bis(sulfanylmethyl)benzenes in ethanol under the high dilution conditions. The conformational studies of 2,11-dithia[3.3]metacyclophanes as well as the ring current interactions derived from benzene ring are also described.

  相应的1,3-双(溴甲基)苯和双(硫烷基甲基)苯在乙醇中在高压下偶联反应得到一系列9-甲氧基-和9-甲基-2,11-二硫杂[3.3]环芳烃。稀释条件。还描述了 2,11-二硫杂 [3.3] 环芳烃的构象研究以及苯环衍生的环电流相互作用。
• Water-Soluble Class C β-Lactamase Catalytic Residue Mimic: Effect of Proximally Positioned Functional Groups on their pKa Values
  作者：Yoko Kato-Toma、Seiichi Imajo、Masaji Ishiguro

  DOI：10.1016/s0040-4039(97)10486-5

  日期：1998.1

  Molecules mimicing class C beta-lactamase catalytic residues were synthesized to study the effect of proximal positioning of serine, lysine and tyrosine side chains on their pKa values. The three amino acid side chains were mimicked by hydroxymethyl group, alkyl ammonium group and phenol which were linked by a short skeleton to ensure interaction among these functionalities. Comparison of the mimics in water showed a phenolic pKa decrease of up to 3.6 units. The finding supports the possible role of tyrosine as a general acid/base catalyst in acylation of class C beta-lactamase. (C) 1997 Elsevier Science Ltd. All rights reserved.