1-(4-(benzyloxy)phenyl)-2,2-dichloroethanone | 1252107-46-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(benzyloxy)phenyl)-2,2-dichloroethanone
• 英文别名: 2,2-Dichloro-1-(4-phenylmethoxyphenyl)ethanone
• CAS: 1252107-46-2
• 化学式: C₁₅H₁₂Cl₂O₂
• 分子量: 295.165
• InChiKey: HEBMAJFDLWAMPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-(benzyloxy)phenyl)-2,2-dichloroethanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以65%的产率得到1-(4-(benzyloxy)phenyl)-2,2-dichloroethanol
  参考文献：
  名称：

  Chemoenzymatic synthesis of enantiopure 1-phenyl-2-haloethanols and their esters

  摘要：

  Several secondary haloalcohols have been resolved by esterification catalyzed by lipases A and B from Candida antarctica (CALA and CALB, respectively). Immobilized CALB (Novozym 435) gave better selectivities and faster reaction rates than CALA (Novozyme 735) with all of the substrates. Vinyl butanoate was the favoured acyl donor compared to vinyl acetate due to remarkably faster reactions. The alcohols (R)-2a, (R)-2c and the butanoates (S)-3a-c have been isolated with 98-99% enantiomeric excess (ee) in good yields.

  DOI：

  10.3109/10242422.2010.501406
• 作为产物：
  描述：

  4-苯甲氧基苯乙酮 在 N-氯代丁二酰亚胺 、 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以26%的产率得到1-(4-(benzyloxy)phenyl)-2,2-dichloroethanone
  参考文献：
  名称：

  Chemoenzymatic synthesis of enantiopure 1-phenyl-2-haloethanols and their esters

  摘要：

  Several secondary haloalcohols have been resolved by esterification catalyzed by lipases A and B from Candida antarctica (CALA and CALB, respectively). Immobilized CALB (Novozym 435) gave better selectivities and faster reaction rates than CALA (Novozyme 735) with all of the substrates. Vinyl butanoate was the favoured acyl donor compared to vinyl acetate due to remarkably faster reactions. The alcohols (R)-2a, (R)-2c and the butanoates (S)-3a-c have been isolated with 98-99% enantiomeric excess (ee) in good yields.

  DOI：

  10.3109/10242422.2010.501406