2,2-difluoro-1-phenoxypropane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-difluoro-1-phenoxypropane
• 英文别名: (2,2-difluoropropoxy)benzene；1-Phenoxy-2,2-difluoropropane；2,2-difluoropropoxybenzene
• 化学式: C₉H₁₀F₂O
• 分子量: 172.175
• InChiKey: HINYTTQVEMFBIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯氧基丙酮 在 乙醇 、 [双(2-甲氧基乙基)胺]三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以98%的产率得到2,2-difluoro-1-phenoxypropane
  参考文献：
  名称：

  Bis(2-methoxyethyl)aminosulfur trifluoride: a new broad-spectrum deoxofluorinating agent with enhanced thermal stability

  摘要：

  双(2-甲氧乙基)氨基硫三氟化物（Deoxo-FluorTM）在将醇转化为烷基氟化物、将醛/酮转化为相应的双氟化物，以及将羧酸转化为其三氟甲基衍生物方面有效；它是传统的二烷基氨基硫三氟化物（DAST）脱氧氟化试剂的一个热敏感性较低、适用范围更广的替代品。

  DOI：

  10.1039/a808517j

文献信息

• PROCESSES AND INTERMEDIATES FOR THE PREPARATIONS OF ISOMER FREE PROSTAGLANDINS
  申请人：CHIROGATE INTERNATIONAL INC.

  公开号：US20180050999A1

  公开（公告）日：2018-02-22

  Novel processes for the preparation of a compound of Formula I-2 substantially free of the 5,6-trans isomer: wherein R 2 , R 3 and R 4 are as defined in the specification are provided. Novel intermediates for the preparations of isomer free Prostaglandins and derivatives thereof are also provided.

  提供了制备公式I-2化合物的新工艺，其基本上不含5,6-顺反异构体，其中R2、R3和R4如规范中所定义。还提供了制备无异构体前列腺素及其衍生物的新中间体。
• Bis(2-methoxyethyl)aminosulfur Trifluoride:  A New Broad-Spectrum Deoxofluorinating Agent with Enhanced Thermal Stability
  作者：Gauri S. Lal、Guido P. Pez、Reno J. Pesaresi、Frank M. Prozonic、Hansong Cheng

  DOI：10.1021/jo990566+

  日期：1999.9.1

  Bis(2-methoxyethyl)aminosulfur trifluoride, (CH3OCH2CH2)(2)NSF3 (Deoxo-Fluor reagent), is a new deoxofluorinating agent that is much more thermally stable than DAST (C2H5)(2)NSF3 and its congeners. It is effective for the conversion of alcohols to alkyl fluorides, aldehydes/ketones to the corresponding gem-difluorides, and carboxylic acids to the trifluoromethyl derivatives with, in some cases, superior performance compared to DAST. The enhanced stability is rationalized on the basis of conformational rigidity imposed by a coordination of the alkoxy groups with the electron-deficient sulfur atom of the trifluoride.
• Aminodifluorosulfinium Salts: Selective Fluorination Reagents with Enhanced Thermal Stability and Ease of Handling^,
  作者：Alexandre L’Heureux、Francis Beaulieu、Christopher Bennett、David R. Bill、Simon Clayton、François LaFlamme、Mahmoud Mirmehrabi、Sam Tadayon、David Tovell、Michel Couturier

  DOI：10.1021/jo100504x

  日期：2010.5.21

  Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and morpholinodifluorosulfinium tetrafluoroborate (XtalFluor-M) are crystalline fluorinating agents that are more easily handled and significantly more stable than Deoxo-Fluor, DAST, and their analogues. These reagents can be prepared in a safer and more cost-efficient manner by avoiding the laborious and hazardous distillation of dialkylaminosulfur trifluorides. Unlike DAST, Deoxo-Fluor, and Fluolead, XtalFluor reagents do not generate highly corrosive free-H F and therefore can be used in standard borosilicate vessels. When used in conjunction with promoters such as Et3N center dot 3HF, Et3N center dot 2HF, or DBU, XtalFluor reagents effectively convert alcohols to alkyl fluorides and carbonyls to gem-difluorides. These reagents are typically more selective than DAST and Deoxo-Fluor and exhibit superior performance by providing significantly less elimination side products.
• THIOPHENE DERIVATIVES USEFUL AS MEDICAMENTS FOR TREATING OCULAR HYPERTENSION
  申请人：ALLERGAN, INC.

  公开号：EP2125773B1

  公开（公告）日：2011-01-26
• COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF OCULAR DISORDERS
  申请人：Graybug Vision,Inc.

  公开号：US20180036416A1

  公开（公告）日：2018-02-08

  The disclosure describes prodrugs and derivatives of prostaglandins, carbonic anhydrase inhibitors, kinase inhibitors, beta-adrenergic receptor antagonists and other drugs, as well as controlled delivery formulations containing such prodrugs and derivatives, for the treatment of ocular disorders.