1-硝基-3-氟-2-丙醇 | 58473-06-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 1-硝基-3-氟-2-丙醇
• 英文名称: 1-fluoro-3-nitropropan-2-ol
• 英文别名: 1-nitro-3-fluoro-2-propanol；1-Fluoro-3-nitro-2-propanol
• CAS: 58473-06-6
• 化学式: C₃H₆FNO₃
• 分子量: 123.084
• InChiKey: PSYJKCPRJSEDII-UHFFFAOYSA-N

物化性质

• 沸点：
  90 °C(Press: 1 Torr)
• 密度：
  1.4288 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-硝基-3-氟-2-丙醇 、 乙酰氯 以82%的产率得到
  参考文献：
  名称：

  ALIEV, I. A., ZH. ORGAN. XIMII, 1983, 19, N 8, 1765-1766

  摘要：

  DOI：
• 作为产物：
  描述：

  环氧氟丙烷 在 sodium nitrite 作用下， 以 aq. acetate buffer 为溶剂， 反应 2.0h， 以31%的产率得到1-硝基-3-氟-2-丙醇
  参考文献：
  名称：

  Halohydrin dehalogenase-catalysed transformations of epifluorohydrin

  摘要：

  Biocatalytic ring-opening of epifluorohydrin has been performed by using halohydrin dehalogenase. The enzyme from Mycobacterium sp. GP1 (HheB2) catalysed reaction with high regioselectivity and low enantioselectivity in the presence of different nucleophiles, producing racemic 1-substituted 3-fluoro-2-propanols. No by-products resulting from the ring-closure reaction have been detected, confirming that vicinal fluoro alcohols are not substrates for HHDH. Four different 3-fiuoro-2-propanols were prepared under mild reaction conditions starting from epifluorohydrin. High conversions of 85-100% were reached within 1-3 h and depending on the nucleophile used products were isolated in 31-92% yields. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2017.12.054

文献信息

• Aliev, I. A., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 8, p. 1567 - 1568
  作者：Aliev, I. A.

  DOI：——

  日期：——
• Halohydrin dehalogenase-catalysed transformations of epifluorohydrin
  作者：Maja Majerić Elenkov、Mirjana Čičak、Ana Smolko、Anamarija Knežević

  DOI：10.1016/j.tetlet.2017.12.054

  日期：2018.1

  Biocatalytic ring-opening of epifluorohydrin has been performed by using halohydrin dehalogenase. The enzyme from Mycobacterium sp. GP1 (HheB2) catalysed reaction with high regioselectivity and low enantioselectivity in the presence of different nucleophiles, producing racemic 1-substituted 3-fluoro-2-propanols. No by-products resulting from the ring-closure reaction have been detected, confirming that vicinal fluoro alcohols are not substrates for HHDH. Four different 3-fiuoro-2-propanols were prepared under mild reaction conditions starting from epifluorohydrin. High conversions of 85-100% were reached within 1-3 h and depending on the nucleophile used products were isolated in 31-92% yields. (C) 2017 Elsevier Ltd. All rights reserved.
• ALIEV, I. A., ZH. ORGAN. XIMII, 1983, 19, N 8, 1765-1766
  作者：ALIEV, I. A.

  DOI：——

  日期：——