1-氯-3-硝基-丙-2-醇 | 1713-83-3

• 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-氯-3-硝基-丙-2-醇
• 英文名称: 1-Chlor-3-nitro-propanol-(2)
• 英文别名: 1-Chlor-3-nitro-propan-2-ol；1-Chloro-3-nitropropan-2-ol
• CAS: 1713-83-3
• 化学式: C₃H₆ClNO₃
• 分子量: 139.539
• InChiKey: GHOZXWSYKQABAS-UHFFFAOYSA-N

物化性质

• 沸点：
  130 °C
• 密度：
  1.450 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 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：
  3

安全信息

• 海关编码：
  2905590090

反应信息

• 作为反应物：
  描述：

  1-氯-3-硝基-丙-2-醇 在 盐酸 作用下， 生成 β-氯乳酸
  参考文献：
  名称：

  Sokovishina,I.F. et al., Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, # 4, p. 636 - 639

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-环氧-3-硝基丙烷 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 1-氯-3-硝基-丙-2-醇
  参考文献：
  名称：

  Sokovishina,I.F. et al., Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, # 4, p. 636 - 639

  摘要：

  DOI：

文献信息

• LaCl₃ · 7H₂O‐Promoted Regioselective Ring Opening of Epoxides Using NaNO₂in Ether–Water System: A Facile Synthesis of 2‐Nitroalcohols
  作者：Jagat C. Borah、Siddhartha Gogoi、Joshodeep Boruwa、Nabin C. Barua

  DOI：10.1081/scc-200051043

  日期：2005.3

  Abstract A convenient and efficient synthesis of 2‐nitroalcohols has been achieved by regioselective ring opening of epoxides using LaCl3 · 7H2O and NaNO2 in ether–H2O system at room temperature. The reaction afforded the corresponding products in good to excellent yields under mild conditions.

  摘要 在室温下，在醚-水体系中，使用 LaCl3·7H2O 和 NaNO2 对环氧化物进行区域选择性开环，实现了一种方便、高效的 2-硝基醇合成方法。该反应在温和条件下以良好至极好的收率提供了相应的产物。
• Synthesis of 2-Nitroalcohols by Regioselective Ring Opening of Epoxides with MgSO4/MeOH/NaNO2 System: A Short Synthesis of Immunosuppressive Agent FTY-720
  作者：Biswajit Kalita、Nabin C. Barua、Maitreyee (Sarma) Bezbarua、Ghanashyam Bez

  DOI：10.1055/s-2001-16776

  日期：——

  It has been demonstrated that a variety of epoxides can easily be opened with a system consisting of MgSO4/MeOH/NaNO2 giving the corresponding 2-nitroalcohols in excellent yields. This strategy has been applied to achieve a short synthesis of Immunosuppressive Agent FTY-720.

  实验证明，用MgSO4/MeOH/NaNO2组成的系统可以轻松打开各种环氧化物，得到相应的2-硝基醇，且收率很高。这一策略已被用于免疫抑制剂FTY-720的快速合成。
• Allev,I.A. et al., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 2185 - 2188
  作者：Allev,I.A. et al.

  DOI：——

  日期：——
• 2-Amino-2-deoxytetrose Derivatives. Preparation from 4,5-Dihydroisoxazoles via Reductive Cleavage
  作者：Peter A. Wade、Stephen G. D'Ambrosio、David T. Price

  DOI：10.1021/jo00125a015

  日期：1995.10

  The 4-alkoxy-3-nitro-4,5-dihydroisoxazoles 2a,b were prepared by condensation of nitromethane and chloroacetaldehyde, protection of the resulting nitroaldol Ic, and subsequent nitrosative cyclization. Multistep replacement of the nitro group of 2a,b by a 2-(1,3-dithiolanyl) group gave 7a,b. Reaction of 7b with lithium borohydride afforded reductive cleavage of the dihydroisoxazole ring to produce the open-chain diastereomeric amino alcohols 6a,b. A reproducible ratio of > 90: 10 6a/6b was obtained using freshly prepared hydride reagent. The amino alcohols were converted to the corresponding (R*,R*)-amide 6c and (R*,S*)-amide 6d which were chromatographically separated. The(R*,R*)-amide was transformed into the 2-amino-2-deoxythreose derivatives 11a,b and hence to 12 while the (R*,S*)-amide was similarly transformed to 2-amino-2-deoxyerythrose derivative 14a and its anomeric isomer 14b.
• 262. Infrared absorption spectra of aliphatic nitro-alcohols. Part I. Spectra of monohydric nitro-alcohols and their chloro- and bromo-derivatives
  作者：Z. Eckstein、P. Gluziński、W. Sobótka、T. Urbański

  DOI：10.1039/jr9610001370

  日期：——