(R,S)-n-[1-D]propanol | 4397-70-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R,S)-n-[1-D]propanol
• 英文别名: 1-deuterio-propan-1-ol；1-Deuteriopropanol；1-deuteriopropan-1-ol
• CAS: 4397-70-0
• 化学式: C₃H₈O
• 分子量: 61.088
• InChiKey: BDERNNFJNOPAEC-WFVSFCRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R,S)-n-[1-D]propanol 在 磷化氢 、 碘 作用下， 生成 1-deutero-1-iodopropane
  参考文献：
  名称：

  Bowen, Richard D.; Derrick, Peter J., Journal of the Chemical Society. Perkin transactions II, 1992, # 7, p. 1041 - 1047

  摘要：

  DOI：
• 作为产物：
  描述：

  丙醛 在 lithium aluminium deuteride 作用下， 以 乙醚 为溶剂， 以88%的产率得到(R,S)-n-[1-D]propanol
  参考文献：
  名称：

  氟丙烷的rs结构和旋转异构体之间的结构差异

  摘要：

  摘要 测量了反式和斜切丙基氟及其同位素取代物质的微波光谱。该分子的反式和左旋异构体的 rs 结构由观察到的惯性矩确定。发现两种异构体之间的 CCC 角度值差异很大，而 CCF 角度值保持不变。重新检查乙基氟硅烷和乙基甲基硫醚的 rs 结构，以便将结果与丙基氟的结果进行比较。讨论了本分子和类似分子如乙硫醇和乙硒醇的旋转异构体之间结构参数值的差异。

  DOI：

  10.1016/0022-2860(86)80278-2

文献信息

• The rs structures of propyl fluoride and differences in structures between rotational isomers
  作者：Michiro Hayashi、Masaharu Fujitake

  DOI：10.1016/0022-2860(86)80278-2

  日期：1986.8

  Microwave spectra of trans and gauche propyl fluoride and its isotopically substituted species have been measured. The rs structures of the trans and gauche isomers of this molecule are determined from the observed moments of inertia. It is found that the CCC angle values are largely different between two isomers, while the CCF angle values stay unchanged. The rs structures of ethyl fluorosilane and ethylmethlyl

  摘要 测量了反式和斜切丙基氟及其同位素取代物质的微波光谱。该分子的反式和左旋异构体的 rs 结构由观察到的惯性矩确定。发现两种异构体之间的 CCC 角度值差异很大，而 CCF 角度值保持不变。重新检查乙基氟硅烷和乙基甲基硫醚的 rs 结构，以便将结果与丙基氟的结果进行比较。讨论了本分子和类似分子如乙硫醇和乙硒醇的旋转异构体之间结构参数值的差异。
• Bowen, Richard D.; Derrick, Peter J., Journal of the Chemical Society. Perkin transactions II, 1992, # 7, p. 1041 - 1047
  作者：Bowen, Richard D.、Derrick, Peter J.

  DOI：——

  日期：——
• Hayes, Roger N.; Sheldon, John C.; Bowie, John H., Australian Journal of Chemistry, 1985, vol. 38, # 8, p. 1197 - 1208
  作者：Hayes, Roger N.、Sheldon, John C.、Bowie, John H.、Lewis, David E.

  DOI：——

  日期：——
• Unimolecular reactions of isolated organic ions: The chemistry of the oxonium ions CH3CH2CH2CH2+O = CH2 and CH3CH2CH2CH = O+CH3
  作者：Richard D. Bowen、Peter J. Derrick

  DOI：10.1002/oms.1210281035

  日期：1993.10

  AbstractThe reactions of the metastable oxonium ions CH3CH2CH2CH2+O = CH2 and CH3CH2CH2 = O+ CH3 are reported and discussed. Both these isomers of C5H11O+ expel predominantly CH2O (75–90% of the metastable ion current), a moderate amount of C3H6 (5–15%), a minor amount of CH3OH (2–8%) and a very small proportion of H2O (0.5–3%). All these processes give rise to Gaussian metastable peaks. The kinetic energy releases associated with fragmentation of these oxonium ions are similar, but slightly larger for dissociation of CH3CH2CH2CH = O+CH3. The behaviour of labelled analogues confirm that the reactions of CH3CH2CH2CH = O+CH3 are closely related, but subtly different. Elimination of CH2O and C3H6 is intelligible by means of mechanisms involving CH3CH+CH2CH2OCH3. This open‐chain cation is accessible to CH3CH2CH2 +O = CH2 by a 1,5‐H shift and to CH3CH2CH2‐CH = O+CH3 by two consecutive 1,2‐H shifts (or, possibly, a direct 1,3‐H shift). The rates of these 1,2‐, 1,3‐ and 1,5‐H shifts are compared with one another and also with the rates of CH2O and C3H6 loss from each of the two oxonium ions. The 1,5‐H shift that converts CH3CH+CH2CH2OCH3 formed from CH3CH2CH2CH = O+ CH3 into CH3CH2CH2+O = CH2 prior to CH2O elimination is essentially unidirectional. In contrast, the corresponding step converting C5H11O+ ions generated as CH3CH2CH2CH2+O = CH2 into CH3CH+ CH2CH2OCH3 competes effectively with expulsion of CH2O and C3H6. The implications of the latter finding for the degree of concert in the hydrogen transfer and carbon‐carbon bond fission steps in alkene losses from oxonium ions via routes that are formally isoelectronic with the retro ‘ene’ pericyclic process are emphasized.
• Bowen, Richard D.; Colburn, Alex W.; Derrick, Peter J., Journal of the Chemical Society. Perkin transactions II, 1991, # 1, p. 147 - 151
  作者：Bowen, Richard D.、Colburn, Alex W.、Derrick, Peter J.

  DOI：——

  日期：——