O-Deutero-acetonoxim | 37014-12-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: O-Deutero-acetonoxim
• 英文别名: Aceton-oxim-O-d；acetone oxime-d1；propan-2-one O-deuterio-oxime；acetone-(O-deuterio oxime )；Aceton-(O-deuterio-oxim)；Aceton-(oxim-d)
• CAS: 37014-12-3
• 化学式: C₃H₇NO
• 分子量: 74.0867
• InChiKey: PXAJQJMDEXJWFB-DYCDLGHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  5.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  O-Deutero-acetonoxim 、 [Os(C6H4C(O)CH3)(η2-H2)(H2O)(triisopropylphosphine)2]tetrafluoroborate 以 二氯甲烷 为溶剂， 生成 [Os(C6H4C(O)CH3)(η2-H2)(N(OD)=C(CH3)2)(P(i)Pr3)2]BF4
  参考文献：
  名称：

  Reactions of an Osmium-Elongated Dihydrogen Complex with Terminal Alkynes:  Formation of Novel Bifunctional Compounds with Amphoteric Nature

  摘要：

  The trihydride complex OsH3{C6H4C(O)CH3}((PPr3)-Pr-i)(2) (1) reacts with (HBF4H2O)-H-. to give the elongated dihydrogen derivative [Os{C6H4C(O)CH3](eta(2)-H-2)(H2O)((PPr3)-Pr-i)(2)]BF4 (2), with a separation between the hydrogen atoms of the elongated dihydrogen of 1.35 Angstrom. The addition of acetone oxime to dichloromethane solutions of 2 produces the substitution of the water ligand by the oxime and the formation of Os{C6H4C(O)CH3}(eta(2)-H-2){N(OH)=C(CH3)(2)}((PPr3)-Pr-i)(2)]BF4 (3), which shows a hydrogen -hydrogen distance of 1.34 1. Complex 3 reacts with phenylacetylene, cyclohexylacetylene, and tert-butylacetylene to give acetophenone and the oximate-carbyne derivatives [OsH{K-N,K-O[ON=C(CH3)(2)]}(equivalent toCCH(2)R)((PPr3)-Pr-i)(2)] BF4 (R =Ph (4), Cy (5), Bu-t (6)). The structure of 4 has been determined by X-ray diffraction analysis. The distribution of ligands around the osmium atom can be described as a distorted trigonal bipyramid with apical phosphines and inequivalent angles within the Y-shaped equatorial plane. Complexes 4-6 have amphoteric nature, reacting with both KOH and HBF4(.)Et(2)O, The reactions with KOH afford the vinylidene derivatives OsH{K-N,K-O[ON=C(CH3)(2)]}(=C=CHR)((PPr3)-Pr-i)(2) (R = Ph (7), Cy (8), tBu (9)), whereas the reactions with (HBF4Et2O)-Et-. give the fluoro-oxime compounds [6sH[F --- HO =C(CH3)(2)]}(equivalent toCCH(2)R)((PPr3)-Pr-i)(2)]BF4 (R = Ph (10), Cy (11), tBu (12)). The structures of 7 and 11 have been determined by X-ray diffraction analysis. The distribution of ligands around the osmium atom of 7 is like that of 4, whereas the geometry around the metallic center of 11 can be rationalized as a distorted octahedron with the phosphine ligands in trans positions. Complexes 10, 11, and 12 contain a strong intramolecular F- - -H hydrogen bond between the fluorine and the OH-hydrogen atom of the oxime in the solid state and in dichloromethane solution (J(H-F) = 67.5 (10), 68.1 (11), and 68.7 (12) Hz). The formation of 4-12 is also discussed, on the basis of deuterium label experiments.

  DOI：

  10.1021/om0200656
• 作为产物：
  描述：

  丙酮肟 在 重水 作用下， 生成 O-Deutero-acetonoxim
  参考文献：
  名称：

  Erlenmeyer; Weber, Helvetica Chimica Acta, 1938, vol. 21, p. 615

  摘要：

  DOI：