2-chloro-1,3-dimethyl-[1,3,2]diazaphosphinane | 40201-85-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: 2-chloro-1,3-dimethyl-[1,3,2]diazaphosphinane
• 英文别名: 2-chlorohexahydro-1,3-dimethyl-1,3,2-diazaphosphorine；chloro(N,N'-dimethyl-1,3-propylenediamino)phosphine；1,3,2-Diazaphosphorine, 2-chlorohexahydro-1,3-dimethyl-；2-chloro-1,3-dimethyl-1,3,2-diazaphosphinane
• CAS: 40201-85-2
• 化学式: C₅H₁₂ClN₂P
• 分子量: 166.59
• InChiKey: KLECVVLUBXHULD-UHFFFAOYSA-N

物化性质

• 沸点：
  188.7±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-1,3-dimethyl-[1,3,2]diazaphosphinane 在 水 、 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 1,3-dimethyl-[1,3,2]diazaphosphinane 2-oxide
  参考文献：
  名称：

  Nifant'ev,E.E. et al., Journal of general chemistry of the USSR, 1979, vol. 49, p. 53 - 61

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N'-二甲基-1,3-丙二胺 在 三乙胺 、 三氯化磷 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以29%的产率得到2-chloro-1,3-dimethyl-[1,3,2]diazaphosphinane
  参考文献：
  名称：

  IONIC LIQUID CONTAINING PHOSPHONIUM CATION HAVING P-N BOND AND METHOD FOR PRODUCING SAME

  摘要：

  公开号：

  EP1956026B1

文献信息

• Carbonyl phosphonylation via[1 N ,3 E ]-bifunctional reagents. Probing mechanistic and reactivity features through chemical and isotopic labelling
  作者：Paul G. Devitt、Terence P. Kee

  DOI：10.1039/p19940003169

  日期：——

  A range of organophosphorus(III) esters of the general form DIAM}PX(SiR(3))(n)X = 0, n = 1; X = N, n = 2; R(3) = Me(3), Ph(3), (t)BuMe(2), Et(3); DIAM = N,N'-(CH(2)NMe)(2) and N,N'-CH2(CH(2)NMe)(2)} has been prepared via reaction of DIAM}PCl with R(3)SiOH or LiN(SiMe(3))(2) respectively. These esters will phosphonylate aldehydes via the Abramov reaction to afford alpha-siloxyphosphonate esters cleanly and in high yields. The mechanism of the Abramov reaction using DIAM}POSiR(3) reagents has been investigated by (i) O-18 isotopic labelling experiments which reveal that reaction proceeds with exclusive [O-Si] rather than [P-O] bond cleavage which, in turn, supports a mechanism with overall retention of configuration at phosphorus, (ii) double crossover experiments which support intramolecular silyl-group transfer and (iii) manipulations of the electron-donating properties of the carbonyl substrate which suggest that [P-C] bond formation is rate determining. Further tuning of the phosphonylation reaction is possible by manipulating (a) the nature of the phosphorus-coordinated donor atoms in the chelate ring. (b) the size and rigidity of the chelate ring. (c) the ester residue donor atom X and (d) the silicon substituents R.
• Nifant'ev, I. E.; Boricenko, A. A.; Manzhukova, L. F., Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 68, # 1-4, p. 99 - 106
  作者：Nifant'ev, I. E.、Boricenko, A. A.、Manzhukova, L. F.、Nifant'ev, E. E.

  DOI：——

  日期：——
• Diazoverbindungen. 72. (Diazoalkyl)phosphane - Synthese durch elektrophile Diazoalkansubstitution und oxidative Additionsreaktionen am Phosphor
  作者：Hans-Joachim Nees、Harald Keller、Thomas Facklam、Albert Herrmann、Jochen Welsch、Uwe Bergstr��er、Heinrich Heydt、Manfred Regitz

  DOI：10.1002/prac.19933350704

  日期：——

  Electrophilic diazoalkane substitution of the diazomethyl compounds lab with the chloro phosphanes 2a-o in the presence of lithium diethylamide yields the diazoalkyl phosphanes 3a-z. Oxidative addition of oxygen, sulfur and selenium at phosphorus leads into the series of oxo, thioxo and selenoxo phosphanes having diazoalkyl substituents (4a-d, 5a-m and 7a-d). The silyl group of 5n,o is cleaved by chromatography on aluminium oxide to yield the (diazomethyl)phosphane sulfides 6a,b.
• Nefant'ev, E. E.; Sorokina, S. F.; Vorob'eva, L. A., Journal of general chemistry of the USSR, 1985, vol. 55, # 4, p. 658 - 666
  作者：Nefant'ev, E. E.、Sorokina, S. F.、Vorob'eva, L. A.、Borisenko, A. A.、Nevskii, N. N.

  DOI：——

  日期：——
• NIFANTEV, EH. E.;SOROKINA, S. F.;VOROBEVA, L. A.;BORISENKO, A. A.;NEVSKIJ+, ZH. OBSHCH. XIMII, 1985, 55, N 4, 738-748
  作者：NIFANTEV, EH. E.、SOROKINA, S. F.、VOROBEVA, L. A.、BORISENKO, A. A.、NEVSKIJ+

  DOI：——

  日期：——