tert-butyl-isobutylchlorophosphine | 62238-16-8

• 分子结构分类: 有机化合物 - 有机磷化合物 - 烷基卤代膦
• 英文名称: tert-butyl-isobutylchlorophosphine
• 英文别名: t-Butyl(chloro)i-butylphosphine；tert-butyl-chloro-(2-methylpropyl)phosphane
• CAS: 62238-16-8
• 化学式: C₈H₁₈ClP
• 分子量: 180.658
• InChiKey: MLMNIQMHIQHGRL-UHFFFAOYSA-N

物化性质

• 沸点：
  71-76 °C(Press: 16 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tert-butyl-isobutylchlorophosphine 在 硼烷四氢呋喃络合物 、 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Asymmetric synthesis of chiral N-(1-methylbenzyl)aminophosphines

  摘要：

  The reactions of chlorophosphines 1 with (S)- or (R)-1-methylbenzylamines 2 proceed stereoselectively to give N-(1-methylbenzyl)aminophosphines 3, which were isolated as crystalline borane complexes with 100% diastereomeric purity. The absolute configuration of the new chiral compounds was established by X-ray analysis and chemical extrapolation. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00750-4
• 作为产物：
  描述：

  Isobutylmagnesium chloride 、 叔丁基二氯化膦 以 四氢呋喃 、 乙醚 、 甲基叔丁基醚 为溶剂， 生成 tert-butyl-isobutylchlorophosphine
  参考文献：
  名称：

  Reduction of Phosphinites, Phosphinates, and Related Species with DIBAL-H

  摘要：

  二异丁基铝氢化物被发现是一种优秀的还原剂，适用于磷酸酯、磷酸盐和氯磷烷。通过原位进行还原，已成功实现了从格氏试剂直接合成次级磷烷硼化物，无需分离或纯化任何中间体。

  DOI：

  10.1055/s-0028-1087671

文献信息

• ASYMMETRIC INDUCTION IN THE REACTION OF NONSYMMETRICAL PHOSPHINIC AND PHOSPHINOUS ACID CLORIDES WITH DERIVATIVES OF D-GLUCOFURANOSE
  作者：Oleg I. Kolodiazhnyi、Evgen V. Grishkun

  DOI：10.1080/10426509608037959

  日期：1996.8.1

  Abstract Reaction of nonsymmetrically substituted chlorophosphines (1–3) with (−)-1,2:3,5-di-O-isopropylidene-α-D-glucofuranose (1) or (−)-1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose (5) proceeds with high stereoselectivity to give stereochemically pure phosphinic acid esters (6–8), which are starting compounds for the preparation of chiral organophosphorus compounds. Reaction of benzyl-phenylphosphinous

  摘要 非对称取代的氯膦 (1–3) 与 (-)-1,2:3,5-二-O-异亚丙基-α-D-呋喃葡萄糖 (1) 或 (-)-1,2:5,6 的反应-二-O-亚环己基-α-D-呋喃葡萄糖（5）具有高立体选择性，得到立体化学纯的次膦酸酯（6-8），这是制备手性有机磷化合物的起始化合物。苄基-苯基次膦酰氯与(1)的反应产生光学纯的次膦酸酯(9)。根据碱的性质、溶剂、温度和氯膦过量来研究反应的立体化学。
• Stereoselective Reactions of Optically Active Derivatives of α-Methylbenzylaminophosphine
  作者：O. I. Kolodyazhnyi、N. V. Andrushko、E. V. Grishkun

  DOI：10.1023/b:rugc.0000031849.78207.1c

  日期：2004.4

  A number of N+(alpha-methylbenzyl) phosphorus amides were synthesized, and their stereochemical properties were studied. Reactions of achiral chlorophosphines with optically active alpha-methylbenzylamine are accompanied by asymmetric induction at the phosphorus atom to give optically active diastereoisomers of N-(alpha-methylbenzyl)aminophosphines, which were isolated as the corresponding borane complexes with 100% optical purity. Stereochemically pure (R,S)-aminophosphines were obtained by decomposition of these complexes via treatment with diethylamine. Their oxidation, sulfurization, and alkylation with methyl iodide afforded optically active aminophosphine derivatives. Hydrolysis of (R,S)-aminophosphines gave optically active tert-butylphenylphosphine oxide and phosphonic acid amides. (R,S)- and (S,S)-Diastereoisomers of N-(alpha-methylbenzyl)phosphinic amides were separated by crystallization and flash chromatography, and their absolute configuration was established. Also, derivatives of bis- and tris(alpha-methylbenzylamino)phosphines were synthesized.
• Foss,V.L. et al., Journal of general chemistry of the USSR, 1979, vol. 49, p. 1510 - 1514
  作者：Foss,V.L. et al.

  DOI：——

  日期：——
• Kolodiazhnyi, Oleg I.; Grishkun, Evgen V.; Galushko, Sergei V., Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 103, # 1-4, p. 183 - 190
  作者：Kolodiazhnyi, Oleg I.、Grishkun, Evgen V.、Galushko, Sergei V.、Golovatyi, Oleg R.

  DOI：——

  日期：——
• Foss V. L.; Kukhmisterov, P. L.; Lutsenko, I. F., Journal of general chemistry of the USSR, 1982, vol. 52, # 5, p. 916 - 923
  作者：Foss V. L.、Kukhmisterov, P. L.、Lutsenko, I. F.

  DOI：——

  日期：——