二异丙基锌

二异丙基锌
Skeletal formula of diisopropylzinc
Ball-and-stick model of the diisopropylzinc molecule
识别
CAS号 625-81-0  checkY
PubChem 5207587
ChemSpider 11347073
SMILES
 
  • CC(C)[Zn]C(C)C
InChI
 
  • 1/2C3H7.Zn/c2*1-3-2;/h2*3H,1-2H3;/rC6H14Zn/c1-5(2)7-6(3)4/h5-6H,1-4H3
InChIKey KDUNMLRPPVCIGP-LSPCJBSIAV
性质
化学式 C6H14Zn
摩尔质量 151.56 g·mol⁻¹
沸点 300 °C（573 K）（分解）[1]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

二异丙基锌 是一种有机锌化合物 ，化学式 ZnC6H14。[2]它可由锌粉和2-碘丙烷在200 °C反应制得；[1]或者由2-溴丙烷和镁反应制得格氏试剂异丙基溴化镁，再在乙醚中和溴化锌反应得到。[3]

它是Soai反应（英语：Soai reaction）中的关键试剂，它既具有自催化性又具有对映体特异性。 [4]

参考资料

  1. ^ 1.0 1.1 Pochekutova, T. S.; Khamylov, V. K.; Domrachev, G. A.; Zhuk, B. V. Direct synthesis of dipropyl- and diisopropylzinc. Zhurnal Organicheskoi Khimii, 1987. 23 (10): 2156-2160. ISSN: 0514-7492.
  2. ^ Benjamin Bederson; Herbert Walther. Advances in Atomic, Molecular, and Optical Physics. Gulf Professional Publishing. 2002: 250– [2013-08-06]. ISBN 978-0-12-003848-0. （原始内容存档于2016-05-09）. 
  3. ^ Eike Hupe, M. Isabel Calaza, Paul Knochel. Substrate-Controlled Highly Diastereoselective Synthesis of Primary and Secondary Diorganozinc Reagents by a Hydroboration/Boron–Zinc Exchange Sequence. Chemistry - A European Journal. 2003-06-16, 9 (12): 2789–2796 [2020-12-07]. doi:10.1002/chem.200204662. 
  4. ^ Shibata, Takanori; Morioka, Hiroshi; Hayase, Tadakatsu; Choji, Kaori; Soai, Kenso. Highly Enantioselective Catalytic Asymmetric Automultiplication of Chiral Pyrimidyl Alcohol. Journal of the American Chemical Society. 1996, 118: 471. doi:10.1021/ja953066g.