Diisopropylzinc

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Diisopropylzinc
Skeletal formula of diisopropylzinc
Ball-and-stick model of the diisopropylzinc molecule
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.221.415 Edit this at Wikidata
  • InChI=1S/2C3H7.Zn/c2*1-3-2;/h2*3H,1-2H3; checkY
    Key: KDUNMLRPPVCIGP-UHFFFAOYSA-N checkY
  • InChI=1/2C3H7.Zn/c2*1-3-2;/h2*3H,1-2H3;/rC6H14Zn/c1-5(2)7-6(3)4/h5-6H,1-4H3
    Key: KDUNMLRPPVCIGP-LSPCJBSIAV
  • CC(C)[Zn]C(C)C
Properties
C6H14Zn
Molar mass 151.56 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Diisopropylzinc is an organozinc compound with the chemical formula ZnC6H14.[1]

It is the key reagent in the Soai reaction, which is both autocatalytic and enantiospecific.[2] This chemical is pyrophoric, bursting into flame in air or in contact with water. It is generally packaged in toluene. [3]

References

  1. ^ Benjamin Bederson; Herbert Walther (2002). Advances in Atomic, Molecular, and Optical Physics. Gulf Professional Publishing. pp. 250–. ISBN 978-0-12-003848-0. Retrieved 2013-08-06.
  2. ^ Shibata, Takanori; Morioka, Hiroshi; Hayase, Tadakatsu; Choji, Kaori; Soai, Kenso (1996). "Highly Enantioselective Catalytic Asymmetric Automultiplication of Chiral Pyrimidyl Alcohol". Journal of the American Chemical Society. 118 (2): 471–472. doi:10.1021/ja953066g.
  3. ^ "Diisopropylzinc 1.0M toluene 625-81-0". MilliporeSigma. Retrieved 8 January 2022.