Organometallic Reagents and Carbanions: Crash Course Organic Chemistry #28

Have you ever wondered why the gas station has “unleaded fuel” but there isn’t a “leaded” option? The answer has to do with a chemical called tetraethyl lead, which is an organometallic compound, or an organic compound with a carbon-metal bond. In this episode of Crash Course Organic Chemistry, we’ll learn all about organometallic compounds, including what they are and what kind of reactions we see them in. But beware! This class of compounds may be super useful but also has a dark side.

Episode Sources:
Lowe, D., 2009. Things I Won’t Work With: Straight Dimethyl Zinc. [online] In the Pipeline. Available at: https://blogs.sciencemag.org/pipeline/archives/2009/10/23/things_i_wont_work_with_straight_dimethyl_zinc [Accessed 4 November 2020].
Gilman, H., Jones, R.G. and Woods, L.A., 1952. The preparation of methylcopper and some observations on the decomposition of organocopper compounds. The Journal of Organic Chemistry, 17(12), pp.1630-1634, DOI: 10.1021/jo50012a009

Series Sources:
Brown, W. H., Iverson, B. L., Ansyln, E. V., Foote, C., Organic Chemistry; 8th ed.; Cengage Learning, Boston, 2018.
Bruice, P. Y., Organic Chemistry, 7th ed.; Pearson Education, Inc., United States, 2014.
Clayden, J., Greeves, N., Warren., S., Organic Chemistry, 2nd ed.; Oxford University Press, New York, 2012.
Jones Jr., M.; Fleming, S. A., Organic Chemistry, 5th ed.; W. W. Norton & Company, New York, 2014.
Klein., D., Organic Chemistry; 1st ed.; John Wiley & Sons, United States, 2012.
Louden M., Organic Chemistry; 5th ed.; Roberts and Company Publishers, Colorado, 2009.
McMurry, J., Organic Chemistry, 9th ed.; Cengage Learning, Boston, 2016.
Smith, J. G., Organic chemistry; 6th ed.; McGraw-Hill Education, New York, 2020.
Wade., L. G., Organic Chemistry; 8th ed.; Pearson Education, Inc., United States, 2013.