Hosta

by | Mar 16, 2018 | Hosta

How Can We Help?
You are here:
< Back

Tetramethylphosphonium bromide is an organophosphorus compound with the formula (CH3)4PBr. It is a white, water-soluble solid, the salt of the cation tetramethylphosphonium and the bromide anion. It is prepared by treating trimethylphosphine with methyl bromide.

Reactions

Structure of Cu2[(Me2P(CH2)2]2.

Deprotonation gives methylenetrimethylphosphine ylide, which can sustain a second deprotonation:[1]

(CH3)4PBr + BuLi → CH3)3P=CH2 + LiBr + BuH
CH3)3P=CH2 + BuLi → CH3)2P(CH2)2Li + BuH

The latter is a precursor to many coordination complexes, e.g., the dicuprous complex Cu2[(Me2P(CH2)2]2.[2]

References

  1. ^ H. F. Klein (1978). "Trimethylphosphonium Methylide (Trimethyl Methylenephosphorane)". Inorganic Syntheses. Vol. XVIII. pp. 138–140. doi:10.1002/9780470132494.ch23. ISBN 978-0-471-03393-6.
  2. ^ Schmidbaur, H. (1983). "Phosphorus Ylides in the Coordination Sphere of Transition Metals: An Inventory". Angewandte Chemie International Edition in English. 22 (12): 907–927. doi:10.1002/anie.198309071.
Categories
Table of Contents