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8.2.8 Product Subclass 8: Sodium Acetylides

DOI: 10.1055/sos-SD-008-00999

Mordini, A.; Valacchi, M.Science of Synthesis, (200681209.

General Introduction

Acetylene is more acidic than either ethene or propene (by 11.5 and 10.5pKa units respectively).[‌1‌] Thus alkynes do not require strong organometallic bases to be deprotonated, and species such as sodium metal, sodium amide, and dimsylsodium can be used for the preparation of alkynylsodium reagents.