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prop-1-ynyllithium
Sign in to saveAlso known as 1-propynyllithium, Propynyllithium
Propynyllithium is an organolithium compound with the chemical formula . It is a white solid that is soluble in 1,2-dimethoxyethane, and tetrahydrofuran. To preclude its degradation by oxygen and water, propynyllithium and its solutions are handled under inert gas (argon or nitrogen). Although commonly depicted as a monomer, propynyllithium adopts a more complicated cluster structure as seen for many other organolithium compounds.
Chemical data
- Formula
- C3H3Li
- Molecular weight
- 46 g/mol
- IUPAC name
- lithium prop-1-yne
- SMILES
- [Li+].CC#[C-]
- InChIKey
- ATKCLEUSJFRRKA-UHFFFAOYSA-N
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 46.03948
Show 2 more facts
- canonical SMILES
- [C-]#CC.[Li+]
- chemical formula
- C₃H₃Li
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
5 sectionsContents
- Synthesis
- Historic routes
- Applications
- References
- External links
Propynyllithium is an organolithium compound with the chemical formula . It is a white solid that is soluble in 1,2-dimethoxyethane, and tetrahydrofuran. To preclude its degradation by oxygen and water, propynyllithium and its solutions are handled under inert gas (argon or nitrogen). Although commonly depicted as a monomer, propynyllithium adopts a more complicated cluster structure as seen for many other organolithium compounds.
==Synthesis== Various preparations of propynyllithium are known, but the most expeditious route starts with 1-bromopropene: CH3CH=CHBr + 2 BuLi → CH3C≡CLi + 2 BuH + LiBr
Excerpted from Wikipedia’s “prop-1-ynyllithium” article, available under the CC BY-SA 4.0 licence.