Ammonium pivalate

Ammonium pivalate
Names
	IUPAC name azanium 2,2-dimethylpropanoate
	Other names Ammonium trimethylacetate
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	24850209;
PubChem CID	12054562;
	InChI InChI=1S/C5H10O2.H3N/c1-5(2,3)4(6)7;/h1-3H3,(H,6,7);1H3 Key: KNWIDSLTUVLFSP-UHFFFAOYSA-N;
	SMILES CC(C)(C)C(=O)[O-].[NH4+];
Properties
Chemical formula	C5H13NO2
Molar mass	119.164 g·mol−1
Related compounds
Related compounds	Methyl pivalate; Pivalamide; Pivaldehyde;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ammonium pivalate is a chemical compound with the chemical formula C₅H₁₃NO₂.This is an organic ammonium salt of pivalic acid.^[1]^[2]

Structure

Ammonium pivalate is an ionic chemical compound composed of an ammonium cation NH₄⁺ and a pivalate (2,2-dimethylpropanoate) anion C₅H₉O₂^-. It acts primarily as a source of mild carboxylate bases in organic synthesis and catalysis.^[3]

Uses

The compound is heavily utilized in materials science to synthesize advanced oxide thin films and high-performance superconductors on silicon wafers.^[4]

Derivatives such as tetramethylammonium pivalate (TMAP) or tetrabutylammonium pivalate are widely used as metal-free, carboxylate catalysts.^[3]

References

↑ Wilkinson, Geoffrey; Stone, Francis Gordon Albert; Abel, Edward W. (1982). Comprehensive Organometallic Chemistry: The Synthesis, Reactions, and Structures of Organometallic Compounds. Elsevier Science & Technology Books. p. 363. ISBN 978-0-08-025269-8. Retrieved 30 May 2026.
↑ "Ammonium pivalate". Canadian Journal of Chemistry. 35. National Research Council. 1957. Retrieved 30 May 2026.
1 2 Bannykh, Anton; Pihko, Petri M. (15 March 2024). "Carboxylate-Catalyzed C-Silylation of Terminal Alkynes". Organic Letters. 26 (10): 1991–1995. doi:10.1021/acs.orglett.3c04213. ISSN 1523-7060. PMC 10949233. PMID 38428925.
↑ Chu, Peir-Yung; Buchanan, Relva C. (1 August 1991). "Characteristics of oxide thin films from carboxylate precursors". Journal of Materials Research. 6 (8): 1736–1743. Bibcode:1991JMatR...6.1736C. doi:10.1557/JMR.1991.1736. ISSN 2044-5326. Retrieved 31 May 2026.

[1] Wilkinson, Geoffrey; Stone, Francis Gordon Albert; Abel, Edward W. (1982). Comprehensive Organometallic Chemistry: The Synthesis, Reactions, and Structures of Organometallic Compounds. Elsevier Science & Technology Books. p. 363. ISBN 978-0-08-025269-8. Retrieved 30 May 2026.

[2] "Ammonium pivalate". Canadian Journal of Chemistry. 35. National Research Council. 1957. Retrieved 30 May 2026.

[AB-3] 1 2 Bannykh, Anton; Pihko, Petri M. (15 March 2024). "Carboxylate-Catalyzed C-Silylation of Terminal Alkynes". Organic Letters. 26 (10): 1991–1995. doi:10.1021/acs.orglett.3c04213. ISSN 1523-7060. PMC 10949233. PMID 38428925.

[4] Chu, Peir-Yung; Buchanan, Relva C. (1 August 1991). "Characteristics of oxide thin films from carboxylate precursors". Journal of Materials Research. 6 (8): 1736–1743. Bibcode:1991JMatR...6.1736C. doi:10.1557/JMR.1991.1736. ISSN 2044-5326. Retrieved 31 May 2026.

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