Ammonium itaconate

Last updated
Ammonium itaconate
Ammonium itaconate.svg
Names
IUPAC name
diazanium;2-methylidenebutanedioate
Identifiers
3D model (JSmol)
PubChem CID
  • InChI=1S/C5H6O4.2H3N/c1-3(5(8)9)2-4(6)7;;/h1-2H2,(H,6,7)(H,8,9);2*1H3
    Key: FRKMZLXCWXPBOB-UHFFFAOYSA-N
  • C=C(CC(=O)[O-])C(=O)[O-].[NH4+].[NH4+]
Properties
C5H12N2O4
Molar mass 164.161 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ammonium itaconate is a chemical compound with the chemical formula C5H12N2O4.This is an organic ammonium salt of itaconic acid. [1] [2]

Contents

Synthesis

The compound is synthesized through neutralization reactions between itaconic acid and ammonia or ammonium hydroxide. [3]

Uses

Itaconic acid derivatives, including ammonium salts, serve as precursors for polymers, adhesives, and biofuels. For example, itaconate-based polymers are used to produce superabsorbents and synthetic rubbers. [4] [5]

References

  1. Greenwich, University of (1997). Biotechnological Innovations in Chemical Synthesis. Butterworth-Heinemann. p. 140. ISBN   978-0-7506-0561-8 . Retrieved 31 March 2025.
  2. Washington University Studies. Washington University. 1915. p. 115. Retrieved 31 March 2025.
  3. Gupta, Satyaranjan Das (1 May 2002). "The Double Auric Iodides of Substituted Ammonium Bases". ACS Publications . 36 (4): 747. doi:10.1021/ja02181a014 . Retrieved 31 March 2025.
  4. Cui, Chuansheng; Wang, Chengguo; Zhao, Yaqi (2006). "Acrylonitrile/ammonium itaconate aqueous deposited copolymerization" . Journal of Applied Polymer Science . 102 (1): 904–908. doi:10.1002/app.24376. ISSN   1097-4628 . Retrieved 31 March 2025.
  5. Ge, He-yi; Liu, Jian-jun; Chen, Juan; Wang, Cheng-guo (1 April 2007). "Texture and Properties of Acrylonitrile–Ammonium Itaconate Copolymer Precursor Fibers and Carbon Fibers" . Journal of Polymer Research. 14 (2): 91–97. doi:10.1007/s10965-006-9085-3. ISSN   1572-8935 . Retrieved 31 March 2025.