Triethanolamine borate

Triethanolamine borate
Names
IUPAC name
2,8,9-trioxa-5-aza-1-borabicyclo[3.3.3]undecane
Other names
  • TEAB
  • Boratrane
  • Boratran
  • Atracor T
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.458
EC Number
  • 206-003-5
UNII
  • InChI=1S/C6H12BNO3/c1-4-9-7-10-5-2-8(1)3-6-11-7/h1-6H2
    Key: NKPKVNRBHXOADG-UHFFFAOYSA-N
  • C1CN2CCOB(O1)OCC2
Properties
C6H12BNO3
Molar mass 156.98 g·mol−1
Appearance white powder
Density 1.3 g/cm3
Melting point 235–237 °C (455–459 °F; 508–510 K)
soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Triethanolamine borate is an inorganic compound with the chemical formula C6H12BNO3.[1] The compound belongs to the class of borates.

Structure

Triethanolamine borate is not a single discrete molecule but rather a coordination complex or salt formed between the Lewis acidic boron center of boric acid and the Lewis basic nitrogen and hydroxyl groups of triethanolamine. The exact structure depends on the molar ratio of reactants, pH, and reaction conditions. In the most common 1:1 complex, boron coordinates with the tertiary amine nitrogen and/or hydroxyl oxygen atoms of triethanolamine, forming a chelated structure that enhances solubility and stability compared to the parent compounds.[2]

Synthesis

Triethanolamine borate can be obtained by reacting an aqueous solution of equal parts boric acid and triethanolamine.[3]

Physical properties

Triethanolamine borate forms a white, odorless crystalline powder that is soluble in water.[4] The compound has an orthorhombic crystal structure.[5]

The compound is also soluble in organic solvents such as acetone, acetonitrile, pyridine, nitrobenzene, acetic acid, chloroform, and the alcohols. It is slightly soluble in petroleum ether and cold benzene, but insoluble in carbon tetrachloride.[6]

Uses

The compound is commonly used as a corrosion inhibitor, surfactant, buffering agent, and stabilizer in various industrial and consumer applications.[7][8][9]

It is also used in colorimetric test strips for urinalysis, as a reagent for the monoalkylation of ketones, and as a hardener for epoxy resins.[10]

References

  1. ^ Ge, Yuansheng; Cheng, Guoe; Ke, Hanzhong (1 March 2022). "Triethanolamine borate as bifunctional Lewis pair catalyst for the cycloaddition of CO2 with epoxides". Journal of CO2 Utilization. 57 101873. doi:10.1016/j.jcou.2021.101873. ISSN 2212-9820. Retrieved 12 March 2026.
  2. ^ Wilkie, Charles A.; Morgan, Alexander B. (10 December 2009). Fire Retardancy of Polymeric Materials, Second Edition. CRC Press. p. 225. ISBN 978-1-4200-8400-9. Retrieved 12 March 2026.
  3. ^ "Triethanolamine borate". Sigma Aldrich. Retrieved 12 March 2026.
  4. ^ "Triethanolamine Borate 95.0+%, TCI America 25 g | Buy Online | TCI America | Fisher Scientific". Fisher Scientific. Retrieved 12 March 2026.
  5. ^ Trotter, J. (1975). Structure Reports for 1973: Organic Section. Dordrecht: Springer. p. 469. ISBN 978-94-017-3121-8. Retrieved 12 March 2026.
  6. ^ Steinberg, Howard (1964). Organoboron Chemistry: Boron-oxygen and boron-sulfur compounds. Interscience Publishers. p. 233. Retrieved 12 March 2026.
  7. ^ Baumann, Werner; Herberg-Liedtke, Bettina (1996). Chemikalien in der Metallbearbeitung: Daten und Fakten zum Umweltschutz. Berlin, Heidelberg: Springer Berlin Heidelberg. p. 1531. ISBN 978-3-642-61004-2. Retrieved 12 March 2026.
  8. ^ Langer, Stanley; Elbling, Irving (July 1957). "Triethanolamine Borate, Epoxy Resin Catalyst Choice Based on Reaction Mechanisms". Industrial & Engineering Chemistry. 49 (7): 1113–1114. doi:10.1021/ie50571a034. Retrieved 12 March 2026.
  9. ^ Lim, Sang Hoo; Jung, Kwangeun; Lee, Keon-Joon; Mun, Junyoung; Han, Young-Kyu; Yim, Taeeun (February 2021). "Triethanolamine borate as a surface stabilizing bifunctional additive for Ni-rich layered oxide cathode". International Journal of Energy Research. 45 (2): 2138–2147. doi:10.1002/er.5907. ISSN 0363-907X. Retrieved 12 March 2026.
  10. ^ Macintyre, Jane E. (1994). Dictionary of Inorganic Compounds, Supplement 2. London: CRC Press. p. 391. ISBN 978-0-412-49100-9. Retrieved 12 March 2026.