Tetrabutylammonium hydroxide

Structural formula
General
Surname	Tetrabutylammonium hydroxide
Molecular formula	C 16 H 37 NO
Brief description	aqueous solution: colorless to yellowish odorless liquid
External identifiers / databases
CAS number 2052-49-5 147741-30-8 (hydrate) PubChem 2723671 Wikidata Q908825
properties
Molar mass	259.48 g mol −1
Physical state	firmly
Melting point	27-30 ° C (hydrate)
safety instructions
GHS labeling of hazardous substances aqueous solution danger H and P phrases H: 302-314 P: 280-301 + 330 + 331-303 + 361 + 353-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetrabutylammonium hydroxide (TBAH) is a strong base with the constitutional formula (C ₄ H ₉ ) ₄ N ⁺ OH ^- . The quaternary ammonium compound is soluble in organic solvents , so that it can be dissolved in methanol as a standard solution for anhydrous titration of very weak acids , e.g. B. phenols can be used.

In this case, methanol is first deprotonated, which is then used to titrate phenol.

${\displaystyle \mathrm {OH^{-}+\ CH_{3}OH\rightarrow \ H_{2}O+\ CH_{3}O^{-}} }$

${\displaystyle \mathrm {CH_{3}O^{-}+\ C_{6}H_{5}OH\rightarrow \ CH_{3}OH+\ C_{6}H_{5}O^{-}} }$

Individual evidence

1. ↑ ^{a b c} Entry on tetrabutylammonium hydroxide in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ Tetrabutylammonium hydroxide 30-hydrate data sheet from Sigma-Aldrich , accessed on April 24, 2011 ( PDF ).