T. Sakai et al., ION-ASSOCIATION TITRATION OF ONIUM PHARMA CEUTICALS USING TETRABROMOPHENOLPHTHALEIN ETHYL-ESTER AS AN INDICATOR, Bunseki Kagaku, 46(12), 1997, pp. 951-955
Acrinol, cetylpyridinium chloride and benzalkonium chloride react with
tetrabromophenolphthalein ethyl ester (TBPE) to form blue ion associa
tes. Also, dl-methylephedrine hydrochloride forms a red ion associate.
Both associates can be quickly extracted into 1,2-dichloroethane. Whe
n sodium tetraphenylborate in a burette is dropped as a titrant, the o
nium compound remaining in the equeous phase forms a colorless ion ass
ociate (R4N+. TPB- or R3NH+. TPB-) which is extracted quantitatively.
At the end point, the tetraphenylborate anion takes the onium compound
away from the colored ion associate in the organic phase and TBPEH, h
aving a maximum absorption near to 400 nm, is dissociated. Consequentl
y, the color of the organic phase turns to yellow. The color change in
the organic phase provides a clear end point.