4,4'-Methylenebis(2,6-di-tert-butylphenol)

Description

bis-BHT (118-82-1) is a potent antioxidant. Cell permeable.

Chemical Properties

light yellow crystalline

Uses

Antioxidant.

Definition

ChEBI: 4,4'-Methylenebis(2,6-di-tert-butylphenol) is a diarylmethane.

Application

4,4'-Methylenebis(2,6-di-tert-butylphenol), also known as H2-4DBP, could be used as a ligand to react with sets of M(OR)x and MRx. The ligand possesses more flexibility than OBzP or catecholate derivatives, and the para-OH makes it of interest for controlled alcoholysis. This compound has several characteristics, including (i) the ortho position possesses the sterically hindering t-butyl group which will assist in minimizing oligomerization, (ii) the para linkage prevents chelation of the 4DBP ligand to the metal upon coordination, and (iii) may act as a valuable model for complexation behavior of the plastic precursor bisphenol-A [BPA; 4,4' -(propane-2,2-diyl)diphenol] that has become of recent concern[2].

Flammability and Explosibility

Non flammable

References

1) Amorati et al. (2003), Antioxidant activity of 0-bisphenols: the role of intramolecular hydrogen bonding; J. Org. Chem. 68 5198.
[2] T. Boyle, Daniel T Yonemoto, L. Steele. “Synthesis and characterization of 4,4′-methylenebis (2,6-di-tert-butylphenol) derivatives of a series of metal alkoxides and alkyls.” Journal of Coordination Chemistry 65.1(2012): 487–505.