Bis-HPPP

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Bis-HPPP
IUPAC name 2,2-bis[4-(2,3-hydroxypropoxy)phenyl]propane
Identifiers
CAS number
SMILES OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)CO)cc2
Properties
Molecular formula C21H28O6
Molar mass 376.44 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

2,2-Bis[4(2,3-hydroxypropoxy)phenyl]propane (bis-HPPP) is an organic compound structurally related to Bisphenol A.

Together with methacrylic acid, bis-HPPP is released following the CE-catalyzed hydrolysis of 2,2-[4(2-hydroxy 3-methacryloxypropoxy)-phenyl]propane (bis-GMA). This reaction is very common in hydrolytic degradation of the dental resin since salivary esterases are able to cleave the ester bonds in acrylic polymers of dental composites.

Analysis by mass spectrometry demonstrated that hydrolytic reactions would cleave the ester bonds of both methacrylate units in bis-GMA and produce bis-HPPP along with two molecules of methacrylic acid.[1]

[edit] References

  1. ^ Finer Y, S.J. (2004). "The influence of resin chemistry on a dental composite's biodegradation". J Biomed Mater Res 69A: 233–246. doi:10.1002/jbm.a.30000.