Bis-HPPP

Bis-HPPP

Names
IUPAC name 2,2-bis[4-(2,3-hydroxypropoxy)phenyl]propane
Identifiers
CAS Number	116-37-0 Y
3D model (JSmol)	Interactive image
ChemSpider	99341 N
ECHA InfoCard	100.003.762
PubChem CID	110678
InChI InChI=1S/C21H28O6/c1-21(2,15-3-7-19(8-4-15)26-13-17(24)11-22)16-5-9-20(10-6-16)27-14-18(25)12-23/h3-10,17-18,22-25H,11-14H2,1-2H3 N Key: NISVZEWKUNUGQQ-UHFFFAOYSA-N N InChI=1/C21H28O6/c1-21(2,15-3-7-19(8-4-15)26-13-17(24)11-22)16-5-9-20(10-6-16)27-14-18(25)12-23/h3-10,17-18,22-25H,11-14H2,1-2H3 Key: NISVZEWKUNUGQQ-UHFFFAOYAT
SMILES OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)CO)cc2
Properties
Chemical formula	C21H28O6
Molar mass	376.44 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

2,2-Bis[4(2,3-hydroxypropoxy)phenyl]propane (bis-HPPP) is an organic compound that is formed when the dental composite material bis-GMA is degraded by salivary esterases. It is 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.