A high-viscosity base monomer
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Bisphenol A glycerolate dimethacrylate

Item No. 45663

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-2-propenoic acid, 1,1′-[(1-methylethylidene)bis[4,1-phenyleneoxy(2-hydroxy-3,1-propanediyl)]] ester
CAS Number
1565-94-2
Synonyms
  • BGDMA
  • bis-GMA
Molecular Formula
C29H36O8
Formula Weight
512.6
Purity
≥80%
Formulation (Request formulation change)
A neat oil
SMILES
O=C(C(C)=C)OCC(COC1=CC=C(C(C)(C)C2=CC=C(C=C2)OCC(COC(C(C)=C)=O)O)C=C1)O
InChi Code
InChI=1S/C29H36O8/c1-19(2)27(32)36-17-23(30)15-34-25-11-7-21(8-12-25)29(5,6)22-9-13-26(14-10-22)35-16-24(31)18-37-28(33)20(3)4/h7-14,23-24,30-31H,1,3,15-18H2,2,4-6H3
InChi Key
AMFGWXWBFGVCKG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Bisphenol A glycerolate dimethacrylate (bis-GMA) is a high-viscosity base monomer and derivative of bisphenol A (BPA; Item No. 36594).1 It has been used to form polymeric resin matrices. bis-GMA has been found in the ethanolic leachate of dental composites subjected to repeated incubation, sonication, and drying cycles.2 It reduces testis weight, sperm counts, and fertility in male mice and increases ovary weight in female mice.3 It also increases the number of fetal resorptions in female mice administered bis-GMA and in female mice mated with males administered bis-GMA.3,4 Formulations containing bis-GMA have been used in the resin matrix of dental composite fillings and sealants.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liang, X., Yu, B., Ye, L., et al. Recent advances in quaternary ammonium monomers for dental applications. Materials (Basel) 17(2), 345 (2024).

    2. Jiang, N., Hao, X., Wang, Z., et al. p‑Phenylenediamine antioxidants in PM2.5: New markers for traffic in positive matrix factorization source apportionment. J. Hazard Mater. 476, 135122 (2024).

    3. Al-Hiyasat, A.S., and Darmani, H. In vivo effects of BISGMA-a component of dental composite-on male mouse reproduction and fertility. J. Biomed. Mater. Res. A. 78(1), 66-72 (2006).

    4. Darmani, H., and Al-Hiyasat, A.S. The effects of BIS-GMA and TEG-DMA on female mouse fertility. Dent. Mater. 22(4), 353-358 (2006).