Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

494356

Sigma-Aldrich

Bisphenol A glycerolate dimethacrylate

glycerol/phenol 1

Synonym(s):

2,2′-Bis[4-(3-methacryloxy-2-hydroxypropoxy)phenyl]propane, 2,2′-Bis[4-(3-methacryloyloxy-2-hydroxypropoxy)phenyl]propane, 2,2-Bis[p -(3-methacryloxy-2-hydroxypropoxy)phenyl]propane, 2,2-Bis[p -[2-hydroxy-3-(methacryloxy)propoxy]phenyl]propane, Bisphenol A bis(2-hydroxy-3-methacryloxypropyl) ether

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
[H2C=C(CH3)CO2CH2CH(OH)CH2OC6H4-4-]2C(CH3)2
CAS Number:
1565-94-2
Molecular Weight:
512.59
MDL number:
MFCD00191825
UNSPSC Code:
12162002
PubChem Substance ID:
24872895
NACRES:
NA.23

composition

glycerol/phenol, 1

Quality Level

200

refractive index

n20/D 1.552 (lit.)

density

1.161 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)COC(=O)C(C)=C)cc2

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

General description

Bisphenol A glycerolate dimethacrylate(BisGMA) is an advanced derivative of Bisphenol A(BPA). It is a conventional epoxy methacrylate that is widely used as a monomer in many applications due to the following properties:
  • Phenyl ring provides chemical resistance
  • Ether linkage allows flexibility
  • Hydroxyl group gives good adhesion
  • Methacrylate is the reactive site for crosslinking

Application

The Progress in Development of Dental Restorative Materials
Bisphenol A glycerolate dimethacrylate can be used:
  • As a crosslinking monomer in the preparation of zwitter ionic monolithic columns for liquid chromatography.
  • In the preparation of an antibacterial dental adhesive.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H317,H318,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

494356-VAR:
494356-BULK:
494356-100ML:4548173981253

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9702
MKCQ9701
MKCQ6327
MKCQ4318
MKCN9020

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Dayany da Silva Alves Maciel et al.
BioMed research international, 2018, 7921247-7921247 (2018-06-29)
The aim of this study was to evaluate the effect of camphorquinone concentration in physical-mechanical properties of experimental flowable composites in order to find the concentration that results in maximum conversion, balanced mechanical strength, and minimum shrinkage stress. Model composites
Diana Gabriela Soares et al.
The journal of adhesive dentistry, 16(2), 123-128 (2013-10-09)
To assess the influence of adhesive restorations on hydrogen peroxide (H2O2) diffusion through enamel and dentin and its cytotoxicity to pulp (MDPC-23) cells. Sound and resin-restored enamel/dentin disks were stored in water for 24 h or 6 months and adapted
Amalia Mazilu Moldovan et al.
Materials (Basel, Switzerland), 12(13) (2019-07-03)
The novelty of this study consists of the formulation and characterization of three experimental bleaching gels with hydroxylapatite oxides and fluorine (G28®, G29®, G30®) based on natural fruit extracts compared to the commercial Opalescence 15% (GC, Ultradent, South Jordan, UT
Wael Aly Ghuneim
The Journal of oral implantology, 39(5), 559-573 (2011-07-20)
This study is a phase of a biomechanical study, a part of a research program concerned with the new concept of in situ tooth replication. The purpose of the study was to evaluate tooth replica under each of two possible
Jun Hyup Lee
Polymers, 12(10) (2020-09-30)
To attain the narrow bezel characteristic of information displays, functional sealing composite materials should possess high adhesion strength and water barrier performance due to their narrow line widths. In this study, highly adhesive UV/heat dual-curable epoxy-acrylate composites with outstanding water-resistant
View All Related Papers

Articles

The Progress in Development of Dental Restorative Materials

The Progress in Development of Dental Restorative Materials

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service