Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

156329

Sigma-Aldrich

Bisphenol A dimethacrylate

>98%

Synonym(s):

2,2-Bis(4-hydroxyphenyl)propane dimethacrylate, 2,2-Bis(4-methacryloxyphenyl)propane, 2,2-Bis(4-methacryloyloxyphenyl)propane, 4,4′-Isopropylidenediphenol dimethacrylate, BPADMA

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

About This Item

Linear Formula:
[H2C=C(CH3)CO2C6H4]2C(CH3)2
CAS Number:
3253-39-2
Molecular Weight:
364.43
EC Number:
221-846-9
MDL number:
MFCD00008585
UNSPSC Code:
12162002
PubChem Substance ID:
24849606
NACRES:
NA.23

Assay

>98%

form

solid

mp

72-74 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)Oc1ccc(cc1)C(C)(C)c2ccc(OC(=O)C(C)=C)cc2

InChI

1S/C23H24O4/c1-15(2)21(24)26-19-11-7-17(8-12-19)23(5,6)18-9-13-20(14-10-18)27-22(25)16(3)4/h7-14H,1,3H2,2,4-6H3

InChI key

QUZSUMLPWDHKCJ-UHFFFAOYSA-N

Related Categories

General description

Bisphenol A dimethacrylate (BPA-DMA) is a key monomer, available in solid form with an assay of >98%, widely used in material science, particularly in the formulation of polymers and composite materials. BPA-DMA is primarily utilized as a crosslinking agent in the production of various thermosetting polymers. In dental applications, BPA-DMA is often incorporated into composites and adhesives due to its excellent bonding properties and ability to form durable, wear-resistant materials.

Application

Bisphenol A dimethacrylate (BPA-DMA) can be used as:
  • A template in the synthesis of molecularly imprinted polymers (MIPs). The use of BPA-DMA allows for the formation of specific cavities in the polymer matrix that match the shape and functional groups of BPA, enhancing the selectivity and affinity of the resulting polymer for its target analyte.
  • A co-monomer in the synthesis of photopolymerized monoliths for capillary electrochromatography.
  • A key component in the production of bisphenol A-glycidyl methacrylate (Bis-GMA), which is widely used in dental restorative materials due to its mechanical properties and potential for additional functionalities like antibacterial activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

JAN Code

156329-VAR:
156329-10G:
156329-50G:
156329-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBV0958V
08316BW
05323DP
03924AR
08802PZ

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

T E Schafer et al.
Journal of biomedical materials research, 45(3), 192-197 (1999-07-09)
Although pit and fissure sealants have been utilized extensively in dentistry as a way of preventing occlusal caries, results described by Olea et al. (1996) raised concerns about the safety of sealants and other resin-based dental materials due to the
G Eliades et al.
Dental materials : official publication of the Academy of Dental Materials, 17(4), 277-283 (2001-05-18)
The purpose of this study was to investigate whether monomer separation occurs in single-bottle adhesives applied on acid-etched dentin surfaces. Smear-layer covered dentin specimens produced from sound premolars, were acid-etched and analyzed by micro-MIR FTIR spectroscopy, before and after treatment
Homa Darmani et al.
Journal of biomedical materials research. Part A, 69(4), 637-643 (2004-05-27)
The current study evaluated the effect of bisphenol A dimethacrylate (Bis-DMA) on mouse fertility. Adult male and female mice were exposed to intragastric Bis-DMA (0, 5, 25, and 100 microg/kg) daily for 28 days and then mated with sexually mature
Takashi Ikegami et al.
Analytical and bioanalytical chemistry, 378(8), 1898-1902 (2004-02-06)
Synthetic polymers which can adsorb bisphenol A (BPA) and related compounds were prepared by a covalent molecular imprinting technique. BPA dimethacrylate, used as template molecule, was polymerized with a crosslinker, triethylene glycol dimethacrylate (TEGDMA) or trimethylol propane trimethacrylate (TRIM). After
Alain Pefferkorn et al.
Dental materials : official publication of the Academy of Dental Materials, 24(12), 1647-1654 (2008-05-13)
The elaboration of efficient dental resins requires a high degree of internal cohesion and a strong organization of the filler/matrix systems, and a good compatibility between the organic and inorganic constituents of the composite. Combining fractal aerosils and polymer constitutes
View All Related Papers

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