Bisphenol A dimethacrylate(BPA-DMA) - ≥98%(HPLC) , CAS No.3253-39-2

CAS: 3253-39-2 Cat. No.: I157650 Molecular Weight: 364.44 EC Number: 221-846-9

GRADE & PURITY ≥98%(HPLC)

Synonyms

EINECS 221-846-9 | 2-Propenoic acid, 2-methyl-, (1-methylethylidene)di-4,1-phenylene ester | 4,4'-(propane-2,2-diyl)bis(4,1-phenylene) bis(2-methylacrylate) | Farmintic | CHEBI:34579 | 2,2-di(4-Methacryloxyphenyl)propane | Bisphenol-A-dimethacrylate (BisD

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

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.

Specifications

Synonyms

EINECS 221-846-9 | 2-Propenoic acid, 2-methyl-, (1-methylethylidene)di-4, 1-phenylene ester | 4, 4'-(propane-2, 2-diyl)bis(4, 1-phenylene) bis(2-methylacrylate) | Farmintic | CHEBI:34579 | 2, 2-di(4-Methacryloxyphenyl)propane | Bisphenol-A-dimethacrylate (BisD

Specifications & Purity

≥98%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488185322
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185322
• Canonical Smiles: CC(=C)C(=O)OC1=CC=C(C=C1)C(C)(C)C2=CC=C(C=C2)OC(=O)C(=C)C
• IUPAC Name: [4-[2-[4-(2-methylprop-2-enoyloxy)phenyl]propan-2-yl]phenyl] 2-methylprop-2-enoate
• InChIKey: QUZSUMLPWDHKCJ-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC(=C)C(=O)OC1=CC=C(C=C1)C(C)(C)C2=CC=C(C=C2)OC(=O)C(=C)C
• Molecular Weight: 364.44
• Reaxy-Rn: 2339002
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2339002&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Diphenylmethanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Diphenylmethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Diphenylmethanes
• Alternative Parents: Phenol esters Phenylpropanes Phenoxy compounds Dicarboxylic acids and derivatives Enoate esters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Diphenylmethane - Phenol ester - Phenylpropane - Phenoxy compound - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
• External Descriptors: enoate ester - bisphenol

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Melt Point(°C): 72-76°C
• Molecular Weight: 364.400 g/mol
• XLogP3: 6.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 364.167 Da
• Monoisotopic Mass: 364.167 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 523.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Cuihong Zhang, Ping Yu, Jiaxuan Zhao, Miaomiao Liang, Zemin He, Zongcheng Miao.  (2024)  Molecular engineering controlled electric-optical performance of polymer dispersed liquid crystals.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2024.2387726]