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bisphenol A dimethacrylate

HCID 76739
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Basic information

CAS
3253-39-2
Standard SMILES
C=C(C)C(=O)Oc1ccc(C(C)(C)c2ccc(OC(=O)C(=C)C)cc2)cc1
InChIKey
QUZSUMLPWDHKCJ-UHFFFAOYSA-N
Molecular formula
C23H24O4
Average molar mass
364.4 g/mol
Monoisotopic mass
364.16745924

Overview

Bisphenol A dimethacrylate is a bisphenol that is bisphenol A condensed with two molecules of methacrylic acid. It has a role as a metabolite. It is a bisphenol and an enoate ester. It is functionally related to a methacrylic acid and a bisphenol A.

Names & identifiers

Preferred name
bisphenol A dimethacrylate
IUPAC
[4-[2-[4-(2-methylprop-2-enoyloxy)phenyl]propan-2-yl]phenyl] 2-methylprop-2-enoate
English name
BISPHENOL A DIMETHACRYLATE
Molecular formula
C23H24O4
Molecular weight
364.43

Names & synonyms

Bisphenol A dimethacrylate3253-39-24,4'-Isopropylidenediphenol dimethacrylate2,2-di(4-Methacryloxyphenyl)propaneBis-DMA[4-[2-[4-(2-methylprop-2-enoyloxy)phenyl]propan-2-yl]phenyl] 2-methylprop-2-enoate982O8255NECHEBI:34579(4-(2-(4-(2-methylprop-2-enoyloxy)phenyl)propan-2-yl)phenyl) 2-methylprop-2-enoateRefChem:569549221-846-9Propane-2,2-diylbis(4,1-phenylene) bis(2-methylacrylate)
Show more names
Bisvinyl ALABOTEST-BB LT00159559BISPHENOL A DIMETHACRYLBisphenol A dimethacrylate,95%BISPHENOL ''A'' DIMETHACRYLATEBisphenol A dimethacrylate ,98%2,2-BIS(4-METHACRYLOXYPHENYL)PROPANE
MFCD000085854,4'-Isopropylidenediphenyl dimethacrylate2-Propenoic acid, 2-methyl-, (1-methylethylidene)di-4,1-phenylene esterBisphenol A Dimethyl Acrylate2,2-propanediyldi-4,1-phenylene bis(2-methylacrylate)Bisphenol-A-dimethacrylate (BisDMA)(Propane-2,2-diyl)di(4,1-phenylene) bis(2-methylprop-2-enoate)4-(2-{4-[(2-methylprop-2-enoyl)oxy]phenyl}propan-2-yl)phenyl 2-methylprop-2-enoate

Properties

Computed structural properties

XLogP
6.2
Topological polar surface area
52.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
8
Heavy atoms
27
Formal charge
0
Complexity
523

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point
72 · 72-74 °C(lit.)
Boiling point
455.62 °C · 455.62°C (rough estimate)
Density
1.1096 · 1.1096 (rough estimate)
refractive index
1.6 · 1.6000 (estimate)
storage temp.
2 · 2-8°C
solubility
soluble in Methanol
form
powder to crystal
color
White to Almost white
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
InChIKey
QUZSUMLPWDHKCJ-UHFFFAOYSA-N
SMILES
CC(=C)C(=O)Oc1ccc(cc1)C(C)(C)c2ccc(OC(=O)C(C)=C)cc2
CAS DataBase Reference

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: 2-Propenoic acid, 2-methyl-, 1,1′-[(1-methylethylidene)di-4,1-phenylene] ester

2-Propenoic acid, 2-methyl-, (1-methylethylidene)di-4,1-phenylene ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
2916.14.2050
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36-28
Storage Class
11 - Combustible Solids

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propenoic acid, 2-methyl-, 1,1'-[(1-methylethylidene)di-4,1-phenylene] ester: ACTIVE

Applications

Uses2,2-bis(4-Methacryloxy)phenyl)propane is used in dental restorative composite and adhesive materials.

Upstream & downstream products

Upstream raw materials

AcetonePhenolTetrahydrofuranEthyl acetateThionyl chloridePetroleum etherMagnesium3-Chloro-2-methylpropene

Additional notes

DefinitionChEBI: A bisphenol that is bisphenol A condensed with two molecules of methacrylic acid.

Related reactions

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Compound notes

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Database identifiers

CAS
3253-39-2
PubChem CID
76739
DTXSID
DTXSID80863135
ChEBI
CHEBI:34579
UNII
982O8255NE
EC Number
221-846-9
Nikkaji
J208.649B
3253 · 3253-39-2(CAS DataBase Reference)
FDA UNII
982 O8255NE · 982O8255NE
EPA Substance Registry System
Bisphenol A dimethacrylate (3253-39-2)
UNSPSC Code
12162002 · 12162002
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36-28
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
2916.14 · 2916.14.2050
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
target organs
Respiratory system
Hazard statements
H315-H319-H335
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P271-P280-P302+P352-P305+P351+P338