Description

1H-Pyrrole-2,5-dione, 1,1′-(methylenebis(2-ethyl-6-methyl-4,1-phenylene))bis- (CAS No. 105391-33-1) is a high-purity bismaleimide compound with the molecular formula C₂₇H₂₆N₂O₄. This specialized chemical features a unique molecular structure comprising two maleimide functional groups linked via a methylene-bridged bis(2-ethyl-6-methyl-4,1-phenylene) backbone. The compound is particularly valuable in advanced polymer chemistry and materials science applications due to its dual reactive sites, which enable crosslinking and polymerization reactions. With a systematic IUPAC name of 1-[4-[[4-(2,5-dioxopyrrol-1-yl)-3-ethyl-5-methylphenyl]methyl]-2-ethyl-6-methylphenyl]pyrrole-2,5-dione, this product is supplied as a fine powder or crystalline solid with documented high thermal stability. It is ideal for researchers developing high-performance thermosetting resins, adhesives, or composite materials requiring enhanced mechanical and thermal properties. Strict quality control ensures batch-to-batch consistency for reliable experimental results.

Properties

• CAS Number: 105391-33-1
• Complexity: 771
• IUPAC Name: 1-[4-[[4-(2,5-dioxopyrrol-1-yl)-3-ethyl-5-methyl-phenyl]methyl]-2-ethyl-6-methyl-phenyl]pyrrole-2,5-dione
• InChI: InChI=1S/C27H26N2O4/c1-5-20-14-18(11-16(3)26(20)28-22(30)7-8-23(28)31)13-19-12-17(4)27(21(6-2)15-19)29-24(32)9-10-25(29)33/h7-12,14-15H,5-6,13H2,1-4H3
• InChI Key: YNSSPVZNXLACMW-UHFFFAOYSA-N
• Exact Mass: 442.18925731
• Molecular Formula: C27H26N2O4
• Molecular Weight: 442.5
• SMILES: CCC1=C(C(=CC(=C1)CC2=CC(=C(C(=C2)C)N3C(=O)C=CC3=O)CC)C)N4C(=O)C=CC4=O
• Topological: 74.8
• Monoisotopic Mass: 442.18925731
• Synonyms: Bis(3-ethyl-5-methyl-4-maleimidophenyl)methane, DTXSID6073027, 1H-Pyrrole-2,5-dione, 1,1′-(methylenebis(2-ethyl-6-methyl-4,1-phenylene))bis-, 1H-Pyrrole-2,5-dione, 1,1′-[methylenebis(2-ethyl-6-methyl-4,1-phenylene)]bis-, DTXCID9032953, 424-600-0, 105391-33-1, Methylenebis(3-ethyl-5-methyl-4-maleimidobenzene), 1,1′-(Methylenebis(2-ethyl-6-methyl-4,1-phenylene))bis(1H-pyrrole-2,5-dione), 1-[4-[[4-(2,5-dioxopyrrol-1-yl)-3-ethyl-5-methylphenyl]methyl]-2-ethyl-6-methylphenyl]pyrrole-2,5-dione, 1-(4-{[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-ethyl-5-methylphenyl]methyl}-2-ethyl-6-methylphenyl)-2,5-dihydro-1H-pyrrole-2,5-dione, MFCD20926792, SCHEMBL184912, SCHEMBL23533450, YNSSPVZNXLACMW-UHFFFAOYSA-N, AKOS015838499, AS-0780, B1971, NS00021473, D88881

Application

This bismaleimide derivative serves as a critical building block in the synthesis of high-temperature resistant polymers and advanced composite materials. Researchers utilize it to develop thermoset resins with exceptional thermal stability for aerospace and electronics applications. The compound’s dual maleimide functionality enables crosslinking reactions that enhance mechanical strength and chemical resistance in cured polymer networks. It is particularly valuable in formulating high-performance adhesives and encapsulants for extreme environments. Additionally, scientists explore its potential in creating specialized coatings and fiber-reinforced composites requiring superior heat resistance.

Safety and Hazards

GHS Hazard Statements

• H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P273, P391, and P501

Hazard Classes and Categories

• Aquatic Acute 1 (100%)
• Aquatic Chronic 1 (100%)

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