Description

trans-3,6-Bis(4-acryloyloxybenzoyloxy)-1,4-dioxabicyclo[3.3.0]octane (CAS No. 256513-67-4) is a high-purity, specialty monomer designed for advanced polymer synthesis and photoresist applications. This compound features a rigid bicyclic dioxabicyclo[3.3.0]octane core functionalized with two 4-acryloyloxybenzoyloxy groups, offering exceptional crosslinking potential and thermal stability. With the molecular formula C₂₆H₂₂O₁₀ and a precise IUPAC name of [(3S,3aR,6R,6aR)-6-(4-prop-2-enoyloxybenzoyl)oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 4-prop-2-enoyloxybenzoate, it is ideal for UV-curable coatings, adhesives, and high-performance resins. Its trans-configuration ensures consistent reactivity, making it a preferred choice for researchers developing next-generation materials with tailored mechanical and optical properties. Packaged under inert conditions to maintain stability.

Properties

• CAS Number: 256513-67-4
• Complexity: 783
• IUPAC Name: [(3S,3aR,6R,6aR)-6-(4-prop-2-enoyloxybenzoyl)oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 4-prop-2-enoyloxybenzoate
• InChI: InChI=1S/C26H22O10/c1-3-21(27)33-17-9-5-15(6-10-17)25(29)35-19-13-31-24-20(14-32-23(19)24)36-26(30)16-7-11-18(12-8-16)34-22(28)4-2/h3-12,19-20,23-24H,1-2,13-14H2/t19-,20+,23-,24-/m1/s1
• InChI Key: AMMHWOTZCWPBBR-WNXIRNOKSA-N
• Exact Mass: 494.12129689
• Molecular Formula: C26H22O10
• Molecular Weight: 494.4
• SMILES: C=CC(=O)OC1=CC=C(C=C1)C(=O)O[C@@H]2CO[C@H]3[C@@H]2OC[C@@H]3OC(=O)C4=CC=C(C=C4)OC(=O)C=C
• Topological: 124
• Monoisotopic Mass: 494.12129689
• Synonyms: 256513-67-4, trans-3,6-Bis(4-acryloyloxybenzoyloxy)-1,4-dioxabicyclo(3.3.0)octane, trans-3,6-Bis(4-acryloyloxybenzoyloxy)-1,4-dioxabicyclo[3.3.0]octane, 694-850-5, SCHEMBL5571048, (3R,3AR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diyl bis(4-(acryloyloxy)benzoate)

Application

This monomer is widely used in photopolymerization for advanced optical materials, including holographic films and microlens arrays. Its bifunctional acrylate groups enable high crosslink density in UV-curable resins, enhancing hardness and chemical resistance. Researchers also employ it in lithographic processes for microelectronics due to its precise reactivity and low shrinkage upon curing.

Safety and Hazards

GHS Hazard Statements

• H317 (50%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H413 (50%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501

Hazard Classes and Categories

• Skin Sens. 1 (50%)
• Aquatic Chronic 4 (50%)

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