Description

6-Glycidyloxynapht-1-yl oxymethyloxirane (CAS No. 27610-48-6) is a high-purity epoxy-functionalized naphthalene derivative with the molecular formula C₁₆H₁₆O₄. This compound, also known by its IUPAC name 2-[[5-(oxiran-2-ylmethoxy)naphthalen-2-yl]oxymethyl]oxirane, features two reactive glycidyl ether groups attached to a naphthalene backbone, making it an excellent crosslinking agent for advanced polymer synthesis. Its rigid aromatic structure enhances thermal stability and mechanical properties in cured epoxy resins. Ideal for research and industrial applications, this compound is supplied as a crystalline solid with >98% purity (HPLC), ensuring consistent performance in formulations. Store under inert conditions to maintain stability.

Properties

• CAS Number: 27610-48-6
• Complexity: 334
• IUPAC Name: 2-[[5-(oxiran-2-ylmethoxy)-2-naphthyl]oxymethyl]oxirane
• InChI: InChI=1S/C16H16O4/c1-2-11-6-12(17-7-13-8-18-13)4-5-15(11)16(3-1)20-10-14-9-19-14/h1-6,13-14H,7-10H2
• InChI Key: MEVBAGCIOOTPLF-UHFFFAOYSA-N
• Exact Mass: 272.10485899
• Molecular Formula: C16H16O4
• Molecular Weight: 272.29
• SMILES: C1C(O1)COC2=CC3=C(C=C2)C(=CC=C3)OCC4CO4
• Topological: 43.5
• Monoisotopic Mass: 272.10485899
• Synonyms: Oxirane, 2,2′-[1,6-naphthalenediylbis(oxymethylene)]bis-, 6-glycidyloxynapht-1-yl oxymethyloxirane, DTXSID80884906, EC 429-960-2, Oxirane, 2,2′-(1,6-naphthalenediylbis(oxymethylene))bis-, DTXCID501024325, 429-960-2, 27610-48-6, 1,6-bis(2,3-epoxypropoxy)naphthalene, 2-[[5-(oxiran-2-ylmethoxy)naphthalen-2-yl]oxymethyl]oxirane, 2-[({6-[(oxiran-2-yl)methoxy]naphthalen-1-yl}oxy)methyl]oxirane, Oxirane, 2,2′-[1,6-naphthalenediylbis(oxymethylene)]bis-, homopolymer, 1,6-bis(oxiran-2-ylmethoxy)naphthalene, 131406-13-8, SCHEMBL45820, MEVBAGCIOOTPLF-UHFFFAOYSA-N, MFCD00688174, SBB044921, AKOS000275095, AKOS016040953, DB-374689, ST50455506, 1,6-Bis(2,3-epoxypropan-1-yloxy)naphthalene, S11890, OXIRANE,2,2′-[1,6-NAPHTHALENEDIYLBIS(OXYMETHYLENE)]BIS-

Application

6-Glycidyloxynapht-1-yl oxymethyloxirane is primarily used as a bifunctional epoxy monomer for synthesizing high-performance thermosetting resins. It imparts superior heat resistance and mechanical strength to composites in aerospace and electronics applications. The compound also serves as a key intermediate in photoactive polymers for advanced lithography materials. Researchers utilize it to develop novel epoxy-amine networks with tailored glass transition temperatures.

Safety and Hazards

GHS Hazard Statements

• H312: Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315: Causes skin irritation [Warning Skin corrosion/irritation]
• H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
• H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]
• H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P261, P264, P272, P273, P280, P302+P352, P317, P318, P321, P332+P317, P333+P317, P362+P364, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (95.7%)
• Skin Irrit. 2 (100%)
• Skin Sens. 1 (100%)
• Eye Irrit. 2 (36.2%)
• Muta. 2 (93.6%)
• Aquatic Chronic 3 (95.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.