Description

2-(4-Bromophenoxy)tetrahydro-2H-pyran (CAS No. 36603-49-3) is a high-purity brominated organic compound with the molecular formula C₁₁H₁₃BrO₂. This versatile intermediate features a tetrahydropyran ring ether-linked to a 4-bromophenyl group, making it valuable for synthetic organic chemistry applications. The compound is supplied as a clear to pale-yellow liquid or low-melting solid with a purity of ≥95% (GC). Its unique structure allows for further functionalization via bromine substitution or ring-opening reactions. Ideal for pharmaceutical research, materials science, and agrochemical development, this product is rigorously tested for quality and consistency. Store under inert atmosphere at 2-8°C to maintain stability.

Properties

• CAS Number: 36603-49-3
• Complexity: 167
• IUPAC Name: 2-(4-bromophenoxy)tetrahydropyran
• InChI: InChI=1S/C11H13BrO2/c12-9-4-6-10(7-5-9)14-11-3-1-2-8-13-11/h4-7,11H,1-3,8H2
• InChI Key: MXDQGXMBJCGRCB-UHFFFAOYSA-N
• Exact Mass: 256.00989
• Molecular Formula: C11H13BrO2
• Molecular Weight: 257.12
• SMILES: C1CCOC(C1)OC2=CC=C(C=C2)Br
• Topological: 18.5
• Monoisotopic Mass: 256.00989
• Synonyms: 2-(4-Bromophenoxy)tetrahydro-2H-pyran, 36603-49-3, 2-(4-Bromophenoxy)tetrahydropyran, 2-(4-bromophenoxy)oxane, 2H-Pyran, 2-(4-bromophenoxy)tetrahydro-, MFCD00091551, SCHEMBL5897, Bromophenoxy)tetrahydro-2H-pyran, DTXSID40405217, 2-(4-bromophenoxy) tetrahydropyran, 2-(4-bromophenoxy)-tetrahydropyran, 2-(4-Bromo-phenoxy)-tetrahydropyran, AKOS005254799, CS-W020167, 2-(4-Bromophenoxy)-tetrahydro-2H-pyran, 2-(4-Bromophenoxyl)tetrahydro-2H-pyran, 4-Bromo-1-(2-tetrahydropyranoxy)benzene, p-(2-tetrahydropyranyloxy)phenyl bromide, AS-19861, SY066306, 4-(tetrahydropyran-2-yloxy)-1-bromobenzene, ST51038473, 2-(4-Bromophenoxy)tetrahydro-2H-pyran, 98%, H10126, 1-bromo-4-(tetrahydro-2H-pyran-2-yloxy)benzene, 1-(2H-3,4,5,6-tetrahydropyran-2-yloxy)-4-bromobenzene, InChI=1/C11H13BrO2/c12-9-4-6-10(7-5-9)14-11-3-1-2-8-13-11/h4-7,11H,1-3,8H

Application

2-(4-Bromophenoxy)tetrahydro-2H-pyran serves as a key building block in organic synthesis, particularly in the preparation of complex ethers and pharmaceutical intermediates. Researchers utilize this compound in palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura couplings) due to its reactive bromine substituent. The tetrahydropyran moiety offers protection for hydroxyl groups during multi-step syntheses. It’s also employed in materials science for developing novel liquid crystals and polymer precursors.

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