Description

(6-Bromonaphthalen-2-yl) 4-methylbenzenesulfonate (CAS No. 411219-20-0) is a high-purity organic sulfonate ester with the molecular formula C₁₇H₁₃BrO₃S. This compound features a brominated naphthalene core coupled with a toluenesulfonate ester group, making it a versatile intermediate for synthetic organic chemistry and materials science applications. With a molecular weight of 377.25 g/mol, it is supplied as a crystalline solid with >95% purity (HPLC), ensuring consistency for research and industrial use. Ideal for Suzuki couplings, cross-coupling reactions, and as a precursor for advanced organic electronic materials. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 411219-20-0
• Complexity: 465
• IUPAC Name: (6-bromo-2-naphthyl) 4-methylbenzenesulfonate
• InChI: InChI=1S/C17H13BrO3S/c1-12-2-8-17(9-3-12)22(19,20)21-16-7-5-13-10-15(18)6-4-14(13)11-16/h2-11H,1H3
• InChI Key: IEYWRKGKDIVORU-UHFFFAOYSA-N
• Exact Mass: 375.97688
• Molecular Formula: C17H13BrO3S
• Molecular Weight: 377.3
• SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC3=C(C=C2)C=C(C=C3)Br
• Topological: 51.8
• Monoisotopic Mass: 375.97688
• Synonyms: 6-bromo-2-naphthyl4-methylbenzenesulfonate, (6-bromonaphthalen-2-yl) 4-methylbenzenesulfonate, AN-652/42476797, EN300-37153421, 6-bromonaphthalen-2-yl 4-methylbenzene-1-sulfonate, 411219-20-0

Application

This compound serves as a key intermediate in the synthesis of functionalized naphthalene derivatives for organic electronics and optoelectronic materials. It is widely used in palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura) to create complex aromatic systems. Researchers also employ it as a building block for liquid crystals and photoactive materials due to its planar conjugated structure and bromine reactivity.

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