Description

3,5-Dibromoanisole (CAS No. 74137-36-3) is a high-purity aromatic compound with the molecular formula C₇H₆Br₂O, widely utilized in organic synthesis and pharmaceutical research. This halogenated anisole derivative features two bromine atoms at the 3 and 5 positions of the benzene ring, enhancing its reactivity in electrophilic substitution and coupling reactions. With a purity of 97%, it is an essential intermediate for synthesizing complex molecules, agrochemicals, and advanced materials. Its methoxy group further diversifies its applications in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Packaged under inert conditions to ensure stability, this product is ideal for researchers requiring precise and reproducible results in medicinal chemistry and material science.

Properties

• CAS Number: 74137-36-3
• Complexity: 97.8
• IUPAC Name: 1,3-dibromo-5-methoxy-benzene
• InChI: InChI=1S/C7H6Br2O/c1-10-7-3-5(8)2-6(9)4-7/h2-4H,1H3
• InChI Key: OQZAQBGJENJMHT-UHFFFAOYSA-N
• Exact Mass: 265.87649
• Molecular Formula: C7H6Br2O
• Molecular Weight: 265.93
• SMILES: COC1=CC(=CC(=C1)Br)Br
• Topological: 9.2
• Monoisotopic Mass: 263.87854
• Synonyms: 3,5-Dibromoanisole, 74137-36-3, 1,3-Dibromo-5-methoxybenzene, DTXSID20452264, DTXCID10403083, 625-375-3, MFCD02258848, 3,5-dibromanisole, 1,3-dibromo-5-methoxy-benzene, Benzene, 1,3-dibromo-5-methoxy-, 3,5-Dibromoanisole, 97%, SCHEMBL309832, SCHEMBL491265, 1.3-Dibromo-5-methoxybenzene, SCHEMBL1637775, SCHEMBL4802742, CL8596, AKOS015834288, AC-3780, CS-W007953, AS-15120, SY018763, DB-011114, D3364, EN300-119345, Q223005

3,5-Dibromoanisole serves as a versatile building block in organic synthesis, particularly in the preparation of pharmaceuticals and specialty chemicals. It is commonly employed in palladium-catalyzed cross-coupling reactions to construct biaryl structures. Researchers also utilize it in the development of liquid crystals and polymer additives due to its bromine-rich aromatic framework. Its stability under various reaction conditions makes it suitable for multi-step synthetic routes.

Safety and Hazards

GHS Hazard Statements

• H301 (97.7%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (97.7%)

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