Description

4-Bromobenzyl methyl ether (CAS No. 1515-88-4) is a high-purity aromatic ether compound with the molecular formula C₈H₉BrO. This organic intermediate, also known as 1-bromo-4-(methoxymethyl)benzene, is widely utilized in synthetic chemistry and pharmaceutical research. The compound features a bromine substituent on the benzene ring, enhancing its reactivity in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig aminations. Its methoxymethyl group offers versatile functionalization potential, making it valuable for constructing complex molecular architectures. Supplied as a clear to pale-yellow liquid, it is rigorously tested for purity (typically ≥97% by GC) and stability under recommended storage conditions (2-8°C under inert atmosphere). Ideal for use in controlled environments by professional chemists, this product is packaged in amber glass vials with secure closures to ensure integrity during transit and handling.

Properties

• CAS Number: 1515-88-4
• Complexity: 87.3
• IUPAC Name: 1-bromo-4-(methoxymethyl)benzene
• InChI: InChI=1S/C8H9BrO/c1-10-6-7-2-4-8(9)5-3-7/h2-5H,6H2,1H3
• InChI Key: JIMMXGXOJQXOQA-UHFFFAOYSA-N
• Exact Mass: 199.98368
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.06
• SMILES: COCC1=CC=C(C=C1)Br
• Topological: 9.2
• Monoisotopic Mass: 199.98368
• Synonyms: 4-Bromobenzyl methyl ether, 625-449-5, 1-Bromo-4-(methoxymethyl)benzene, 1515-88-4, Benzene, 1-bromo-4-(methoxymethyl)-, MFCD09265134, p-methoxymethyl-bromobenzene, 4-(methoxymethyl)bromobenzene, SCHEMBL1995347, SCHEMBL4800547, SCHEMBL6245694, SCHEMBL26598408, DTXSID20506059, 4-Bromobenzyl methyl ether, 97%, (4-Bromophenyl)methyl methyl ether, 4-Bromobenzyl alcohol, methyl ether, AKOS010793496, BS-21538, DA-09977, SY068769, CS-0149213, EN300-122775, N10190

Application

4-Bromobenzyl methyl ether serves as a key intermediate in organic synthesis, particularly in palladium-catalyzed cross-coupling reactions to form biaryl structures. It is employed in pharmaceutical research for the development of active pharmaceutical ingredients (APIs) and ligand synthesis. The compound’s reactivity also makes it useful in material science for creating advanced polymers and liquid crystals.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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