Description

2,4-Dibromoanisole (CAS No. 21702-84-1) is a high-purity aromatic brominated compound with the molecular formula C₇H₆Br₂O. This crystalline solid, also known as 2,4-dibromo-1-methoxybenzene, is widely utilized in organic synthesis, pharmaceutical research, and material science due to its versatile reactivity. Its distinct bromine substitution pattern at the 2- and 4-positions of the methoxybenzene ring makes it a valuable intermediate for cross-coupling reactions, such as Suzuki or Heck couplings, as well as a precursor for advanced agrochemicals and specialty chemicals. Our product is rigorously tested for purity (typically ≥97% by GC) and is supplied in sealed packaging to ensure stability and longevity. Ideal for researchers requiring precise halogenated building blocks, 2,4-Dibromoanisole is a must-have for synthetic chemists exploring novel molecular architectures.

Properties

• CAS Number: 21702-84-1
• Complexity: 108
• IUPAC Name: 2,4-dibromo-1-methoxy-benzene
• InChI: InChI=1S/C7H6Br2O/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3
• InChI Key: XGXUGXPKRBQINS-UHFFFAOYSA-N
• Exact Mass: 265.87649
• Molecular Formula: C7H6Br2O
• Molecular Weight: 265.93
• SMILES: COC1=C(C=C(C=C1)Br)Br
• Topological: 9.2
• Monoisotopic Mass: 263.87854
• Synonyms: 2,4-DIBROMOANISOLE, 21702-84-1, EINECS 244-536-5, 244-536-5, 2,4-Dibromo-1-methoxybenzene, Benzene, 2,4-dibromo-1-methoxy-, MFCD00000079, 2,4-dibromanisole, 2,4-dibromo-1-methoxy-benzene, Maybridge1_003667, Anisole, 2,4-dibromo-, KEL2VE23DC, SCHEMBL811943, SCHEMBL4803930, SCHEMBL6286491, DTXSID2074827, SCHEMBL28536056, HMS551O15, XGXUGXPKRBQINS-UHFFFAOYSA-, 2,4-Dibromo-1-methoxybenzene #, STL355307, AKOS008717166, CCG-244156, CS-W012434, FD70801, AS-59447, SY048705, DB-066606, D1863, NS00009711, ST50307121, D89938, EN300-1261488, Q209197, InChI=1/C7H6Br2O/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

Application

2,4-Dibromoanisole serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and liquid crystals. Its bromine atoms enable efficient palladium-catalyzed cross-coupling reactions for constructing complex organic molecules. Researchers also employ it in the development of flame retardants and as a standard in analytical chemistry for method validation. Its methoxy group further enhances reactivity in electrophilic aromatic substitution reactions.

Safety and Hazards

GHS Hazard Statements

• H302 (71.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (28.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (71.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (28.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (27.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H411 (71.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (71.7%)
• Skin Irrit. 2 (28.3%)
• Skin Sens. 1 (71.7%)
• Eye Irrit. 2 (28.3%)
• STOT SE 3 (27.6%)
• Aquatic Chronic 2 (71.7%)

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