Description
2,4-Dibromo-1-fluorobenzene (CAS No. 1435-53-6) is a high-purity halogenated aromatic compound with the molecular formula C6H3Br2F. This organofluorine building block features two bromine substituents at the 2- and 4-positions and a fluorine at the 1-position of the benzene ring, offering unique reactivity for electrophilic aromatic substitution and metal-catalyzed coupling reactions. Provided as a crystalline solid with ≥98% purity (GC), it is ideal for pharmaceutical intermediates, agrochemical synthesis, and materials science research. Packaged under inert gas in amber glass vials to ensure stability, this compound is characterized by 1H/13C NMR, GC-MS, and elemental analysis. Handle with appropriate PPE in well-ventilated areas due to halogenated compound hazards.
Properties
- CAS Number: 1435-53-6
- Complexity: 97.1
- IUPAC Name: 2,4-dibromo-1-fluoro-benzene
- InChI: InChI=1S/C6H3Br2F/c7-4-1-2-6(9)5(8)3-4/h1-3H
- InChI Key: MKHDDTWHDFVYDQ-UHFFFAOYSA-N
- Exact Mass: 253.85650
- Molecular Formula: C6H3Br2F
- Molecular Weight: 253.89
- SMILES: C1=CC(=C(C=C1Br)Br)F
- Monoisotopic Mass: 251.85855
- Synonyms: 2,4-Dibromo-1-fluorobenzene, 1435-53-6, EINECS 215-860-4, DTXSID70162447, NSC 88308, DTXCID5084938, 215-860-4, 1,3-Dibromo-4-fluorobenzene, 2,4-DIBROMOFLUOROBENZENE, 1-Fluoro-2,4-dibromobenzene, Benzene, 2,4-dibromo-1-fluoro-, MFCD00000283, 8Q9HP36PKV, NSC-88308, 2,4-dibromo-1-fluoro-benzene, NSC88308, UNII-8Q9HP36PKV, NCIOpen2_005346, Benzene,4-dibromo-1-fluoro-, SCHEMBL321812, SCHEMBL23531196, SBB101338, 2,4-Dibromo-1-fluorobenzene, 90%, AKOS005762928, AC-9699, CS-W010191, AS-14421, SY038233, DB-042694, D3489, NS00044653, ST50408614, EN300-53154, A20822, 2,4-Dibromo-1-fluorobenzene, technical grade, 70%, InChI=1/C6H3Br2F/c7-4-1-2-6(9)5(8)3-4/h1-3, Benzene, 2,4-dibromo-1-fluoro-;1,3-Dibromo-4-fluorobenzene, tech;1,3-Dibromo-4-fluorobenzene
Application
2,4-Dibromo-1-fluorobenzene serves as a versatile precursor in Suzuki-Miyaura and Ullmann coupling reactions to synthesize biaryl compounds for liquid crystal materials. Its electron-deficient aromatic ring facilitates nucleophilic substitution in pharmaceutical intermediates, particularly for fluorinated drug candidates. Researchers also employ it as a scaffold for developing flame retardants and halogenated organic semiconductors.
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 (97.8%): 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 (97.8%)
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