Description

4,4′-Dibromobenzil (CAS No. 35578-47-3) is a high-purity organic compound with the molecular formula C₁₄H₈Br₂O₂, widely utilized in advanced chemical research and synthesis. Its IUPAC name, 1,2-bis(4-bromophenyl)ethane-1,2-dione, reflects its symmetrical dibrominated benzil structure, making it a valuable intermediate in the preparation of pharmaceuticals, ligands, and functional materials. This crystalline solid exhibits excellent stability under standard conditions, ensuring reliable performance in demanding applications. Each batch undergoes rigorous quality control, including HPLC and NMR analysis, to guarantee ≥98% purity. Suitable for use in cross-coupling reactions, photochemistry, and as a precursor for heterocyclic compounds, 4,4′-Dibromobenzil is packaged in amber glass vials to protect against light degradation. Store in a cool, dry environment to maintain optimal integrity.

Properties

• CAS Number: 35578-47-3
• Complexity: 282
• IUPAC Name: 1,2-bis(4-bromophenyl)ethane-1,2-dione
• InChI: InChI=1S/C14H8Br2O2/c15-11-5-1-9(2-6-11)13(17)14(18)10-3-7-12(16)8-4-10/h1-8H
• InChI Key: NYCBYBDDECLFPE-UHFFFAOYSA-N
• Exact Mass: 367.88706
• Molecular Formula: C14H8Br2O2
• Molecular Weight: 368.02
• SMILES: C1=CC(=CC=C1C(=O)C(=O)C2=CC=C(C=C2)Br)Br
• Topological: 34.1
• Monoisotopic Mass: 365.88910
• Synonyms: 4,4′-Dibromobenzil, 35578-47-3, p,p’-Dibromobenzil, Ethanedione, bis(4-bromophenyl)-, Bis(4-bromophenyl)ethanedione, Benzyl, 4,4′-dibromo-, O4TXV8A656, DTXSID2044925, 1,2-Ethanedione, 1,2-bis(4-bromophenyl)-, EINECS 252-628-1, NSC 74075, NSC-74075, 1,2-Bis(4-bromophenyl)-1,2-ethanedione, AI3-25040, BENZIL, 4,4′-DIBROMO, DTXCID0024925, 252-628-1, 1,2-bis(4-bromophenyl)ethane-1,2-dione, 4,4-dibromobenzil, MFCD00000104, 1,2-Bis-(4-bromo-phenyl)-ethane-1,2-dione, UNII-O4TXV8A656, C14H8Br2O2, NSC74075, bis(4-bromophenyl)ethane-1,2-dione, Benzyl,4′-dibromo-, 4,4′-dibromo-benzil, Benzil-based compound, 11, NCIOpen2_008898, SCHEMBL557285, CHEMBL193228, BDBM22733, Tox21_202826, SBB057336, STL268861, AKOS015916315, FD67078, NCGC00260372-01, AS-56839, BP-13418, PD119872, SY048467, 4,4′-Dibromobenzil, 90%, technical grade, CAS-35578-47-3, DB-048840, 1,2-Bis(4-bromophenyl)-1,2-ethanedione #, 4,4 inverted exclamation mark -Dibromobenzil, CS-0105334, D1979, NS00004921, ST50307862, N11918, Q27285328

Application

4,4′-Dibromobenzil serves as a key building block in organic synthesis, particularly in the preparation of brominated aromatic compounds and as a precursor for Suzuki-Miyaura cross-coupling reactions. Its diketone functionality enables its use in the development of photoactive materials and coordination chemistry. Researchers also employ it in the synthesis of advanced pharmaceutical intermediates and liquid crystal materials due to its rigid, planar structure.

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 (97.7%): 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 (97.7%)

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