Description

4,4′-Dibromoazobenzene (CAS No. 1601-98-5) is a high-purity organic compound with the molecular formula C₁₂H₈Br₂N₂, and IUPAC name bis(4-bromophenyl)diazene. This orange to red crystalline solid is a brominated derivative of azobenzene, widely utilized in advanced materials research, photochemistry, and organic synthesis. Its unique molecular structure, featuring two bromine atoms at the para positions of the phenyl rings, enhances its reactivity and utility in cross-coupling reactions, polymerization initiators, and as a photoswitchable compound. Suitable for academic, industrial, and pharmaceutical research, our product is rigorously tested for purity and stability, ensuring optimal performance in sensitive applications. Available in various quantities with detailed technical documentation, including NMR, HPLC, and MSDS.

Properties

• CAS Number: 1601-98-5
• Complexity: 205
• IUPAC Name: bis(4-bromophenyl)diazene
• InChI: InChI=1S/C12H8Br2N2/c13-9-1-5-11(6-2-9)15-16-12-7-3-10(14)4-8-12/h1-8H
• InChI Key: LTPLLZWVPBTAMH-UHFFFAOYSA-N
• Exact Mass: 339.90337
• Molecular Formula: C12H8Br2N2
• Molecular Weight: 340.01
• SMILES: C1=CC(=CC=C1N=NC2=CC=C(C=C2)Br)Br
• Topological: 24.7
• Monoisotopic Mass: 337.90542
• Synonyms: 1601-98-5, 4,4′-Dibromoazobenzene, 4,4′-DIBROMO-AZOBENZENE, DTXSID701314439, DTXCID001744237, 662-094-5, 1,2-Bis(4-bromophenyl)diazene, bis(4-bromophenyl)diazene, Diazene, 1,2-bis(4-bromophenyl)-, Azobenzene, 4,4′-dibromo-, Diazene, bis(4-bromophenyl)-, Diazene,1,2-bis(4-bromophenyl)-, MFCD00161143, (E)-1,2-Bis(4-bromophenyl)diazene, 10473-06-0, NSC86486, p,p’-Dibromoazobenzene, 4,4′-Dibromazobenzen, Azobenzene,4′-dibromo-, trans-p,p-dibromoazobenzene, 4,4a(2)-Dibromoazobenzene, NCIOpen2_009582, YSWG213, SCHEMBL11691771, SCHEMBL11691780, SCHEMBL11809149, LTPLLZWVPBTAMH-FOCLMDBBSA-N, NSC 86486, NSC-86486, AKOS016031516, AKOS032960937, (E)-BIS(4-BROMOPHENYL)DIAZENE, (E)-1,2-Bis(4-bromophenyl)diazene #, AS-61198, SY273080, CS-0146346, 10.14272/LTPLLZWVPBTAMH-FOCLMDBBSA-N, D81011, doi:10.14272/LTPLLZWVPBTAMH-FOCLMDBBSA-N

Application

4,4′-Dibromoazobenzene is primarily employed as a key intermediate in the synthesis of advanced organic materials, including liquid crystals and photoresponsive polymers. Its photoswitchable properties make it valuable in optoelectronic devices and light-controlled molecular systems. Researchers also utilize it in Suzuki-Miyaura cross-coupling reactions to construct complex aromatic frameworks. Additionally, it serves as a precursor for dyes and pigments in material science applications.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
• H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P318, P330, P337+P317, P391, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Eye Irrit. 2 (100%)
• Carc. 2 (100%)
• Aquatic Acute 1 (100%)
• Aquatic Chronic 1 (100%)

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