Description
2-Bromotriphenylene (CAS No. 19111-87-6) is a high-purity brominated polycyclic aromatic hydrocarbon (PAH) with the molecular formula C18H11Br. This compound is a valuable synthetic intermediate in organic chemistry and materials science, particularly in the development of organic semiconductors, liquid crystals, and fluorescent dyes. Its rigid, planar triphenylene core functionalized with a bromine atom at the 2-position enables versatile cross-coupling reactions, such as Suzuki or Stille couplings, for the construction of extended π-conjugated systems. Suitable for researchers in academia and industry, our 2-Bromotriphenylene is rigorously characterized by HPLC, GC/MS, and 1H/13C NMR to ensure ≥98% purity. Packaged under inert gas to prevent degradation, it is ideal for optoelectronic applications, supramolecular chemistry, and as a precursor for metal-organic frameworks (MOFs).
Properties
- CAS Number: 19111-87-6
- Complexity: 326
- IUPAC Name: 2-bromotriphenylene
- InChI: InChI=1S/C18H11Br/c19-12-9-10-17-15-7-2-1-5-13(15)14-6-3-4-8-16(14)18(17)11-12/h1-11H
- InChI Key: GEDOYYDMCZUHNW-UHFFFAOYSA-N
- Exact Mass: 306.00441
- Molecular Formula: C18H11Br
- Molecular Weight: 307.2
- SMILES: C1=CC=C2C(=C1)C3=C(C=C(C=C3)Br)C4=CC=CC=C24
- Monoisotopic Mass: 306.00441
- Synonyms: 2-BROMOTRIPHENYLENE, 19111-87-6, DTXSID20593308, DTXCID20544072, 807-972-2, 2-Bromobenzo[9,10]phenanthrene, Triphenylene, 2-bromo-, 2-Bromo-triphenylene, MFCD16659043, SCHEMBL312606, BCP19007, CX1034, AKOS015899578, CS-W021630, DS-6344, SY019512, DB-050454, B4442
Application
2-Bromotriphenylene serves as a key building block in the synthesis of organic electronic materials, including OLEDs and OFETs, due to its electron-deficient aromatic system. It is also employed in the preparation of discotic liquid crystals for self-assembling nanostructures and charge transport layers. Researchers utilize this compound in palladium-catalyzed cross-coupling reactions to create extended aromatic systems for photovoltaic and sensing applications.
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]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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