| Boiling Point | 282 °C (atmospheric, existing Sarchem spec); 133–134 °C at 10 mmHg (reduced pressure, consistent — not a discrepancy) |
| Melting Point | -2 to -1 °C (lit.) |
| Density | 1.48 g/mL at 20 °C (lit.) |
| Flash Point | 110 °C, closed cup |
| Color | Yellow |
| Formula Weight | 207.07 |
| Physical Form | Clear liquid |
| Chemical Name or Material | 1-Bromonaphthalene |
| SMILES String | `Brc1cccc2ccccc12` |
| Beilstein | 1906414 |
| Refractive Index | n20/D 1.6570 (lit.) |
| Assay | 97% |
| CAS Number | 90-11-9 |
| EC Number | 201-965-2 |
| Molecular Weight (Mw) | 207.07 g/mol |
| Empirical Formula | C10H7Br |
| Key Functional Groups | Bromo |
| NACRES | NA.22 |
| PubChem Substance ID | 24891985 |
| UNSPSC Code | 12352100 |
| MDL Number | MFCD00003868 |
| Quality Segment | 200 |
| InChI | `1S/C10H7Br/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H` |
| InChI Key | DLKQHBOKULLWDQ-UHFFFAOYSA-N |
1-Bromonaphthalene is a brominated derivative of naphthalene, with a single bromine atom substituted at the 1-position of the fused bicyclic aromatic ring system. That carbon–bromine bond is the molecule’s key reactive feature: it is readily activated by palladium and nickel catalysts in cross-coupling reactions, letting chemists replace the bromine with a wide range of other carbon-based groups to build more complex aromatic structures. Supplied by Sarchem Labs as a clear, yellow-tinted liquid at 97% assay, it has a low melting point (around -2 °C) and a high boiling point (282 °C at atmospheric pressure), making it easy to handle as a liquid across typical laboratory temperature ranges.
1-Bromonaphthalene’s primary role in the lab is as an aryl-halide coupling partner in palladium- and nickel-catalyzed cross-coupling reactions, most notably Suzuki-Miyaura couplings with aryltrifluoroborates and arylboronic acids, and Kumada-Tamao-Corriu couplings with Grignard reagents like phenylmagnesium bromide. These reactions let chemists efficiently build biaryl and extended polycyclic aromatic structures, including indeno-annelated polycyclic aromatic hydrocarbons prepared via Suzuki-Heck type coupling sequences, and arylnaphthalene compounds used in materials and pharmaceutical chemistry research.
Given its Aquatic Acute/Chronic Category 1 classification, take particular care to prevent any release of this material into drains, soil, or waterways.
