B73104

1-Bromonaphthalene

97%

• Synonym(s): 1-Naphthyl bromide
• Empirical Formula (Hill Notation): C₁₀H₇Br
• CAS Number: 90-11-9
• Molecular Weight: 207.07
• Beilstein: 1906414
• EC Number: 201-965-2
• MDL number: MFCD00003868
• UNSPSC Code: 12352100
• PubChem Substance ID: 24891985
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.6570 (lit.)
• bp: 133-134 °C/10 mmHg (lit.)
• mp: −2-−1 °C (lit.)
• density: 1.48 g/mL at 20 °C (lit.)
• SMILES string: Brc1cccc2ccccc12
• InChI: 1S/C10H7Br/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
• InChI key: DLKQHBOKULLWDQ-UHFFFAOYSA-N

Description

General description

1-Bromonaphthalene serves as an intermediate for the synthesis of biaryl compounds via cross-coupling reactions.

Application

1-Bromonaphthalene is a bromoarene that can be used in:

• Palladium-catalyzed Suzuki–Miyaura coupling reaction with potassium aryltrifluoroborates without the use of phase-transfer catalysts or phosphine ligands.
• The preparation of indeno annelated polycyclic aromatic hydrocarbons by reacting with o-bromobenzeneboronic acid and oligocyclic bromoarenes via Suzuki-Heck type coupling.
• Ni catalyzed Kumada–Tamao–Corriu cross-coupling reaction with PhMgBr.
• The preparation of arylnaphthalenes via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with aryl boronic acid.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302,H319,H410
• Precautionary Statements: P264 - P270 - P273 - P280 - P301 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 230.0 °F - closed cup
• Flash Point(C): 110 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves