B73104
1-Bromonaphthalene
97%
Synonym(s):
1-Naphthyl bromide
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About This Item
Empirical Formula (Hill Notation):
C10H7Br
CAS Number:
Molecular Weight:
207.07
Beilstein:
1906414
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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