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B73104

Sigma-Aldrich

1-Bromonaphthalene

97%

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Synonym(s):
1-Naphthyl bromide
Empirical Formula (Hill Notation):
C10H7Br
CAS Number:
Molecular Weight:
207.07
Beilstein/REAXYS Number:
1906414
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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