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B73104

1-Bromonaphthalene

Name: 1-Bromonaphthalene
Brand: ALDRICH

97%

Synonym(s):

1-Naphthyl bromide

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₇Br

CAS Number:

90-11-9

Molecular Weight:

207.07

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24891985

EC Number:

201-965-2

Beilstein/REAXYS Number:

1906414

MDL number:

MFCD00003868

Assay:

97%

Form:

liquid

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Properties

Quality Level

200

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.

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pictograms

GHS07,GHS09

signalword

Warning

hcodes

H302,H319,H410

pcodes

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

10 - Combustible liquids

wgk

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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Exploring the selectivity of the Suzuki-Miyaura cross-coupling reaction in the synthesis of arylnaphthalenes

Lima CFRAC, et al.

Tetrahedron, 67(4), 689-697 (2011)

Microwave-accelerated Suzuki-Miyaura coupling reactions using potassium aryltrifluoroborates

Harker RL and Crouch RD

Synthesis, 2007(01), 25-27 (2007)

High efficiency of cavity-based triaryl-phosphines in nickel-catalysed Kumada-Tamao-Corriu cross-coupling

Monnereau L, et al.

Chemical Communications (Cambridge, England), 47(23), 6626-6628 (2011)

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Global Trade Item Number

SKU	GTIN
B73104-100G	04061833441732
B73104-5G	04061833441756
B73104-500G	04061833441749