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B75409

9-Bromophenanthrene

Name: 9-Bromophenanthrene
Brand: ALDRICH

96%

Synonym(s):

9-Phenanthryl bromide

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₉Br

CAS Number:

573-17-1

Molecular Weight:

257.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24892005

EC Number:

209-351-6

Beilstein/REAXYS Number:

1869927

MDL number:

MFCD00001174

Assay:

96%

Form:

powder

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Properties

Quality Level

100

assay

96%

form

powder

bp

180-190 °C/2 mmHg (lit.)

mp

60-64 °C (lit.)

SMILES string

Brc1cc2ccccc2c3ccccc13

InChI

1S/C14H9Br/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9H

InChI key

RSQXKVWKJVUZDG-UHFFFAOYSA-N

Description

General description

9-bromophenanthrene is a versatile halogenated organic compound that can be used as a reagent in various reactions such as Friedel-Crafts reaction and the Diels-Alder reaction. It is also used as a precursor for the synthesis of 9-bromoanthracene, 9-bromophenanthroline, and 9-bromophenanthridine.

Application

9-bromophenanthrene can be used as a building block in the synthesis of N-heterocyclic-carbene complexes via Suzuki−Miyaura cross-coupling reaction with aryl boronic acids.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Aryne cycloaddition reactions in the synthesis of large polycyclic aromatic compounds

Perez, et al,

European Journal of Organic Chemistry, 2013, 5981-6013 (2013)

Diels-Alder Addition of N, N-Diethyl-1, 3-butadienylamine to Dehydroaromatic Intermediates Generated from Some Haloaromatics (Commemoration Issue Dedicated to Professor Tatsuo Yamamoto on the Occasion of his Retirement)

Tanimoto

Bulletin of the Institute of Maritime and Tropical Medicine in Gdynia, 58, 289-292 (1980)

N-heterocyclic-carbene complexes readily prepared from di-$\mu$-hydroxopalladacycles catalyze the Suzuki arylation of 9-bromophenanthrene

Serrano, et al.

Organometallics, 34, 522-533 (2005)

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Global Trade Item Number

SKU	GTIN
B75409-100G	04061838352699
B75409-25G	04061833441923
B75409-10G	04061832675305