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Merck
CN

B75409

9-溴菲

96%

别名:

9-Phenanthryl bromide

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关于此项目

经验公式(希尔记法):
C14H9Br
化学文摘社编号:
分子量:
257.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-351-6
Beilstein/REAXYS Number:
1869927
MDL number:
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产品名称

9-溴菲, 96%

InChI key

RSQXKVWKJVUZDG-UHFFFAOYSA-N

InChI

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

SMILES string

Brc1cc2ccccc2c3ccccc13

assay

96%

form

powder

bp

180-190 °C/2 mmHg (lit.)

mp

60-64 °C (lit.)

Quality Level

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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.

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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

Lot/Batch Number

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Long Zhao et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 20(6), 791-797 (2019-02-03)
For the last decades, the hydrogen-abstraction-acetylene-addition (HACA) mechanism has been widely invoked to rationalize the high-temperature synthesis of PAHs as detected in carbonaceous meteorites (CM) and proposed to exist in the interstellar medium (ISM). By unravelling the chemistry of the
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)
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)
Synthesis of 9, 9?-biphenanthryl-10, 10?-bis (oxazoline) s and their preliminary evaluations in the Friedel-Crafts alkylations of indoles with nitroalkenes
Lin S, et al.
Tetrahedron, 65, 1010-1016 (2009)

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