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Merck
CN

B58407

4-Bromobenzonitrile

99%

Synonym(s):

1-Bromo-4-benzonitrile, 1-Bromo-4-cyanobenzene, 1-Cyano-4-bromobenzene, 4-Bromocyanobenzene, 4-Bromophenyl cyanide, 4-Bromophenylcarbonitrile

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About This Item

Linear Formula:
BrC6H4CN
CAS Number:
623-00-7
Molecular Weight:
182.02
Beilstein:
2041518
EC Number:
210-764-9
MDL number:
MFCD00001811
UNSPSC Code:
12352100
PubChem Substance ID:
24891868
NACRES:
NA.22

Key Documents

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Quality Level

200

Assay

99%

form

solid

bp

235-237 °C (lit.)

mp

110-115 °C (lit.)

SMILES string

Brc1ccc(cc1)C#N

InChI

1S/C7H4BrN/c8-7-3-1-6(5-9)2-4-7/h1-4H

InChI key

HQSCPPCMBMFJJN-UHFFFAOYSA-N

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Application

4-Bromobenzonitrile has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction. It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312,H319,H412

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ6962
STBJ3002
STBG4003V
STBB8572V
STBF8351V

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Photo-induced iodination of aryl halides under very mild conditions.
Li L
Nature Protocols, 11(10), 1948-1948 (2016)
Magnetic nanoparticle?tethered Schiff base?palladium (II): Highly active and reusable heterogeneous catalyst for Suzuki?Miyaura cross?coupling and reduction of nitroarenes in aqueous medium at room temperature.
Manjunatha K
Applied Organometallic Chemistry (2018)
Takato Mitsudome et al.
Chemical science, 11(26), 6682-6689 (2020-09-22)
The study of metal phosphide catalysts for organic synthesis is rare. We present, for the first time, a well-defined nano-cobalt phosphide (nano-Co2P) that can serve as a new class of catalysts for the hydrogenation of nitriles to primary amines. While
A new air and moisture stable robust bio?polymer based palladium catalyst for highly efficient synthesis of biaryl compounds.
Baran T
Applied Organometallic Chemistry, 32(2) (2018)
Luca Quattrini et al.
Scientific reports, 9(1), 9943-9943 (2019-07-11)
Melanoma is the most serious form of skin cancer but its medication is still far from being safe and thoroughly effective. The search of novel therapeutic approaches represents therefore a health emergency to push through eagerly. In this study, we
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