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Merck
CN

B57400

4-Bromobenzaldehyde

ReagentPlus®, 99%

Synonym(s):

1-Bromo-4-formylbenzene, 4-Bromobenzaldehyde, 4-Bromobenzenealdehyde, 4-Formyl-1-bromobenzene, 4-Formylbromobenzene, 4-Formylphenyl bromide, p-Bromobenzaldehyde, p-Formylbromobenzene

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About This Item

Linear Formula:
BrC6H4CHO
CAS Number:
Molecular Weight:
185.02
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-365-0
Beilstein/REAXYS Number:
507100
MDL number:
Assay:
99%
Form:
crystals
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Quality Level

product line

ReagentPlus®

assay

99%

form

crystals

mp

55-58 °C (lit.)

SMILES string

[H]C(=O)c1ccc(Br)cc1

InChI

1S/C7H5BrO/c8-7-3-1-6(5-9)2-4-7/h1-5H

InChI key

ZRYZBQLXDKPBDU-UHFFFAOYSA-N

Application

4-Bromobenzaldehyde can be used as a reactant:
  • To synthesize vinyl esters by reacting with terminal alkynoates in the presence of triphenylphosphine catalyst.
  • In the palladium-catalyzed Mizoroki-Heck Cross-coupling reaction with styrene to synthesize arylated olefins.
  • In the Suzuki-Wittig reaction with formylphenylboronic acids to synthesize dimethyl biphenyl-diacrylates.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

228.2 °F - closed cup

flash_point_c

109 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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Articles

Effective in key synthesis reactions like Knoevenagel condensation, thalidomide synthesis, and Suzuki coupling for sustainable chemical transformations.


Tetrahedron Letters, 48, 539-539 (2007)
Gary A Molander et al.
The Journal of organic chemistry, 71(26), 9681-9686 (2006-12-16)
We have previously reported that the palladium-catalyzed cross-coupling reaction of potassium vinyltrifluoroborate with aryl electrophiles proceeds with good yields. Herein, we describe recent progress in optimizing the reaction, as well as outlining the scope and limitations of the reaction. The
Gugu Kubheka et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 191, 357-364 (2017-10-22)
The optical limiting (OL) properties of 3,5-dipyrenylvinyleneBODIPY dyes that contain both electron withdrawing and donating moieties have been investigated by using the z-scan technique at 532nm in the nanosecond pulse range. The extension of the π-conjugation at the 3,5-positions with



Global Trade Item Number

SKUGTIN
B57400-10G04061833434116
B57400-100G04061833434109
B57400-25G04061833434123