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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
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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signalword
Warning
hcodes
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
| SKU | GTIN |
|---|---|
| B57400-10G | 04061833434116 |
| B57400-100G | 04061833434109 |
| B57400-25G | 04061833434123 |
