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Key Documents

B57400

Sigma-Aldrich

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
Beilstein:
507100
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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Application

Employed in palladium-catalyzed mono- and bis-arylation of 3,4-(ethylenedioxy)thiophenes. Also used in a cross-coupling study with potassium vinyltrifluoroborate.

Legal Information

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Tetrahedron Letters, 48, 539-539 (2007)
Timo Rhauderwiek et al.
Chemical science, 9(24), 5467-5478 (2018-07-17)
The Ni-metallated porphyrin-based tetraphosphonic acid (Ni-tetra(4-phosphonophenyl)porphyrin, Ni-H8TPPP) was used for the synthesis of highly porous metal phosphonates containing the tetravalent cations Zr4+ and Hf4+. The compounds were thoroughly characterized regarding their sorption properties towards N2 and H2O as well as
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
Ved Vati Singh et al.
Dalton transactions (Cambridge, England : 2003), 44(2), 725-732 (2014-11-20)
The metastable tetragonal Cu2Se phase as nanoflakes has been synthesized for the first time by treating CuCl2 taken in a mixture (1:1) of 1-octadecene and oleylamine with H2N-(CH2)3-SePh dissolved in 1-octadecene. Powder X-ray diffraction (PXRD), HRTEM, SEM-EDX and XPS have

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