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Sigma-Aldrich

3,5-Dibromosalicylaldehyde

98%

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About This Item

Linear Formula:
Br2C6H2-2-(OH)CHO
CAS Number:
90-59-5
Molecular Weight:
279.91
EC Number:
202-003-4
MDL number:
MFCD00003318
UNSPSC Code:
12352100
PubChem Substance ID:
24847478
NACRES:
NA.22

Quality Level

200

assay

98%

form

solid

mp

82-83.5 °C (lit.)

solubility

methanol: soluble 25 mg/mL, clear, yellow to brown

SMILES string

Oc1c(Br)cc(Br)cc1C=O

InChI

1S/C7H4Br2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H

InChI key

JHZOXYGFQMROFJ-UHFFFAOYSA-N

Related Categories

General description

3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Application

3,5-Dibromosalicylaldehyde was used in the synthesis of Schiff base, 15N-Labeled N-(3,5-dibromosalicylidene)-methylamine. It was used as reactant for synthesis of Schiff base ligands which forms mononuclear complexes with copper(II), nickel(II), zinc(II) and cobalt(II).

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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[Colorimetric determination of 4-chloro-2-(o-chlorobenzoyl)-N-methyl-N alpha-glycylglycinanilide with 3,5-dibromsalicyladehyde (author's transl)].
R Ikenishi et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 101(6), 532-537 (1981-06-01)
Haibo Ni et al.
Experimental neurology, 304, 102-113 (2018-03-09)
Receptor for activated protein kinase C 1 (RACK1) is a multifaceted scaffolding protein known to be involved in the regulation of signaling events required for neuronal protection. In the present study, we investigated the role of RACK1 in secondary brain
Z Rozwadowski
Magnetic resonance in chemistry : MRC, 44(9), 881-886 (2006-06-03)
Deuterium isotope effects on 13C chemical shift of tetrabutylammonium salts of Schiff bases, derivatives of amino acids (glycine, L-alanine, L-phenylalanine, L-valine, L-leucine, L-isoleucine and L-methionine) and various ortho-hydroxyaldehydes in CDCl3 have been measured. The results have shown that the tetrabutylammonium
Shasad Sharif et al.
Journal of the American Chemical Society, 128(10), 3375-3387 (2006-03-09)
The tautomeric equilibrium in a Schiff base, N-(3,5-dibromosalicylidene)-methylamine 1, a model for the hydrogen bonded structure of the cofactor pyridoxal-5'-phosphate PLP which is located in the active site of the enzyme, was measured by means of 1H and 15N NMR
Nazanin Kordestani et al.
Dalton transactions (Cambridge, England : 2003), 49(24), 8247-8264 (2020-06-09)
The enantiopure Schiff bases (R or S)-N-1-(phenyl)ethyl-2,4-X1,X2-salicylaldimine (X1, X2 = Cl, Br, I) coordinate to copper(ii) and provide pseudotetrahedral bis[(S or R)-N-1-(phenyl)ethyl-(2,4-X1,X2-salicylaldiminato-κ2N,O)]-Δ/Λ-Cu(ii) (Λ/Δ-Cu-R or Δ/Λ-Cu-S). An induced Λ and Δ-chirality at-metal centre has been launched along the C2-axis of the
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