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About This Item
Linear Formula:
Br2C6H2-2-(OH)CHO
CAS Number:
Molecular Weight:
279.91
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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
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).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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[Colorimetric determination of 4-chloro-2-(o-chlorobenzoyl)-N-methyl-N alpha-glycylglycinanilide with 3,5-dibromsalicyladehyde (author's transl)].
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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
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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
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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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