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137286

Sigma-Aldrich

5-Bromosalicylaldehyde

98%

Synonyme(s) :

5-Bromo-2-hydroxybenzaldehyde

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About This Item

Formule linéaire :
BrC6H3-2-(OH)CHO
Numéro CAS:
Poids moléculaire :
201.02
Numéro Beilstein :
774710
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

98%

Forme

powder

Pf

102-106 °C (lit.)

Chaîne SMILES 

Oc1ccc(Br)cc1C=O

InChI

1S/C7H5BrO2/c8-6-1-2-7(10)5(3-6)4-9/h1-4,10H

Clé InChI

MKKSTJKBKNCMRV-UHFFFAOYSA-N

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Description générale

5-Bromosalicylaldehyde reacts with 1,2-bis(4-chloro-2-aminophenoxy)ethane to yield Schiff base ligand 1,2-bis(2-(5-bromo-2-hydroxybenzilidenamino)-4-chlorophenoxy)ethane. It is the starting reagent for the synthesis of diarylamino-substituted N-methyl tetrahydrosalen ligand.

5-Bromosalicylaldehyde is generally used to synthesize schiff bases, and triphenyltin complexes.

Application

5-Bromosalicylaldehyde was used for chemical derivatization during amine quantiifcation in poly (ethylene terephthalate) (PET) film and PET scaffold.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Mauricio Quiroz-Guzman et al.
Dalton transactions (Cambridge, England : 2003), 40(43), 11458-11468 (2011-09-22)
A diarylamino-substituted N-methyl tetrahydrosalen (salan) ligand, (An2N)LH(2), is prepared in four steps and overall 53% yield from 5-bromosalicylaldehyde, with the key step a palladium-catalysed Hartwig-Buchwald amination of the tert-butyldimethylsilyl-protected 5-bromo-N-methylsalan ligand. Reaction of (An2N)LH(2) or its bromo analogue with Ti(O(i)Pr)(4)
Masahito Yoshida et al.
Chemical & pharmaceutical bulletin, 68(3), 220-226 (2019-10-05)
This study demonstrates the structure-activity relationship of Col-003, a potent collagen-heat-shock protein 47 (Hsp47) interaction inhibitor. Col-003 analogues were successfully synthesized by Pd(0)-catalyzed cross-coupling reactions of 5-bromosalicylaldehyde derivatives with alkyl-metal species, and the inhibitory activities of the synthetic analogues were
L N Corîci et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 16(6), 946-953 (2017-04-27)
The network of chemical reactions of 2,6-bis(5-bromo-2-hydroxybenzylidene)cyclohexanone (BHBC) when subjected to light and different pH values has been investigated. The pH dependent species involved in the chemical network have been identified and characterized by NMR and UV-VIS spectroscopy. Direct pH
Salih Ilhan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 118, 632-642 (2013-10-08)
A new Schiff base ligand was synthesized by reaction of 5-bromosalicylaldehyde with 1,2-bis(4-chloro-2-aminophenoxy)ethane. Then the Schiff base complexes were synthesized by the reaction of metal salts and the novel Schiff base. The molar conductivity properties of the complexes were studied
Synthesis, characterization, and cytotoxic activity of triphenyltin complexes of N-(5-bromosalicylidene)-?-amino acids
Yao Y, et al.
Main Group Metal Chemistry, 40, 93-99 (2017)

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