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Sigma-Aldrich

5-Bromosalicylaldehyde

98%

Synonym(s):

5-Bromo-2-hydroxybenzaldehyde

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About This Item

Linear Formula:
BrC6H3-2-(OH)CHO
CAS Number:
Molecular Weight:
201.02
Beilstein:
774710
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

mp

102-106 °C (lit.)

SMILES string

Oc1ccc(Br)cc1C=O

InChI

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

InChI key

MKKSTJKBKNCMRV-UHFFFAOYSA-N

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General description

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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
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)
Effect of Surface Modification by Ammonia Plasma on Vascular Graft: PET Film and PET Scaffold.
Oteyaka MO, et al.
Acta Physica Polonica A, 121(1), 125-125 (2012)
Shuja Abbas Khan et al.
Pakistan journal of pharmaceutical sciences, 31(4), 1399-1405 (2018-07-24)
The total phenolic content, flavonoid content, in vitro xanthine oxidase (XOD) inhibitory activity and antioxidant activity (AA) of Eucommia ulmoides Oliver leaf extracts were investigated. The AA investigations included 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, β-carotene/linoleic acid bleaching assay and oxygen radical absorbance

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