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Safety Information

137286

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:
1761-61-1
Molecular Weight:
201.02
Beilstein:
774710
EC Number:
217-167-2
MDL number:
MFCD00003330
UNSPSC Code:
12352100
PubChem Substance ID:
24848318
NACRES:
NA.22

Quality Level

200

Assay

98%

form

powder

mp

102-106 °C (lit.)

functional group

aldehyde
bromo

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

137286-100G:
137286-25G:
137286-VAR:
137286-BULK:
137286-5KG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000226928
STBL2622
0000226928
0000231505
0000231504

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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
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)
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
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