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463469

Sigma-Aldrich

2-Amino-3,5-dibromobenzaldehyde

97%

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About This Item

Linear Formula:
H2NC6H2(Br)2CHO
CAS Number:
50910-55-9
Molecular Weight:
278.93
EC Number:
256-841-0
MDL number:
MFCD00671100
UNSPSC Code:
12352100
PubChem Substance ID:
24870070
NACRES:
NA.22

Assay

97%

mp

130-135 °C (lit.)

SMILES string

Nc1c(Br)cc(Br)cc1C=O

InChI

1S/C7H5Br2NO/c8-5-1-4(3-11)7(10)6(9)2-5/h1-3H,10H2

InChI key

RCPAZWISSAVDEA-UHFFFAOYSA-N

General description

2-Amino-3,5-dibromobenzaldehyde has been identified as one of the oxidation product of bromhexine by controlled potential electrolysis followed by HPLC-UV and GC-MS. It participates in the Friedländer condensation of C-β−glycosylic ketones to form 2-substituted quinoline derivatives.

Application

2-Amino-3,5-dibromobenzaldehyde may be employed in the preparation of tetradentate Schiff base ligands, via condensation with aliphatic diamines. These ligands forms nickel (II) and oxovanadium(IV) complexes.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

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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Khosro Mohammadi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 146, 221-227 (2015-03-31)
The tetradentate Schiff base ligands (L(1)-L(4)), were synthesized by reaction between 2-amino-3,5-dibromobenzaldehyde and aliphatic diamines. Then, nickel and oxovanadium(IV) complexes of these ligands were synthesized and characterized by (1)H NMR, Mass, IR, UV-Vis spectroscopy and thermogravimetry. The kinetic parameters of
Subbiah Nagarajan et al.
Carbohydrate research, 345(14), 1988-1997 (2010-08-07)
Regioselective facile one-pot synthesis of 16 different sugar-based quinoline, naphthyridine, and xanthone derivatives is reported. The compounds are characterized by NMR spectroscopy and elemental analysis. The beta-Anomeric form of the sugar moiety was identified from (1)H NMR studies. Antimicrobial studies
M Turchán et al.
Talanta, 73(5), 913-919 (2007-10-31)
A complete electrochemical study and a novel electroanalytical procedure for bromhexine quantitation are described. Bromhexine in methanol/0.1molL(-1) Britton-Robinson buffer solution (2.5/97.5) shows an anodic response on glassy carbon electrode between pH 2 and 7.5. By DPV and CV, both peak

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