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283444

Sigma-Aldrich

3,5-Diiodosalicylaldehyde

97%

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About This Item

Linear Formula:
I2C6H2-2-(OH)CHO
CAS Number:
2631-77-8
Molecular Weight:
373.91
EC Number:
220-117-2
MDL number:
MFCD00003321
UNSPSC Code:
12352100
PubChem Substance ID:
24857104
NACRES:
NA.22

Assay

97%

form

solid

mp

109-110 °C (lit.)

functional group

aldehyde

SMILES string

Oc1c(I)cc(I)cc1C=O

InChI

1S/C7H4I2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H

InChI key

MYWSBJKVOUZCIA-UHFFFAOYSA-N

Application

3,5-Diiodosalicylaldehyde has been used in the synthesis of:
  • new Schiff bases, (2,4-diiodo-6-[(2-morpholin-4-yl-ethylimino)-methyl]-phenol and 2,4-diiodo-6-[(3-morpholin-4-yl-propylimino)-methyl]-phenol)
  • new tridentate ligand, [(2-hydroxy-3,5-diiodo-benzylidene)-amino]-acetic acid (HDBA)
  • 3-bromo-N′-(2-hydroxy-3,5-diiodobenzylidene)benzohydrazide monohydrate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

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.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

283444-5G:4548173987620
283444-VAR:
283444-25G:
283444-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
1400647V
1396437V
1400647
1396437
04622EH

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Sigma-Aldrich

225681

4-(Diethylamino)salicylaldehyde

Synthesis and antibacterial activities of copper (II) with [(2-hydroxy-3, 5-diiodo-benzylidene)-amino]-acetic acid.
Xu S-P, et al.
Journal of Coordination Chemistry, 63(19), 3463-3470 (2010)
Ganesan Jeya Shree et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 226, 117613-117613 (2019-10-14)
In this work, we designed a novel Schiff-base probe from the condensation reaction of 3,5-diiodosalicylaldehyde with isoniazid. Treatment of the sensor molecule with different metal ions like K+, Ba2+, Ca2+, Mg2+, Fe2+, Mn2+, Co2+, Cu2+, Cd2+, Ni2+, Hg2+, Zn2+, Pb2+
Synthesis and antibacterial activities of metal (II) complexes with Schiff bases derived from 3, 5-diiodosalicylaldehyde.
Xu S-P, et al.
Journal of Coordination Chemistry, 62(12), 2048-2057 (2009)
Jing-Heng Ning et al.
Acta crystallographica. Section E, Structure reports online, 65(Pt 4), o905-o906 (2009-01-01)
Crystals of the title compound, C(14)H(9)BrI(2)N(2)O(2)·H(2)O, were obtained from a condensation reaction of 3-bromo-benzohydrazide with 3,5-diiodo-salicylaldehyde. The Schiff base mol-ecule assumes an E configuration with respect to the C=N bond, and the dihedral angle between the two benzene rings is
Yang Pan et al.
Chemosphere, 144, 2312-2320 (2015-11-26)
During drinking water disinfection, iodinated disinfection byproducts (I-DBPs) can be generated through reactions between iodide, disinfectants, and natural organic matter. Drinking water I-DBPs have been increasingly attracting attention as emerging organic pollutants as a result of their significantly higher toxicity

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