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261815

Sigma-Aldrich

3,5-Dichlorosalicylaldehyde

99%

Synonym(s):

2,4-Dichloro-6-formylphenol, 2-Hydroxy-3,5-dichlorobenzaldehyde, 3,5-Dichloro-2-hydroxybenzaldehyde

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About This Item

Linear Formula:
Cl2C6H2(OH)CHO
CAS Number:
90-60-8
Molecular Weight:
191.01
EC Number:
202-005-5
MDL number:
MFCD00003320
UNSPSC Code:
12352100
PubChem Substance ID:
24855836
NACRES:
NA.22

Assay

99%

form

solid

mp

95-97 °C (lit.)

solubility

ethanol: soluble 5%, clear, faintly yellow to greenish-yellow

SMILES string

Oc1c(Cl)cc(Cl)cc1C=O

InChI

1S/C7H4Cl2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H

InChI key

FABVMBDCVAJXMB-UHFFFAOYSA-N

Application

3,5-Dichlorosalicylaldehyde has been used in the preparation of:
  • Schiff base ligands
  • (RS)-3,5-dichloro-2-[[(1-phenylethyl)imino]methyl]phenol

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Takashiro Akitsu et al.
Acta crystallographica. Section C, Crystal structure communications, 60(Pt 11), o801-o802 (2004-11-06)
The title compound, (RS)-3,5-dichloro-2-[[(1-phenylethyl)imino]methyl]phenol, C(15)H(13)Cl(2)NO, was synthesized from racemic 1-phenylethylamine and 3,5-dichlorosalicylaldehyde. The pi-conjugate system around the imine group is essentially planar in the phenol-imine tautomer. Intramolecular O...N hydrogen-bond and intermolecular C-H...pi interactions are present in the crystal structure.
Ishani Majumder et al.
Inorganic chemistry, 56(21), 12893-12901 (2017-10-24)
A tridentate N,N,O donor ligand 2,4-dichloro-2-[(2-piperazine-4-yl-ethylimino)-methyl]-phenol (HL) was designed, and eight new Zn
Yongming Cui et al.
European journal of medicinal chemistry, 58, 323-331 (2012-11-13)
Eleven mononuclear copper(II), nickel(II), zinc(II) and cobalt(II) complexes of Schiff base ligands derived from 3,5-dibromosalicylaldehyde/3,5-dichlorosalicylaldehyde were synthesized and determined by single crystal X-ray analysis. The crystal structures of complexes 1, 2, 4, 5, 6, 8 and 11 present the square-planar

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