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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

Quality Level

200

assay

99%

form

solid

mp

95-97 °C (lit.)

solubility

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

functional group

aldehyde
chloro

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

Related Categories

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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC9132
BCCB4152
BCBZ3939
BCBS2986V
BCBN6840V

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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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