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633461

Sigma-Aldrich

4-Formyl-3-hydroxybenzoic acid

95%

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About This Item

Empirical Formula (Hill Notation):
C8H6O4
CAS Number:
619-12-5
Molecular Weight:
166.13
MDL number:
MFCD05865188
UNSPSC Code:
12352100
PubChem Substance ID:
24882555
NACRES:
NA.22

assay

95%

form

solid

mp

235-240 °C (lit.)

functional group

aldehyde
carboxylic acid

SMILES string

OC(=O)c1ccc(C=O)c(O)c1

InChI

1S/C8H6O4/c9-4-6-2-1-5(8(11)12)3-7(6)10/h1-4,10H,(H,11,12)

InChI key

FDDHFCWYCKQKGY-UHFFFAOYSA-N

Application

4-Formyl-3-hydroxybenzoic acid can be used as a reactant to prepare:
  • A pH-sensitive fluorescent probe 4,4′-(hydrazine-1,2-diylidene bis(methanylylidene)) bis(3-hydroxybenzoic acid (HDBB) by one-step condensation reaction with hydrazine.[1]
  • 2-Oxo-2H-1-benzopyran-3,7-dicarboxylic acid by condensation reaction with diethyl malonate.[2]
  • Schiff base ligands for the preparation of stable and functional Schiff base metal complexes.[3][4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF9944
MKBR7636V
MKBK5727V
MKBD3318V
MKBH1471V

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A simple route to dinuclear complexes containing unusual μ-N sulfonamido bridges
Sanmartin-Matalobos, et al.
Journal of Coordination Chemistry, 69(8), 1358-1370 (2016)
Synthesis of some new benzocoumarin heterocyclic fluorescent dyes
Shahinian Edward GH and Sebe I
Revista de Chimie, 62, 1098-1101 (2011)
Palladium (ii) complexes of tetradentate donor-acceptor Schiff base ligands: synthesis and spectral, structural, thermal and NLO properties
Celedon S, et al.
New. J. Chem., 44(22), 9190-9201 (2020)
An aggregation-induced emission-based pH-sensitive fluorescent probe for intracellular acidity sensing
Lin Na, et al.
Royal Society of Chemistry Advances, 6(30), 25416-25419 (2016)

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