Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

84160

Sigma-Aldrich

Salicylaldehyde

redist., ≥99.0% (GC)

Synonym(s):

2-Hydroxybenzaldehyde

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
2-(HO)C6H4CHO
CAS Number:
90-02-8
Molecular Weight:
122.12
Beilstein:
471388
MDL number:
MFCD00003317
UNSPSC Code:
12352100
PubChem Substance ID:
57652989
NACRES:
NA.22

vapor density

4.2 (vs air)

Quality Level

100

vapor pressure

1 mmHg ( 33 °C)

Assay

≥99.0% (GC)

form

liquid

quality

redist.

impurities

≤0.2% water

refractive index

n20/D 1.573 (lit.)
n20/D 1.573

bp

197 °C (lit.)

mp

1-2 °C (lit.)

density

1.146 g/mL at 25 °C (lit.)

SMILES string

Oc1ccccc1C=O

InChI

1S/C7H6O2/c8-5-6-3-1-2-4-7(6)9/h1-5,9H

InChI key

SMQUZDBALVYZAC-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Salicylaldehyde can be used to synthesize:
  • Salicylidene-tris(aminomethyl)ethane chelating agent which can form metal chelates with Fe3+, probes for 19F magnetic resonance imaging.
  • Schiff base ligands via condensation with cycloalkylamines.
  • 3-acetylcoumarin, an intermediate for the synthesis of various pyrrolidone fused coumarins and furan fused coumarins.
  • Biologically important 2-amino-4H-chromene scaffolds via multicomponent reaction with nitroalkanes and malononitrile.

Signal Word

Warning

Hazard Statements

H302,H315,H319,H341,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Organometallic-mediated radical polymerization using well-defined Schiff base cobalt (II) complexes.
Silva YF, et al.
Journal of Coordination Chemistry, 1-22 (2018)
Solvent-free cascade reaction: direct multicomponent assembling of 2-amino-4H-chromene scaffold from salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes.
Elinson MN, et al.
Tetrahedron, 66(23), 4043-4048 (2010)
Fluorous-Soluble Metal Chelate for Sensitive Fluorine-19 Magnetic Resonance Imaging Nanoemulsion Probes.
Jahromi AH, et al.
ACS Nano (2018)
A detailed investigation of the multicomponent reaction of salicylaldehyde, ethyl acetoacetate and isocyanides under microwave heating.
Amanpour T, et al.
Tetrahedron, 71(39), 7159-7169 (2015)
Junming Ho et al.
Journal of inorganic biochemistry, 119, 10-20 (2012-11-22)
A series of N,N-disubstituted salicylaldehyde semicarbazones (SSCs), HOC(6)H(4)CHN-NHCONR(2), and their rhenium(I) tricarbonyl complexes, [ReBr(CO)(3)(SSC)], have been synthesised and characterised by IR and (1)H NMR spectroscopy. Crystallographic analysis of the complex [ReBr(CO)(3)(H(2)Bu(2))] (H(2)Bu(2)=SSC where R=Bu(n)) showed that the SSC acts as
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service