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About This Item
Linear Formula:
2-(HO)C6H4CHO
CAS Number:
Molecular Weight:
122.12
Beilstein:
471388
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
vapor density
4.2 (vs air)
Quality Level
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.)
functional group
aldehyde
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
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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
Precautionary Statements
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
Regulatory Information
危险化学品
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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)
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)
Organometallic-mediated radical polymerization using well-defined Schiff base cobalt (II) complexes.
Silva YF, et al.
Journal of Coordination Chemistry, 1-22 (2018)
Wan Yen Lee et al.
Metallomics : integrated biometal science, 4(2), 188-196 (2011-12-03)
The copper(ii) complexes of two salicylaldehyde semicarbazones, HOC(6)H(4)CH[double bond, length as m-dash]N-NHCONR(2) [H(2)Bnz(2) (R = CH(2)Ph) and H(2)Bu(2) (R = Bu)], were evaluated for their DNA binding and cleavage properties by spectrophotometric DNA titration, ethidium bromide displacement assay and electrophoretic
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