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526274

Sigma-Aldrich

5-Fluorosalicylaldehyde

97%

Synonym(s):

5-Fluoro-2-hydroxybenzaldehyde

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About This Item

Linear Formula:
FC6H3(OH)CHO
CAS Number:
Molecular Weight:
140.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

82-85 °C (lit.)

functional group

aldehyde
fluoro

SMILES string

Oc1ccc(F)cc1C=O

InChI

1S/C7H5FO2/c8-6-1-2-7(10)5(3-6)4-9/h1-4,10H

InChI key

FDUBQNUDZOGOFE-UHFFFAOYSA-N

General description

5-Fluorosalicylaldehyde can be synthesized from 4-fluorophenol.

Application

5-Fluorosalicylaldehyde may be used to synthesize:
  • managanese (III) complex [MnLa1,3-N3)]n [H2La = N,N′-bis(5-fluorosalicylidene)-1,2-diaminoethane]
  • enantiopure 4-amino-6-fluoro-3-(hydroxymethyl)chromanes
  • 4,4′-difluoro-2,2′-[(hydrazine-1,2-diylidene)bis(methanylylidene)]-diphenol
  • N,N′-bis(5-fluoro-2-hydroxybenzylidene)ethylenediamine
  • N,N′-(2-hydroxypropane-1,3-diyl)-bis(salicylaldimine (H2L)

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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Large perturbations of long-range n J (1H, 1H) and n J (1H, 19F) by the intramolecular hydrogen bonds in 2-mercaptobenzaldehyde, salicylaldehyde, and some derivatives. Reference structures for intramolecular hydrogen bonds.
Schaefer T, et al.
Canadian Journal of Chemistry, 71(7), 960-967 (1993)
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