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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:
347-54-6
Molecular Weight:
140.11
MDL number:
MFCD01090997
UNSPSC Code:
12352100
PubChem Substance ID:
24874544
NACRES:
NA.22

assay

97%

mp

82-85 °C (lit.)

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 [MnLa(μ1,3-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
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

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’.

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Sigma-Aldrich

477532

5-tert-Butyl-2-hydroxybenzaldehyde

Synthesis, Characterization and Crystal Structures of N, N'-bis (5-Fluoro-2-hydroxybenzylidene)-ethylenediamine and 4, 4'-Difluoro-2, 2'-[(hydrazine-1, 2-diylidene) bis (methanylylidene)] diphenol.
Zhang WM, et al.
Asian Journal of Chemistry, 26(22), 7843-7843 (2014)
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)
Manganese (III) complexes derived from bis-Schiff bases: Synthesis, structures, and antimicrobial activity.
Liu QR, et al.
Russian Journal of Coordination Chemistry, 40(10), 757-763 (2014)
Synthesis and crystal structure of a novel tri-nuclear nickel (II) complex derived from N, N'-(2-hydroxypropane-1, 3-diyl) bis (salicylaldimine).
Cui YM, et al.
Russian Journal of Coordination Chemistry, 40(10), 768-772 (2014)
Synthesis of Enantiopure 4-Amino-6-fluoro-3-(hydroxymethyl) chromanes via Intramolecular Nitrone Cycloadditions.
Broggini G, et al.
J. Chem. Res. Synop., 2, 36-37 (1997)

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