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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:
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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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 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)
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)
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)
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 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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