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Sigma-Aldrich

2-Fluoro-4-methoxybenzaldehyde

97%

Synonym(s):

2-Fluoro-p-anisaldehyde

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About This Item

Linear Formula:
FC6H3(OCH3)CHO
CAS Number:
331-64-6
Molecular Weight:
154.14
MDL number:
MFCD00236679
UNSPSC Code:
12352100
PubChem Substance ID:
24877633
NACRES:
NA.22

Assay

97%

mp

43-48 °C (lit.)

storage temp.

2-8°C

SMILES string

COc1ccc(C=O)c(F)c1

InChI

1S/C8H7FO2/c1-11-7-3-2-6(5-10)8(9)4-7/h2-5H,1H3

InChI key

UNWQNFJBBWXFBG-UHFFFAOYSA-N

General description

2-Fluoro-4-methoxybenzaldehyde is a fluorinated aromatic aldehyde. It can be prepared from 4-bromo-3-fluoroanisole.

Application

2-Fluoro-4-methoxybenzaldehyde may be used in the preparation of:
  • fluorine containing 2,4,5-trisubstituted imidazole
  • 1-(2-fluoro-4-methoxyphenyl)-2-propanone
  • 6-(2-fluoro-4-methoxyphenyl)fulvene
  • 10-(2-fluoro-4-methoxyphenyl)-6,7,9,10-tetrahydro-1Hfuro[3,4-b]pyrazolo[3,4-f]quinolin-9-one
  • polyhydroquinoline (PHQ)
  • 3-(2-fluoro-4-methoxyphenyl) acrylic acid methyl ester

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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Indium trifluoride: A highly efficient catalyst for the synthesis of fluorine-containing 2, 4, 5-trisubstituted imidazoles under solvent-free conditions.
Reddy MV and Jeong YT.
Journal of Fluorine Chemistry, 142, 45-51 (2012)
Fluorinated derivatives of titanocene Y: synthesis and cytotoxicity studies.
Claffey J, et al.
European Journal of Organic Chemistry, 26, 4074-4082 (2008)
Synthesis, cytotoxic activity and docking studies of new 4-aza-podophyllotoxin derivatives.
Hatti I, et al.
Medicinal Chemistry Research, 24(8), 3305-3313 (2015)
Synthesis of 1, 3-Bis (hydroxy-halogenophenyl)-propane-1, 3-diamines and their Pt (II) Complexes, Syntheses of the Ligands.
Kammermeier T and Wiegrebe W.
Arch. Pharm. (Weinheim), 327, 547-561 (1994)
Jack G Parsons et al.
Molecules (Basel, Switzerland), 9(6), 449-458 (2007-11-17)
The synthesis of (2S)-2-benzyloxymethyl-3-(2-fluoro-4-methoxyphenyl)- propionic acid, (2S)-2-benzyloxymethyl-3-(2-fluoro-4-methylphenyl)propionic acid and (2S)-2-benzyl-oxymethyl-3-(2,4-dimethylphenyl)propionic acid has been achieved by TiCl4 mediated alkylation of the corresponding (4R)-4-benzyl-3-[3-(2-fluoro-4-methoxyphenyl-, 2-fluoro-4-methylphenyl-, 2,4- dimethylphenyl-)propionyl]-2-oxazolidinones, followed by hydrolysis of the chiral auxiliary. The stereochemistry of the alkylation reaction was confirmed
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