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528986

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.[1]

Application

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8763
MKCS2573
MKBZ2818V
MKBZ4152V
MKBV6616V

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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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