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120847

Sigma-Aldrich

2-Fluorobenzoyl chloride

99%

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About This Item

Linear Formula:
FC6H4COCl
CAS Number:
393-52-2
Molecular Weight:
158.56
Beilstein:
636864
EC Number:
206-887-2
MDL number:
MFCD00000656
UNSPSC Code:
12352100
PubChem Substance ID:
24847433
NACRES:
NA.22

Assay

99%

refractive index

n20/D 1.536 (lit.)

bp

90-92 °C/15 mmHg (lit.)

mp

4 °C (lit.)

density

1.328 g/mL at 25 °C (lit.)

functional group

acyl chloride

SMILES string

Fc1ccccc1C(Cl)=O

InChI

1S/C7H4ClFO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H

InChI key

RAAGZOYMEQDCTD-UHFFFAOYSA-N

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General description

2-Fluorobenzoyl chloride reacts with ethyl 5-amino-1-methylpyrazole-4-carboxylate to give N-mono-N,N-di-substituted intermediate which on ring closure yields heteroannulated oxazinone.

Application

2-Fluorobenzoyl chloride has been used in the preparation of 3-(N-Hydroxycarbamimidoyl)-benzoic acid methyl ester. It has been used to develop an hollow-fiber liquid phase microextraction with in situ derivatization method coupled with HPLC-UV for the determination of metformin hydrochloride in biological fluids.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

251.6 °F - closed cup

Flash Point(C)

122 °C - closed cup

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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P Jakobsen et al.
Bioorganic & medicinal chemistry, 8(12), 2803-2812 (2000-12-29)
The synthesis of a series of 2-aryl substituted hetero annulated 1,3-oxazin-4-ones and their evaluation as specific inhibitors of the tissue factor (TF)/factor VIIa (FVIIa)-induced pathway of coagulation is reported. Inhibitory activities (IC50 values) in the range 0.64 to > 40
Lulin Zhou et al.
Magnetic resonance in chemistry : MRC, 54(3), 222-226 (2015-11-03)
A new method utilization of NMR spectra was developed for structural and quantitative analysis of enol forms of acetylacetone and ethyl acetoacetate. Acetylacetone and ethyl acetoacetate were determined by (19) F NMR upon derivatisation with р-fluorobenzoyl chloride. The base-catalyzed derivatives
Gazala Mohamed Ben-Hander et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 941, 123-130 (2013-11-10)
A three phase hollow fiber liquid-phase microextraction with in situ derivatization (in situ HF-LPME) followed by high-performance liquid chromatography-ultraviolet detection (HPLC-UV) method was developed for the trace determination of metformin hydrochloride (MH) in biological fluids. A new derivatization agent pentafluorobenzoyl
Dima A Sabbah et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 15(4), 417-429 (2018-09-13)
Phosphoinositide 3-kinase α (PI3Kα) has emerged as a promising target for anticancer drug design. Target compounds were designed to investigate the effect of the p-OCH3 motifs on ligand/PI3Kα complex interaction and antiproliferative activity. Synthesis of the proposed compounds, biological examination
Sara Gonzalez-Hilarion et al.
Orphanet journal of rare diseases, 7, 58-58 (2012-09-04)
Nonsense mutations are at the origin of many cancers and inherited genetic diseases. The consequence of nonsense mutations is often the absence of mutant gene expression due to the activation of an mRNA surveillance mechanism called nonsense-mediated mRNA decay (NMD).

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