(4-Fluoro-phenyl)-oxo-acetaldehyde

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(4-Fluoro-phenyl)-oxo-acetaldehyde Basic information
Product Name:(4-Fluoro-phenyl)-oxo-acetaldehyde
Synonyms:4-fluoro-alpha-oxo-benzeneacetaldehyd;4-fluoro-alpha-oxobenzeneacetaldehyde;4-FLUOROPHENYLGLYOXAL;4-Fluoro-α-oxo-benzeneacetaldehyde;Benzeneacetaldehyde, 4-fluoro-.alpha.-oxo-;(p-Fluorophenyl)glyoxal;NSC 402742;Benzeneacetaldehyde, 4-fluoro-α-oxo-
CAS:403-32-7
MF:C8H5FO2
MW:152.12
EINECS:
Product Categories:Miscellaneous Reagents;Aromatics
Mol File:403-32-7.mol
(4-Fluoro-phenyl)-oxo-acetaldehyde Structure
(4-Fluoro-phenyl)-oxo-acetaldehyde Chemical Properties
Melting point 84-88℃
Boiling point 115℃/35mm
density 1.241±0.06 g/cm3(Predicted)
RTECS CY1440000
solubility Chloroform, Methanol
form Solid
color White
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
Toxicitymouse,LD50,intraperitoneal,681mg/kg (681mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION,Journal of the Indian Chemical Society. Vol. 60, Pg. 369, 1983.
MSDS Information
(4-Fluoro-phenyl)-oxo-acetaldehyde Usage And Synthesis
Chemical PropertiesWhite Solid
Uses4-Fluoro-α-oxo-benzeneacetaldehyde (cas# 403-32-7) is a compound useful in organic synthesis.
Synthesis
4-Fluoroacetophenone

403-42-9

(4-FLUORO-PHENYL)-OXO-ACETALDEHYDE

403-32-7

The general procedure for the synthesis of 4-fluorobenzoylformaldehyde from 4-fluoroacetophenone was as follows: selenium dioxide (6.70 g, 61.0 mmol) was added to a mixed solution of dioxane (100 mL) and water (3 mL) containing 4-fluoroacetophenone (8.43 g, 61.0 mmol). The resulting mixture was heated at 55 °C until selenium dioxide was completely dissolved. Subsequently, the reaction mixture was refluxed for 5 to 6 hours. After monitoring the completion of the reaction by thin layer chromatography (TLC), the mixture was filtered and the filtrate was concentrated under vacuum to obtain a viscous oily substance. Water (50 mL) was added to the oily substance and the resulting mixture was stirred for 12 hours. Afterwards, the solid formed was collected on a filter, washed with water (25 mL) and dried under vacuum to finally obtain 4-fluorophenylglyoxal (6.60 g, 85% yield).1H NMR (400 MHz, CDCl3) δ: 7.18 (m, 2H), 8.11 (d, 2H), no signal for aldehyde CHO was observed.

References[1] Patent: WO2011/95625, 2011, A1. Location in patent: Page/Page column 94
[2] Tetrahedron Letters, 2017, vol. 58, # 7, p. 658 - 662
[3] Patent: WO2007/39821, 2007, A2. Location in patent: Page/Page column 16
[4] Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1651 - 1653
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 36, p. 10890 - 10894
(4-Fluoro-phenyl)-oxo-acetaldehyde Preparation Products And Raw materials
Raw materials4-Fluoroacetophenone-->Water-->Selenium dioxide-->1,4-Dioxane
Preparation Products4-Fluorophenylglyoxal hydrate-->1,2-Ethanediol, 1-(p-fluorophenyl)-
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