Pentafluorobenzaldehyde

Pentafluorobenzaldehyde Basic information
Product Name:Pentafluorobenzaldehyde
Synonyms:Benzaldehyde, 2,3,4,5,6-pentafluoro-;Benzaldehyde, pentafluoro-;PERFLUOROBENZALDEHYDE;PENTAFLUOROBENZALDEHYDE;2,3,4,5,6-PENTAFLUOROBENZALDEHYDE;Pentafluorobenzaldehyde, 98+%;Pentafluorobenzaldehyde 98%;PENTAFLUOROBENZALDEHYDE , COLORLESS SOLID
CAS:653-37-2
MF:C7HF5O
MW:196.07
EINECS:211-502-6
Product Categories:organofluorine compounds;Aldehydes;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;C7;Carbonyl Compounds
Mol File:653-37-2.mol
Pentafluorobenzaldehyde Structure
Pentafluorobenzaldehyde Chemical Properties
Melting point 24-28 °C(lit.)
Boiling point 164-166 °C(lit.)
density 1.588 g/mL at 25 °C(lit.)
refractive index n20/D 1.45(lit.)
Fp 172 °F
storage temp. Inert atmosphere,2-8°C
form Liquid After Melting
color Clear yellow
Specific Gravity1.588
Water Solubility Sparingly Soluble in water (0.027 g/L at 25°C).
Sensitive Air Sensitive
BRN 1876550
InChIInChI=1S/C7HF5O/c8-3-2(1-13)4(9)6(11)7(12)5(3)10/h1H
InChIKeyQJXCFMJTJYCLFG-UHFFFAOYSA-N
SMILESC(=O)C1=C(F)C(F)=C(F)C(F)=C1F
CAS DataBase Reference653-37-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,F,Xi
Risk Statements 20/22-36/37/38-20
Safety Statements 26-37/39
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
RTECS CU7542000
Hazard Note Irritant
HazardClass 6.1
PackingGroup III
HS Code 29130000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Pentafluorobenzaldehyde Usage And Synthesis
Chemical PropertiesFreshly distilled pentafluorobenzaldehyde is a colourless liquid with a strong odour; clear yellowish liquid after melting; a lachrymator; soluble in common organic solvents and practically insoluble in water.
UsesPentafluorobenzaldehyde was used as derivatization reagent in a study to develop a sensitive method for the determination of primary amines in sewage sludge by headspace solid-phase micro extraction and gas chromatography-tandem mass spectrometry. It was used in the synthesis of novel, high molecular weight fluorinated aromatic polymers.
PreparationPentafluorobenzaldehyde is prepared by the reaction ofpentafluorophenylmagnesium bromide, iodide or chloride, or of pentafluorophenyllithium with ethyl-ortho-formiate or 3,4-dihydro-6-methyl-3-(para-tolyl)-quinazoline methiodide. Higher yields of pentafluorobenza1dehyde have been obtained by the reaction with N-methy1formanilide. Pentafluorobenzaldehyde may be prepared also by the reaction of pentafluorobenzonitrile with anhydrous SnClz in ethereal solution of HCl with subsequent hydrolsis of the intermediate (62% yield).
General Description2,3,4,5,6-Pentafluorobenzaldehyde reacts with 5-(aryl)dipyrromethanes to form a variety of meso-aryl [26]hexaphyrins.
PrecautionsPentafluorobenzaldehyde is oxidized when exposed to light and air. It should be kept in a tightly stopped dark container. Pentafluorobenzaldehyde is about ten times as toxic as benzaldehyde, therefore it should be handled with caution.
Pentafluorobenzaldehyde Preparation Products And Raw materials
Preparation Products2,3,4,5,6-PENTAFLUOROPHENYLACETONITRILE-->Pentafluorobenzyl chloride-->PERFLUOROCYCLOHEXANE-->2,3,4,5,6-PENTAFLUOROSTYRENE-->Benzenesulfonic acid, 4-methyl-, anhydride with trifluoromethanesulfonic acid (9CI)-->1,4-Dihydro-2,6-dimethyl-4-(pentafluorophenyl)-3,5-pyridinedicarboxylic acid diethyl ester
Sodium 2,3,4,5,6-pentafluorobenzoate Pentafluorobenzoic acid ETHYL 3,3,3-TRIFLUORO-2-HYDROXY-2-(4-[METHYL(2,3,4,5,6-PENTAFLUOROBENZOYL)AMINO]PHENYL)PROPANOATE 5-(PENTAFLUOROBENZOYLAMINO)FLUORESCEIN DIACETATE FMOC-D-ASN-OPFP METHYL PENTAFLUOROBENZOATE 4-ETHOXY-2' 3' 4' 5' 6'-PENTAFLUOROBENZ& 2 3 4 5 6-PENTAFLUOROBENZOIC ANHYDRIDE 2,3,4,5,6-PENTAFLUOROBENZAMIDE N-PENTAFLUOROBENZOYLIMIDAZOLE BUTTPARK 12\02-12 DECAFLUOROBENZOPHENONE Ethyl (pentafluorobenzoyl)acetate 2-ACETOXY-2',3',4',5',6'-PENTAFLUOROBENZOPHENONE Pentafluorobenzaldehyde OCTAFLUOROACETOPHENONE BUTTPARK 84\02-56 ETHYL PENTAFLUOROBENZOATE

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