Pentafluorobenzaldehyde Property

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.)

Flash point:

172 °F

storage temp. 

Inert atmosphere,2-8°C

form 

Liquid After Melting

Specific Gravity

1.588

color 

Clear yellow

Water Solubility 

Sparingly Soluble in water (0.027 g/L at 25°C).

Sensitive 

Air Sensitive

BRN 

1876550

InChI

InChI=1S/C7HF5O/c8-3-2(1-13)4(9)6(11)7(12)5(3)10/h1H

InChIKey

QJXCFMJTJYCLFG-UHFFFAOYSA-N

SMILES

C(=O)C1=C(F)C(F)=C(F)C(F)=C1F

CAS DataBase Reference

653-37-2(CAS DataBase Reference)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Pentafluorobenzaldehyde Chemical Properties,Usage,Production

Chemical Properties

Freshly 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.

Uses

Pentafluorobenzaldehyde 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.

Preparation

Pentafluorobenzaldehyde 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 Description

2,3,4,5,6-Pentafluorobenzaldehyde reacts with 5-(aryl)dipyrromethanes to form a variety of meso-aryl [26]hexaphyrins.

Precautions

Pentafluorobenzaldehyde 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.