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103748

Sigma-Aldrich

2,3,4,5,6-Pentafluorobenzaldehyde

98%

Synonym(s):

Formylpentafluorobenzene, Pentafluorobenzaldehyde

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About This Item

Linear Formula:
C6F5CHO
CAS Number:
653-37-2
Molecular Weight:
196.07
Beilstein:
1876550
EC Number:
211-502-6
MDL number:
MFCD00003303
UNSPSC Code:
12352100
PubChem Substance ID:
24846620
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.45 (lit.)

bp

164-166 °C (lit.)

mp

24-28 °C (lit.)

density

1.588 g/mL at 25 °C (lit.)

functional group

aldehyde

SMILES string

Fc1c(F)c(F)c(C=O)c(F)c1F

InChI

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

InChI key

QJXCFMJTJYCLFG-UHFFFAOYSA-N

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General description

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

Application

2,3,4,5,6-Pentafluorobenzaldehyde was used in the synthesis of novel, high molecular weight fluorinated aromatic polymers by superacid-catalyzed polyhydroxylation reaction of fluorinated carbonyl-containing compounds. 2,3,4,5,6-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 microextraction and gas chromatography-tandem mass spectrometry.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H332,H335

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Masaaki Suzuki et al.
Organic letters, 5(21), 3943-3946 (2003-10-11)
[reaction: see text] Acid-catalyzed reactions of 5-(2',3',4',5',6'-pentafluorophenyl)dipyrromethane with aryl aldehydes and of 5-(aryl)dipyrromethanes with 2,3,4,5,6-pentafluorobenzaldehyde allowed the preparation of a variety of meso-aryl [26]hexaphyrins.
A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers.
Diaz AM, et al.
Macromolecular Rapid Communications, 28(2), 183-187 (2007)
Amit Kumar et al.
Dalton transactions (Cambridge, England : 2003), 48(30), 11345-11351 (2019-07-06)
Catalytic water splitting is a highly promising area of research for the development of a hydrogen-based society. Herein, the synthesis of the bifunctional A2B-type cobalt(iii) corrole Co(BAPC)Py2 having the electron-withdrawing meso-pentafluorophenyl and the basic meso-p-aminophenyl substituents is reported. Cyclic voltammetric
Cláudia M B Neves et al.
Journal of hazardous materials, 370, 13-23 (2018-12-07)
Porphyrins are known as effective photosensitizers and can be an interesting key in phototreatment of water contaminated with micropollutants such as pharmaceuticals. They already showed to be efficient photocatalysts for the degradation of dyes, chlorophenols and other pollutants. This work
Anna Llop et al.
Analytica chimica acta, 665(2), 231-236 (2010-04-27)
In this paper we describe an environmentally friendly and sensitive method for the determination of ten primary amines in sewage sludge. The method is based on pressurised hot water extraction (PHWE) followed by simultaneous derivatization with pentafluorobenzaldehyde (PFBAY) and headspace
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