103748

Sigma-Aldrich

2,3,4,5,6-Pentafluorobenzaldehyde

98%

Linear Formula:
C6F5CHO
CAS Number:
Molecular Weight:
196.07
Beilstein/REAXYS Number:
1876550
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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.

Packaging

2.5, 10 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

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 Germany

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

Certificate of Analysis

Certificate of Origin

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.
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...
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...
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)
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...

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