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104329

Sigma-Aldrich

2,3,4,5-Tetrafluoroaniline

98%

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About This Item

Linear Formula:
HC6F4NH2
CAS Number:
Molecular Weight:
165.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

98%

bp

78 °C/13 mmHg (lit.)

mp

27-29 °C (lit.)

SMILES string

Nc1cc(F)c(F)c(F)c1F

InChI

1S/C6H3F4N/c7-2-1-3(11)5(9)6(10)4(2)8/h1H,11H2

InChI key

BEECAQIHCYTZHC-UHFFFAOYSA-N

General description

2,3,4,5-Tetrafluoroaniline reacts with glycerol, crotonaldehyde, and methyl vinyl ketone by Skraup reaction to form 5,6,7,8-Tetrafluoroquinoline and 2- and 4-methyl-5,6,7,8-tetrafluoroquinoline, respectively.

Application

2,3,4,5-Tetrafluoroaniline can be used in the synthesis of polyfluorinated quinolines.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Partially fluorinated heterocyclic compounds. Part I. The preparation of some tetra-and tri-fluoroquinolines, and some reactions of 5, 6, 7, 8-tetrafluoroquinoline.
Brooke GM, et al.
J. Chem. Soc. Sect. C, 215-218 (1966)
N-Acetylation as a Means to Activate Polyfluoroarylamines for Selective ortho-Hydrodefluorination by Zinc in Aqueous Ammonia: A Concise Route to Polyfluorobenzo Azaheterocycles.
Laev SS, et al.
European Journal of Organic Chemistry, 2007(2), 306-316 (2007)

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