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559989

Sigma-Aldrich

2-Chloro-4-(trifluoromethyl)pyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C6H3ClF3N
CAS Number:
81565-18-6
Molecular Weight:
181.54
MDL number:
MFCD00042224
UNSPSC Code:
12352100
PubChem Substance ID:
24879833
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.4490 (lit.)

bp

146-147 °C (lit.)

density

1.411 g/mL at 25 °C (lit.)

SMILES string

FC(F)(F)c1ccnc(Cl)c1

InChI

1S/C6H3ClF3N/c7-5-3-4(1-2-11-5)6(8,9)10/h1-3H

InChI key

GBNPVXZNWBWNEN-UHFFFAOYSA-N

General description

2-Chloro-4-(trifluoromethyl)pyridine can be synthesized from 2-chloro-4-iodopyridine.

Application

2-Chloro-4-(trifluoromethyl)pyridine may be used in the synthesis of:
  • 4,4′-bis( trifluoromethyl)-2,2′-bipyridine
  • 4-(trifluoromethyl)pyridine
  • 1,3-bis(4-(trifluoromethyl)pyridin-2-yl)benzene

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Trifluoromethyl-substituted 2, 2'-bipyridine ligands. Synthetic control of excited-state properties of ruthenium (II) tris-chelate complexes.
Furue M, et al.
Inorganic Chemistry, 31(18), 3792-3795 (1992)
Cyclometallated platinum (II) complexes of 1, 3-di (2-pyridyl) benzenes: tuning excimer emission from red to near-infrared for NIR-OLEDs.
Rossi E, et al.
Journal of Materials Chemistry, 21(39), 15501-15510 (2011)
Trifluoromethyl-Substituted Pyridines Through Displacement of Iodine by in situ Generated (Trifluoromethyl) copper.
Cottet F and Schlosser M.
European Journal of Organic Chemistry, 2, 327-330 (2002)
The Direct Metalation and Subsequent Functionalization of Trifluoromethyl-Substituted Pyridines and Quinolines.
Schlosser M and Marull M.
European Journal of Organic Chemistry, 8, 1569-1575 (2003)
Wade C Henke et al.
ChemSusChem, 10(22), 4589-4598 (2017-10-13)
We demonstrate that [Cp*Rh] complexes bearing substituted 2,2'-bipyridyl ligands are effective hydrogen evolution catalysts (Cp*=η

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