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145378 Sigma-Aldrich

4,6-Dichloropyrimidine

97%

  • CAS Number 1193-21-1

  • Empirical Formula (Hill Notation) C4H2Cl2N2

  • Molecular Weight 148.98

  •  Beilstein/REAXYS Number 111195

  •  EC Number 214-770-2

  •  MDL number MFCD00006109

  •  PubChem Substance ID 24848721

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C4 to C5, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
Quality Level   100
assay   97%
bp   176 °C (lit.)
mp   65-67 °C (lit.)
solubility   95% ethanol: soluble 50 mg/mL, clear to very slightly hazy, colorless to yellow
SMILES string   Clc1cc(Cl)ncn1
InChI   1S/C4H2Cl2N2/c5-3-1-4(6)8-2-7-3/h1-2H
InChI key   XJPZKYIHCLDXST-UHFFFAOYSA-N

Description

General description

Cyclic voltammograms of 4,6-dichloropyrimidine shows three cathodic waves, arising from sequential cleavage of carbon-chlorine bonds as well as the reduction of pyrimidine.

Application

4,6-Dichloropyrimidine was used in the synthesis of N-substituted azacalix[4]pyrimidines. It was used as starting reagent for the synthesis of disubstituted pyrimidines by tandem amination and Suzuki-Miyaura cross-coupling. It was also used in a biarylpyrimidine synthesis involving biaryl cross-coupling.

Packaging

10, 50 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3263 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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