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47149

Sigma-Aldrich

5-Bromo-2-chloropyrimidine

purum, ≥98.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C4H2BrClN2
CAS Number:
Molecular Weight:
193.43
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

purum

Assay

≥98.0% (HPLC)

mp

73-79 °C (lit.)
74-77 °C

SMILES string

Clc1ncc(Br)cn1

InChI

1S/C4H2BrClN2/c5-3-1-7-4(6)8-2-3/h1-2H

InChI key

XPGIBDJXEVAVTO-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Angeles Mosquera et al.
Organic letters, 10(17), 3745-3748 (2008-08-05)
The palladium-catalyzed cross-coupling reaction of triorganoindium reagents (R3In) with 5-bromo-2-chloropyrimidine proceeds chemoselectively, in good yields, to give 5-substituted-2-chloropyrimidines or 2,5-disubstituted pyrimidines using 40 or 100 mol % of R3In, respectively. Sequential cross-couplings are also performed, in one pot, using two
Gábor Vlád et al.
The Journal of organic chemistry, 67(18), 6550-6552 (2002-08-31)
A high-yield synthesis was developed for the preparation of 2,2'-bipyrimidine (1) using the Ullmann coupling of 2-iodopyrimidine. The new procedure was also used for the preparation of 4,4',6,6'-tetramethyl-2,2'-bipyrimidine (2) and 5,5'-dibromo-2,2'-bipyrimidine (3).

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