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Merck
CN

245844

2-Bromopyrimidine

95%

Synonym(s):

2-Bromopyrimidine

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About This Item

Empirical Formula (Hill Notation):
C4H3BrN2
CAS Number:
Molecular Weight:
158.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
224-993-7
MDL number:
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Product Name

2-Bromopyrimidine, 95%

InChI key

PGFIHORVILKHIA-UHFFFAOYSA-N

InChI

1S/C4H3BrN2/c5-4-6-2-1-3-7-4/h1-3H

SMILES string

Brc1ncccn1

assay

95%

mp

55-57 °C (lit.)

functional group

bromo

storage temp.

−20°C

Quality Level

Application

2-Bromopyrimidine was used in the synthesis of 2,7-bis(2-pyrimidyl)-9,9-dihexylfluorene by cross-coupling with 9,9-dihexylfluorene-2,7-diboronic acid.
Undergoes microwave-assisited aminocarbonylation at C-2 with palladium and Mo(CO)6.

General description

2-Bromopyrimidine undergoes microwave-assisited aminocarbonylation at C-2 with palladium and Mo(CO)6.

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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Gregory Hughes et al.
Organic & biomolecular chemistry, 1(17), 3069-3077 (2003-10-02)
New pyrimidine containing oligo(arylene)s, notably the pyrimidine-fluorene hybrid systems 13-16, have been synthesised by Suzuki cross-coupling methodology. An efficient synthesis of the key reagent 9,9-dihexylfluorene-2,7-diboronic acid 10 from 2,7-dibromo-9,9-dihexylfluorene 9 is reported. Cross-coupling of 10 with two equivalents of 2-bromopyrimidine
Tetrahedron Letters, 48, 2339-2339 (2007)

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