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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
mp
55-57 °C (lit.)
functional group
bromo
storage temp.
−20°C
SMILES string
Brc1ncccn1
InChI
1S/C4H3BrN2/c5-4-6-2-1-3-7-4/h1-3H
InChI key
PGFIHORVILKHIA-UHFFFAOYSA-N
Related Categories
General description
2-Bromopyrimidine undergoes microwave-assisited aminocarbonylation at C-2 with palladium and Mo(CO)6.
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tetrahedron Letters, 48, 2339-2339 (2007)
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
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