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245844

Sigma-Aldrich

2-Bromopyrimidine

95%

Synonym(s):

2-Bromopyrimidine

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About This Item

Empirical Formula (Hill Notation):
C4H3BrN2
CAS Number:
4595-60-2
Molecular Weight:
158.98
EC Number:
224-993-7
MDL number:
MFCD00014601
UNSPSC Code:
12352100
PubChem Substance ID:
24854761
NACRES:
NA.22

Quality Level

100

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCF1755
MKBW1967V
MKBT9534V
MKBR6203V
MKBK0894V

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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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