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5-Bromopyrimidine

5-Bromopyrimidine Basic information
Product Name:5-Bromopyrimidine
Synonyms:5-bromo-pyrimidin;PYRIMIDINE, 2-BROMO-;PYRIMIDINE, 5-BROMO-;5-BROMOPYRIMIDINE;5-Bromopyrimidine,98%;Pyrimidine,5-bromo-(6CI,7CI,8CI,9CI);5-BROMOISATINIC ANHYDRIDE;5-BROMOPYRIMIDINE, 99% MIN
CAS:4595-59-9
MF:C4H3BrN2
MW:158.98
EINECS:224-992-1
Product Categories:Halides;Pyrazines, Pyrimidines & Pyridazines;Aromatics Compounds;Aromatics;Heterocycles;Pyrazines, Pyrimidines & Pyridazines;HALIDE;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Pyrimidine;Heterocycle-Pyrimidine series;Pyridines, Pyrimidines, Purines and Pteredines;bc0001;4595-59-9
Mol File:4595-59-9.mol
5-Bromopyrimidine Structure
5-Bromopyrimidine Chemical Properties
Melting point 67-73 °C (lit.)
Boiling point 168°C(lit.)
density 1.6448 (rough estimate)
refractive index 1.5260 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Soluble in chloroform.
form Crystalline Powder or Chunks
pka1.40±0.10(Predicted)
color Yellow to beige-brown
BRN 107326
CAS DataBase Reference4595-59-9(CAS DataBase Reference)
NIST Chemistry ReferencePyrimidine, 5-bromo-(4595-59-9)
EPA Substance Registry SystemPyrimidine, 5-bromo- (4595-59-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-36/38
Safety Statements 26-36-37/39
WGK Germany 3
Hazard Note Irritant
TSCA T
HazardClass IRRITANT, KEEP COLD
HS Code 29335990
MSDS Information
ProviderLanguage
5-Bromopyrimidine English
SigmaAldrich English
ACROS English
ALFA English
5-Bromopyrimidine Usage And Synthesis
Chemical Propertiesyellow solid crystalline, insoluble in water, soluble in organic solvents such as benzene and toluene.
Uses5-Bromopyrimidine was used in the synthesis of N-heteroaryl substituted 9-arylcarbazolyl derivatives via palladium-catalyzed aerobic and ligand-free Suzuki reaction, (5-(phenylethynyl)pyrimidine) via microwave assisted organic synthesis (MAOS) Sonogashira protocol.
Uses5-Bromopyrimidine was used in the synthesis of:
N-heteroaryl substituted 9-arylcarbazolyl derivatives via palladium-catalyzed aerobic and ligand-free Suzuki reaction
(5-(phenylethynyl)pyrimidine) via microwave assisted organic synthesis (MAOS) Sonogashira protocol
Intermediate for the synthesis of plant growth regulator flurprimidol
Application5-Bromopyrimidine is a compound useful in organic synthesis.
Preparation5-Bromopyrimidine is prepared by reacting dibromodifuranone with formamide in the presence of B2O2 catalyst at 180-185°C to obtain the product.
General DescriptionRapid nucleophilic displacement reactions of 5-bromopyrimidine with nucleophiles under microwave irradiation has been studied. 5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine.
2-(1H-BENZO[D]IMIDAZOL-2-YL)-2-(5-BROMO-2-CHLORO-6-METHYLPYRIMIDIN-4-YL)ACETONITRILE 5-BROMO-2,4-DIMETHOXYPYRIMIDINE 5-Bromo-2,4-dichloropyrimidine 5-Bromo-4,6-dichloropyrimidine 2-AMINO-5-BROMO-4-HYDROXY-6-METHYLPYRIMIDINE Cytosine Sulfadiazine Alloxan Silver sulfadiazine 4-AMINO-5-BROMO-2-PYRIMIDINOL 5-BROMO-2-METHYL-PYRIMIDIN-4-YLAMINE Pyrimidine 2-AMINO-5-BROMOPYRIMIDINE,2-Amino-5-bromopyrimidine ,98% Fluorocytosine Uracil Pyrimethamine 5-Bromopyrimidine 5-BROMO-2,4-DIAMINO-6-HYDROXYPYRIMIDINE
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