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5-Bromopyrimidine

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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
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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
pka
1.40±0.10(Predicted)
color 
Yellow to beige-brown
BRN 
107326
CAS DataBase Reference
4595-59-9(CAS DataBase Reference)
NIST Chemistry Reference
Pyrimidine, 5-bromo-(4595-59-9)
EPA Substance Registry System
Pyrimidine, 5-bromo- (4595-59-9)
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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

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5-Bromopyrimidine Usage And Synthesis

Chemical Properties

yellow solid crystalline, insoluble in water, soluble in organic solvents such as benzene and toluene.

Uses

5-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.

Uses

5-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

Application

5-Bromopyrimidine is a compound useful in organic synthesis.

Preparation

5-Bromopyrimidine is prepared by reacting dibromodifuranone with formamide in the presence of B2O2 catalyst at 180-185°C to obtain the product.

General Description

Rapid 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.

5-Bromopyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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