ChemicalBook > CAS DataBase List > 5-Bromopyrimidine

5-Bromopyrimidine

Product Name
5-Bromopyrimidine
CAS No.
4595-59-9
Chemical Name
5-Bromopyrimidine
Synonyms
5-bromo-pyrimidin;5-pyriMidine;5-Brompyrimidin;5-BROMOPYRIMIDINE;5-Bromo-1,3-diazine;PYRIMIDINE, 5-BROMO-;PYRIMIDINE, 2-BROMO-;5-Bromopyrimidine,98%;5-Bromopyrimidine >5-BROMOPYRIMIDINE 0.98
CBNumber
CB8853640
Molecular Formula
C4H3BrN2
Formula Weight
158.98
MOL File
4595-59-9.mol
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5-Bromopyrimidine Property

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
InChI
InChI=1S/C4H3BrN2/c5-4-1-6-3-7-2-4/h1-3H
InChIKey
GYCPLYCTMDTEPU-UHFFFAOYSA-N
SMILES
C1=NC=C(Br)C=N1
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

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
219142
Product name
5-Bromopyrimidine
Purity
97%
Packaging
5g
Price
$40.41
Updated
2025/07/31
Sigma-Aldrich
Product number
219142
Product name
5-Bromopyrimidine
Purity
97%
Packaging
25g
Price
$87.9
Updated
2025/07/31
TCI Chemical
Product number
B2229
Product name
5-Bromopyrimidine
Purity
>98.0%(GC)
Packaging
5g
Price
$72
Updated
2025/07/31
TCI Chemical
Product number
B2229
Product name
5-Bromopyrimidine
Purity
>98.0%(GC)
Packaging
25g
Price
$288
Updated
2025/07/31
TRC
Product number
B686855
Product name
5-Bromopyrimidine
Packaging
5g
Price
$50
Updated
2021/12/16
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5-Bromopyrimidine Chemical Properties,Usage,Production

Description

5-Bromopyrimidine is an important structural unit in organic compounds, featuring a bromine functional group on its pyrimidine ring which serves as the active moiety enabling participation in diverse chemical reactions. Through acid-catalysed electrophilic alkylation of aromatic compounds with 5-bromopyrimidine, followed by oxidative rearrangement to form the dihydropyrimidine ring. Subsequent Sonogashira cross-coupling enables the preparation of 4-aryl-5-pyrimidylacetylene derivatives, which possess medicinal value.

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.

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View Lastest Price from 5-Bromopyrimidine manufacturers

Shandong Vital Biotechnology Co., Ltd.
Product
5-Bromopyrimidine 4595-59-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100tons
Release date
2025-11-20
WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Bromopyrimidine 4595-59-9
Price
US $0.00/kg
Min. Order
1kg
Purity
98%min
Supply Ability
100kg
Release date
2023-01-13
Zhengzhou Alfa Chemical Co.,Ltd
Product
5-Bromopyrimidine 4595-59-9
Price
US $238.00/g
Min. Order
1g
Purity
97% min.
Supply Ability
300kg
Release date
2021-03-26

4595-59-9, 5-BromopyrimidineRelated Search:


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  • 4595-59-9