31462-58-5

Basic information

• Product Name: 5-IODOPYRIMIDINE
• Synonyms: 5-IODOPYRIMIDINE;PyriMidine, 5-iodo-;5-Iodo-1,3-diazine;5-Jodpyrimidin
• CAS NO: 31462-58-5
• Molecular Formula: C₄H₃IN₂
• Molecular Weight: 205.98
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 31462-58-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 266-268 °C(Solv: water (7732-18-5))
• Boiling Point: 231.6 °C at 760 mmHg
• Flash Point: 93.9 °C
• Appearance: /
• Density: 2.102 g/cm³
• Vapor Pressure: 0.0938mmHg at 25°C
• Refractive Index: 1.641
• Storage Temp.: 2-8°C(protect from light)
• PKA: 1.38±0.10(Predicted)
• CAS DataBase Reference: 5-IODOPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-IODOPYRIMIDINE(31462-58-5)
• EPA Substance Registry System: 5-IODOPYRIMIDINE(31462-58-5)

Safety Data

• Hazardous Substances Data: 31462-58-5(Hazardous Substances Data)

Usage

General Description

5-Iodopyrimidine is a chemical compound with the molecular formula C4H3IN2. It is an iodinated derivative of pyrimidine and is commonly used in the synthesis of pharmaceuticals and agrochemicals. 5-IODOPYRIMIDINE has a wide range of applications in various industries, including as a building block in the production of antiviral and anticancer drugs. 5-Iodopyrimidine is also used as a reagent in organic synthesis and as a precursor in the preparation of other iodopyrimidine derivatives. Due to its versatile nature and potential pharmacological uses, 5-Iodopyrimidine has garnered significant interest in research and development efforts.

InChI:InChI=1/C4H3IN2/c5-4-1-6-3-7-2-4/h1-3H

Upstream product

• 289-95-2 PYRIMIDINE 
• 4595-59-9 5-bromopyrimidine 

Downstream Products

• 63558-71-4 5-(furan-2-yl)pyrimidine 
• 58759-01-6 5-(thiophen-2-yl)pyrimidine 
• 58759-02-7 5-(thiophen-3-yl)pyrimidine 
• 1007351-79-2 C₂₇H₂₉N₃O₄ 
• 1007351-67-8 C₂₆H₂₇N₃O₃ 
• 1007351-44-1 C₂₆H₂₇N₃O₂ 
• 1007351-23-6 C₂₅H₂₅N₃O₂ 
• 1269071-46-6 C₁₁H₈N₂OS 
• 1363430-78-7 N-(1-(4-((4-(pyrimidin-5-yloxy)phenyl)ethynyl)phenyl)propan-2-yl)acetamide 
• 69491-47-0 5-(4-methoxyphenyl)pyrimidine 
• 34771-45-4 5-phenylpyrimidine 
• 265107-25-3 1-(4-(pyrimidin-5-yl)phenyl)ethan-1-one 
• 893734-25-3 3-(pyrimidin-5-yl)benzonitrile 
• 1595294-71-5 tert-butyl 3-(pyrimidin-5-yl)benzoate 

Relevant articles and documents

Insight into Copper Catalysis: In Situ Formed Nano Cu2O in Suzuki-Miyaura Cross-Coupling of Aryl/Indolyl Boronates

A ligand-free copper catalyzed Suzuki-Miyaura coupling of 3,5-diiodopyridine with aryl and indole boronates has been explored in good to excellent yields. In situ generation of nano-Cu2O from CuCl2 under the reaction conditions has been discovered for the first time. The generality of the reaction was further demonstrated by the arylation of 5-iodopyrimidine, iodopyridines, iodobenzenes, and diiodobenzenes and resulted in good to moderate yields. Moreover, bisindole alkaloid Scalaridine A has been successfully synthesized in 60% overall yield.

Alkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex, (THF)Li(TMP)Zn(tBu)2 and applications in in situ cross coupling reactions

This study investigates the ability of the mixed-metal reagent [Li(TMP)Zn(tBu)2] 1 to promote direct Zn-H exchange reactions (zincations) of a wide range of N-heterocyclic molecules. The generated metallated intermediates from these reactions are intercepted with I2 and some of them are also employed as precursors in Pd-catalysed Negishi cross-coupling applications. A comparison with recent precedents in metallation chemistry reveals that for some of these heterocycles, 1 allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities.

Deprotonative zincation of heteroaromatics using ZnI2 and tert-Bu-P4 base

The direct deprotonative zincation of diazines was accomplished using the combination of ZnI2 and t-Bu-P4 base and unique regioselectivities of zincation were observed.