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4-iodo-2-methoxypyridine(CAS# 98197-72-9)

Chemical Property:

Molecular Formula C6H6INO
Molar Mass 235.02
Density 1.825±0.06 g/cm3(Predicted)
Boiling point 106 °C(Press: 15 Torr)
Flash Point 104.034°C
Vapor Presure 0.038mmHg at 25°C
pKa 2.02±0.10(Predicted)
Storage Condition under inert gas (nitrogen or Argon) at 2–8 °C
Refractive Index 1.598

Product Detail

Product Tags

Hazard Symbols Xn - Harmful
Risk Codes 22 - Harmful if swallowed

 

Introduction

4-iodo-2-methoxypyridine is an organic compound with the chemical formula C6H5INO. The following is a description of its nature, use, preparation and safety information:

 

Nature:

-Appearance: 4-iodo-2-methoxypyridine is a white to light yellow solid.

-Solubility: It is soluble in some organic solvents.

 

Use:

4-iodo-2-methoxypyridine has certain application value in organic synthesis, and is often used as an effective compound intermediate or reagent.

 

Preparation Method:

4-iodo-2-methoxypyridine can be prepared by the following methods:

-It can be prepared by nucleophilic substitution reaction between pyridine and methyl iodide under alkaline conditions.

-can also be obtained by the reaction of pyridine with cuprous iodide and then with methanol.

 

Safety Information:

- 4-iodo-2-methoxypyridine may be irritating to the eyes, skin and respiratory tract, so direct contact should be avoided when using it.

-Wear protective glasses and gloves when handling, and ensure that the operation is carried out under good ventilation.

-Hazardous properties: The compound has certain acute toxicity and irritation, and may cause harm to the environment.

-Storage: Store in a cool, dry place, away from fire and oxidizing agents.

Application
4-Iodo-2-methoxypyridine (CAS 98197-72-9) is a high-purity heteroaryl iodide featuring a methoxy group at the 2-position and an iodine atom at the 4-position of the pyridine ring. The C-I bond exhibits enhanced reactivity in palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura couplings, achieving up to 92% yield in demanding transformations. This superior reactivity is attributed to its distinct pKa (2.02±0.10) compared to bromo (3.76) or chloro analogs. As a strategic building block, it is widely used in medicinal chemistry for constructing kinase inhibitor libraries and PD-1/PD-L1 inhibitor development. The iodine handle enables selective functionalization while the methoxy group provides electronic modulation. It also serves as a precursor for generating reactive intermediates in mechanistic studies and new synthetic methodologies. High purity (98% HPLC) with validated batch-specific CoA ensures synthetic reproducibility. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of this key intermediate with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.


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