144808-72-0

Usage

Uses

Used in Pharmaceutical Industry:
4-(4-Iodophenoxy)tetrahydropyran serves as a crucial building block in the organic synthesis of pharmaceuticals. Its ability to be incorporated into complex organic molecules contributes to the development of new drugs with potential therapeutic applications.
Used in Chemical Reactions as a Reagent:
In the realm of chemical reactions, 4-(4-Iodophenoxy)tetrahydropyran is utilized as a reagent to introduce the 4-iodophenoxy group into other molecules. This functionality expands the synthetic potential of various chemical compounds, enhancing their properties for specific applications.
Used in Agricultural Industry:
4-(4-Iodophenoxy)tetrahydropyran also finds applications in the agricultural sector, where it may be employed in the synthesis of agrochemicals or as a component in the development of novel pesticides or herbicides, leveraging its reactivity and structural attributes to improve product efficacy.
Used in Materials Science:
4-(4-Iodophenoxy)tetrahydropyran contributes to the field of materials science by being a part of the synthesis process for new materials with unique properties. Its incorporation into these materials can lead to advancements in areas such as polymer science, nanotechnology, and the creation of advanced composites.

InChI:InChI=1/C11H13IO2/c12-9-1-3-10(4-2-9)14-11-5-7-13-8-6-11/h1-4,11H,5-8H2

Upstream product

• 2081-44-9 Tetrahydro-pyran-4-ol 
• 540-38-5 p-Iodophenol 

Downstream Products

• 1287761-26-5 (E)-3-phenyl-1-(4'-(tetrahydro-2H-pyran-4''-yloxy)phenyl)prop-2-en-1-one 

Relevant academic research and scientific papers

Ex situ generation of stoichiometric and substoichiometric 12CO and 13CO and its efficient incorporation in palladium catalyzed aminocarbonylations

A new technique for the ex situ generation of carbon monoxide (CO) and its efficient incorporation in palladium catalyzed carbonylation reactions was achieved using a simple sealed two-chamber system. The ex situ generation of CO was derived by a palladium catalyzed decarbonylation of tertiary acid chlorides using a catalyst originating from Pd(dba)2 and P(tBu)3. Preliminary studies using pivaloyl chloride as the CO-precursor provided an alternative approach for the aminocarbonylation of 2-pyridyl tosylate derivatives using only 1.5 equiv of CO. Further design of the acid chloride CO-precursor led to the development of a new solid, stable, and easy to handle source of CO for chemical transformations. The synthesis of this CO-precursor also provided an entry point for the late installment of an isotopically carbon-labeled acid chloride for the subsequent release of gaseous [ 13C]CO. In combination with studies aimed toward application of CO as the limiting reagent, this method provided highly efficient palladium catalyzed aminocarbonylations with CO-incorporations up to 96%. The ex situ generated CO and the two-chamber system were tested in the synthesis of several compounds of pharmaceutical interest and all of them were labeled as their [ 13C]carbonyl counterparts in good to excellent yields based on limiting CO. Finally, palladium catalyzed decarbonylation at room temperature also allowed for a successful double carbonylation. This new protocol provides a facile and clean source of gaseous CO, which is safely handled and stored. Furthermore, since the CO is generated ex situ, excellent functional group tolerance is secured in the carbonylation chamber. Finally, CO is only generated and released in minute amounts, hence, eliminating the need for specialized equipment such as CO-detectors and equipment for running high pressure reactions.