43216-12-2

Basic information

• Product Name: 2-(IODOMETHYL)TETRAHYDROPYRAN
• Synonyms: 2-(IODOMETHYL)TETRAHYDROPYRAN
• CAS NO: 43216-12-2
• Molecular Formula: C₆H₁₁IO
• Molecular Weight: 226.06
• Mol File: 43216-12-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 229.1 °C at 760 mmHg
• Flash Point: 92.4 °C
• Appearance: /
• Density: 1.645 g/cm³
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2-(IODOMETHYL)TETRAHYDROPYRAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(IODOMETHYL)TETRAHYDROPYRAN(43216-12-2)
• EPA Substance Registry System: 2-(IODOMETHYL)TETRAHYDROPYRAN(43216-12-2)

Safety Data

• Hazardous Substances Data: 43216-12-2(Hazardous Substances Data)

Usage

General Description

2-(Iodomethyl)tetrahydropyran is a chemical compound with the molecular formula C6H11IO. It is a halogenated organic compound that consists of a tetrahydropyran ring with an iodomethyl substituent. 2-(IODOMETHYL)TETRAHYDROPYRAN is used in organic synthesis as a reagent for the preparation of various other organic compounds. It is commonly employed in the field of medicinal chemistry and pharmaceutical research. 2-(Iodomethyl)tetrahydropyran is a versatile building block in organic chemistry and is widely used in the synthesis of diverse bioactive compounds and natural products. Due to its reactivity and structural properties, it has gained importance in the development of novel drug candidates and materials in the pharmaceutical and chemical industries.

InChI:InChI=1/C6H11IO/c7-5-6-3-1-2-4-8-6/h6H,1-5H2

Upstream product

• 821-41-0 5-Hexen-1-ol 
• 203124-73-6 5-hexenyl-2,3,4,6-tetra-O-methyl-β-D-glucopyranoside 
• 34723-82-5 2-(bromomethyl)tetrahydro-2H-pyran 

Downstream Products

• 80317-42-6 1-methyl-2-<<2-methyl-3-phenyl-1-<(tetrahydro-2H-pyran-2-yl)methyl>-2-propenyl>thio>-1H-imidazole 
• 80317-44-8 2-<<3-(4-chlorophenyl)-2-methyl-1-<(tetrahydro-2H-pyran-2-yl)methyl>-2-propenyl>thio>-1-methyl-1H-imidazole 
• 821-41-0 5-Hexen-1-ol 
• 80317-54-0 (E)-1-(4-chlorophenyl)-2-methyl-4-(tetrahydro-2H-pyran-2-yl)-2-buten-1-one 
• 80317-49-3 4-chloro-α-<1-methyl-3-(tetrahydro-2H-pyran-2-yl)-1-propenyl>benzenemethanol 
• 136576-57-3 C₁₈H₂₁OSb 
• 321328-61-4 C₂₃H₂₇NO₃ 

Relevant articles and documents

Iodoetherification of unactivated alkenes catalyzed by diphosphine palladium(II) complexes

A palladium-catalyzed intramolecular iodoetherification of alkenes is reported. The reaction is efficient and highly diastereoselective for disubstituted alkenes. The tether length between the alcohol and alkene can be varied to produce tetrahydrofuran and tetrahydropyran rings. Diphosphine palladium(II) salts are highly active catalysts enabling future studies on the development of an enantioselective process.

A New Easy Method for the Synthesis of Cyclic Halogenoethers and Halogenolactones

Oxidation of halogen salts with m-chloroperbenzoic acid in the presence of 18-crown-6 and of suitable hydroxy or carboxy alkenes leads readily to high yield production of cyclic halogenoethers or halogenolactones.

Highly efficient halogenation of organic compounds with halides catalyzed by cerium(III) chloride heptahydrate using hydrogen peroxide as the terminal oxidant in water

In this article a new environmentally friendly catalytic method is described for the efficient monoiodination and bromination of arenes and also iodoetherification and iodolactonization of olefins using hydrogen peroxide as the terminal oxidant. The method is based on using sodium iodide or sodium bromide, hydrogen peroxide (35%) and cerium(III) chloride as an effective catalyst in water at room temperature or under reflux conditions. By this protocol, iodination of anilines proceeded with high regioselectivity at the para position with the formation of small amounts of the ortho isomers. However, bromination of anilines proceeded with absolute regioselectivity to give the para isomers as the sole products in high yields. Iodinations and bromi-nations of m-xylene, toluene, chloro- and bromobenzenes were proceeded with excellent regioselectivity to produce the para isomers as the sole products. Benzene was also halogenated by this catalytic system to give the monohalogenated benzene in good yields. Iodoetherification and iodolactonization of olefins also proceeded easily in high yields at room temperature. However, the bromination of olefins by this protocol failed and the starting materials were detected intact.

Oxone-KI Induced Lactonization and Etherification of Unsaturated Acids and Alcohols: A Formal Synthesis of Mintlactone

Unsaturated acids and alcohols interact with Oxone and KI in acetonitrile-H2O and undergo iodolactonization and iodoetherification in short times with good yields. The reaction has been used for the formal synthesis of mintlactone starting from isopulegol.