112823-30-0

Basic information

• Product Name: 3-(iodomethyl)-3-methyloxetane
• Synonyms: 3-(iodomethyl)-3-methyloxetane;3-(iodoomethyl)-3-methyloxetane;3-(iodoMethyl)-3-Methylox...;3-(IodoMethyl)-3-Methyloxetane Oxetane, 3-(iodoMethyl)-3-Methyl-;Oxetane,3-(iodomethyl)-3-methyl-
• CAS NO: 112823-30-0
• Molecular Formula: C₅H₉IO
• Molecular Weight: 212.03
• Mol File: 112823-30-0.mol

Chemical Properties

• Boiling Point: 187.696 °C at 760 mmHg
• Flash Point: 67.316 °C
• Appearance: /
• Density: 1.762 g/cm³
• CAS DataBase Reference: 3-(iodomethyl)-3-methyloxetane(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(iodomethyl)-3-methyloxetane(112823-30-0)
• EPA Substance Registry System: 3-(iodomethyl)-3-methyloxetane(112823-30-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 112823-30-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-(iodomethyl)-3-methyloxetane is used as a reagent and building block for the production of various organic compounds. Its unique structure allows for the formation of new chemical bonds and the synthesis of complex organic molecules.
Used in Chemical Research:
In the field of chemical research, 3-(iodomethyl)-3-methyloxetane serves as a valuable tool for studying reaction mechanisms, exploring new synthetic pathways, and developing innovative methodologies. Its reactivity and structural features make it an attractive candidate for investigating various chemical transformations and reactions.
Used in Pharmaceutical Industry:
3-(iodomethyl)-3-methyloxetane is used as a key intermediate in the synthesis of pharmaceutical compounds. Its ability to form diverse chemical entities makes it a promising candidate for the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 3-(iodomethyl)-3-methyloxetane is utilized as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique properties enable the creation of novel and effective compounds for agricultural applications.
Used in Material Science:
3-(iodomethyl)-3-methyloxetane is employed in the development of new materials with specific properties, such as polymers, coatings, and adhesives. Its versatility in organic synthesis allows for the creation of materials with tailored characteristics for various applications.

Upstream product

• 3143-02-0 3-hydroxymethyl-3-methyloxethane 
• 822-48-0 3-chloromethyl-3-methyl oxetane 
• 99314-44-0 (3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate 

Downstream Products

• 497870-41-4 2-(3-methyloxetan-3-ylmethoxymethyl)-2-phenyl-1,3-dioxolane 
• 1469979-79-0 (rac)-7-((3-methyloxetan-3-yl)methoxy)-4-(4-(trifluoromethyl)phenyl)-6,7-dihydro-5H-cyclopenta[c]pyridine 
• 3753-52-4 3-methyl-3-p-tolyloxymethyl-oxetane 
• 497870-44-7 3-(3-methyloxetan-3-ylmethoxy)-1-phenylpropan-1-one 
• 497870-42-5 2-(3-methyloxetan-3-ylmethoxy)-1-phenylethanone 

Relevant articles and documents

Facile synthesis, macroscopic separation, E/Z isomerization, and distinct AIE properties of pure stereoisomers of an oxetane-substituted tetraphenylethene luminogen

Control of stereochemistry plays a key role in medicinal chemistry, material and life science. As a prominent AIE luminogen, tetraphenylethene (TPE) derivatives have E/Z isomers which are challenging to separate even by HPLC. Herein, we designed oxetane-substituted TPE (TPE-2OXE) and separated pure isomers by simple column chromatography with high yields, as confirmed by mass spectrometry, IR and NMR spectroscopy. The isomerization of the two isomers can occur by photo- and thermo-activation. Importantly, (Z)-TPE-2OXE isomer solid shows bathochromic emission with a quantum yield 5 times higher than that of (E)-TPE-2OXE. The differences in emission wavelength and quantum yield are derived from distinct emission mechanisms of locally excited (LE) state emission of (E)-TPE-2OXE and charge transfer (CT) state emission of (Z)-TPE-2OXE. The two isomers are also good piezochromic luminescent materials, which have not only an obvious emission color shift but also significantly enhanced luminescence brightness by external force. In addition, (E)-TPE-2OXE solids show self-healing ability, which can crystallize spontaneously from ground amorphous state. The higher brightness of (E)-TPE-2OXE can be retained in solution, so fluorescent AIE nanodots are prepared from the two isomers. Cell-labeling experiments also show that (Z)-TPE-2OXE AIE dots have higher labeling brightness as compared to the (E)-TPE-2OXE isomer. The synthesis and distinct properties of E/Z isomers are beneficial to further development of new TPE derivatives for various applications.

Stereospecific Synthesis of E-Alkenes through Anti-Markovnikov Hydroalkylation of Terminal Alkynes

We have developed a method for stereospecific synthesis of E-alkenes from terminal alkynes and alkyl iodides. The hydroalkylation reaction is enabled by a cooperative action of copper and nickel catalysts and proceeds with excellent anti-Markovnikov selectivity. We demonstrate the broad scope of the reaction, which can be accomplished in the presence of esters, nitriles, aryl bromides, ethers, alkyl chlorides, anilines, and a wide range of nitrogen-containing heteroaromatic compounds. Mechanistic studies provide evidence that the copper catalyst activates the alkyne by hydrocupration, which controls both the regio- and diastereoselectivity of the overall reaction. The nickel catalyst activates the alkyl iodide and promotes cross coupling with the alkenyl copper intermediate.

Novel pyrrolopyridine derivatives and its use as HIV inhibitor

The present invention relates to a pyrrolopyridine derivative expressed as chemical formula 1, specifically a compound including a substituent group having an oxatane group in R1, its stereoisomer or racemic body, their pharmaceutically acceptable salts or their solvate, a manufacturing method thereof, and an antivirus composition containing the same as an active ingredient, wherein the compound expressed as chemical formula 1 has excellent selectivity and physiological activity with respect to wild type or resistant HIV-1 and therefore can be used as a remedy for AIDS.

NEW PHENYL-TETRAHYDROISOQUINOLINE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, A and n are as described herein, compositions including the compounds and methods of using the compounds.

PHENYL-TETRAHYDROISOQUINOLINE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, A and n are as described herein, compositions including the compounds and methods of using the compounds.

Isomerization of cyclic ethers having a carbonyl functional group: New entries into different heterocyclic compounds

Oxiranes (epoxides) and oxetanes having a carbonyl functional group are chemoselectively isomerized to different heterocyclic compounds via Lewis acid-promoted 1,6- and 1,7-intramolecular nucleophilic attacks of the carbonyl oxygen on the electron-deficient carbon neighboring the oxonium oxygen: for example, cyclic imides to bicyclic acetals, esters to bicyclic orthoesters, sec-amides to 4,5-dihydrooxazole or 5,6-dihydro-4H-1,3-oxazines, and tert-amides to bicyclic acetals or azetidines. The intramolecular attack of a 1,5-positioned carbonyl oxygen predominantly results in a propagating-end isomerization polymerization. On the other hand, cyclic ethers having a 1,8- or farther positioned carbonyl group undergo conventional ring-opening polymerization. A tetrahydrofuran (oxolane) ring does not open, even with a 1,6-positioned carbonyl group.