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3-nitromethyleneoxetane, also known as NMO, is a highly reactive and energetic chemical compound characterized by its colorless liquid form, strong pungent odor, and sensitivity to shock, heat, and friction. It is recognized as a powerful nitrating agent and is often utilized as a precursor in the synthesis of high-energy materials, such as explosives and propellants. Due to its potentially explosive nature, NMO requires careful handling, strict safety precautions, and special considerations during its transportation, storage, and use.

922500-95-6

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922500-95-6 Usage

Uses

Used in High-Energy Material Synthesis:
3-nitromethyleneoxetane is used as a precursor in the synthesis of high-energy materials for its ability to contribute to the formation of explosives and propellants. Its high reactivity and energy content make it a valuable component in the development of these materials.
Used in Organic Chemistry as a Nitrating Agent:
In the field of organic chemistry, 3-nitromethyleneoxetane is used as a nitrating agent to introduce nitro groups into a variety of organic compounds. This application is crucial for the synthesis of various organic compounds that require nitro functional groups for their specific properties or reactivity.
Used in Industrial Applications:
3-nitromethyleneoxetane is utilized in certain industrial applications where its high reactivity and energy content are beneficial. These applications may include the manufacturing of specific types of explosives or propellants where the compound's properties are specifically required for the desired end product.

Check Digit Verification of cas no

The CAS Registry Mumber 922500-95-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,2,2,5,0 and 0 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 922500-95:
(8*9)+(7*2)+(6*2)+(5*5)+(4*0)+(3*0)+(2*9)+(1*5)=146
146 % 10 = 6
So 922500-95-6 is a valid CAS Registry Number.

922500-95-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(Nitromethylene)oxetane

1.2 Other means of identification

Product number -
Other names 3-(nitromethylidene)oxetane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:922500-95-6 SDS

922500-95-6Relevant academic research and scientific papers

Macrocyclisation of small peptides enabled by oxetane incorporation

Roesner, Stefan,Saunders, George J.,Wilkening, Ina,Jayawant, Eleanor,Geden, Joanna V.,Kerby, Paul,Dixon, Ann M.,Notman, Rebecca,Shipman, Michael

, p. 2465 - 2472 (2019)

Cyclic peptides are an important source of new drugs but are challenging to produce synthetically. We show that head-to-tail peptide macrocyclisations are greatly improved, as measured by isolated yields, reaction rates and product distribution, by substi

BROAD SPECTRUM ANTI-CANCER COMPOUNDS

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Page/Page column 285, (2021/04/23)

Described herein, inter alia, are compounds for treating cancer and methods of use. This disclosure features chemical entities (e.g., small hairpin RNAs (shRNAs), micro RNA (miRNAs), small interfering RNA (siRNAs), small molecule inhibitors, antisense nucleic acids, peptides, viruses, CRISPR-sgRNAs, or combinations thereof) that inhibit one or more of m6A writers (e.g., methyltransferase like 3 (Mettl3 or MT-A70) or methyltransferase like-14 (Mettl14)), m6Am writers (e.g., phosphorylated CTD interacting factor I (PCIF 1), or Mettl3/14), m6A erasers (e.g., fat-mass and obesity-associated protein (FTO) or ALKB homolog 5 (ALKBH5)), m6Am erasers (e.g., FTO), m6A readers (e.g., YTH domain-containing family proteins (YTHs)), YTF domain family member 1 (YTHDF 1), YTF domain family member 2 (YTHDF 2), YTF domain family member 3 (YTHDF 3), or tyrosine-protein phosphatase non-receptor type 2 (PTPN2).

Development of oxetane modified building blocks for peptide synthesis

Beadle, Jonathan D.,Clarkson, Guy J.,Raubo, Piotr,Roesner, Stefan,Shipman, Michael,Tam, Leo K. B.,Wilkening, Ina

supporting information, p. 5400 - 5405 (2020/08/03)

The synthesis and use of oxetane modified dipeptide building blocks in solution and solid-phase peptide synthesis (SPPS) is reported. The preparation of building blocks containing non-glycine residues at the N-terminus in a stereochemically controlled man

Enzymatically-stable oxetane-based dipeptide hydrogels

McDougall, Laura,Draper, Emily R.,Beadle, Jonathan D.,Shipman, Michael,Raubo, Piotr,Jamieson, Andrew G.,Adams, Dave J.

supporting information, p. 1793 - 1796 (2018/02/21)

Low molecular weight gelators that are not easily degraded by enzymes have a range of potential applications. Here, we report new Fmoc-protected dipeptides in which the amide carbonyl group has been replaced by an oxetane ring. Remarkably one of these peptidomimetics, but not the corresponding dipeptide, is an effective gelator, forming hydrogels at a concentration of 3 mg mL-1. On assembly, there is a lack of beta-sheet structure, implying that there is no requirement for this motif in such a gel. Furthermore, the modified dipeptide is also stable to proteolysis compared to the parent dipeptide.

Method for taking DAST reagent as removing reagent to synthetize conjugated nitroolefin substituted series derivative

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Paragraph 0060; 0061; 0064; 0065, (2018/12/13)

The invention discloses a preparation method of taking a DAST reagent as a removing reagent to synthesize a conjugated nitroolefin substituted series derivative. The preparation method comprises the following steps that a carbonyl compound (compound II) i

Synthesis of 6-Azaspiro[4.3]alkanes: Innovative Scaffolds for Drug Discovery

Chalyk, Bohdan A.,Isakov, Andrei A.,Butko, Maryna V.,Hrebeniuk, Kateryna V.,Savych, Olena V.,Kucher, Olexandr V.,Gavrilenko, Konstantin S.,Druzhenko, Tetiana V.,Yarmolchuk, Vladimir S.,Zozulya, Sergey,Mykhailiuk, Pavel K.

, p. 4530 - 4542 (2017/08/30)

New scaffolds for drug discovery, 6-azaspiro[4.3]alkanes, have been synthesized in two steps from four-membered-ring ketones: cyclobutanone, thienone, N-Boc-azetidinone (Boc = tert-butoxycarbonyl), etc. The key transformation was the reaction between electron-deficient exocyclic alkenes and an in-situ generated N-benzylazomethine ylide.

Solid-Phase Synthesis of Oxetane Modified Peptides

Beadle, Jonathan D.,Knuhtsen, Astrid,Hoose, Alex,Raubo, Piotr,Jamieson, Andrew G.,Shipman, Michael

supporting information, p. 3303 - 3306 (2017/06/23)

Solid-phase peptide synthesis (SPPS) is used to create peptidomimetics in which one of the backbone amide C=O bonds is replaced by a four-membered oxetane ring. The oxetane containing dipeptide building blocks are made in three steps in solution, then integrated into peptide chains by conventional Fmoc SPPS. This methodology is used to make a range of peptides in high purity including backbone modified derivatives of the nonapeptide bradykinin and Met- and Leu-enkephalin.

Synthesis of Oxetane- and Azetidine-Containing Spirocycles Related to the 2,5-Diketopiperazine Framework

Beadle, Jonathan D.,Powell, Nicola H.,Raubo, Piotr,Clarkson, Guy J.,Shipman, Michael

supporting information, p. 169 - 172 (2015/12/26)

A simple two-step sequence is used to efficiently make novel spirocyclic analogues of the diketopiperazine nucleus. Conjugate addition of chiral α-amino esters to nitroalkenes, generated from oxetan-3-one or N-Boc-azetidin-3-one, followed by nitro group r

HEPATITIS B CORE PROTEIN ALLOSTERIC MODULATORS

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Paragraph 000279, (2015/10/05)

ABSTRACT The present disclosure provides, in part, compounds having allosteric effector properties against Hepatitis B virus Cp. Also provided herein are methods of treating viral infections, such as hepatitis B, comprising administering to a patient in need thereof a disclosed compound.

Synthesis and structure of oxetane containing tripeptide motifs

Powell, Nicola H.,Clarkson, Guy J.,Notman, Rebecca,Raubo, Piotr,Martin, Nathaniel G.,Shipman, Michael

supporting information, p. 8797 - 8800 (2014/07/22)

A new class of peptidomimetic is reported in which one of the amide CO bonds of the peptide backbone is replaced by an oxetane ring. They are synthesised by conjugate addition of various α-amino esters to a 3-(nitromethylene)oxetane, reduction of the nitro group and further coupling with N-Z protected amino acids to grow the peptide chain. Structural insights are provided by X-ray diffraction and molecular dynamics simulations.

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