922500-95-6

Basic information

• Product Name: 3-nitromethyleneoxetane
• Synonyms: 3-nitromethyleneoxetane;3-(nitromethylidene)oxetane;Oxetane, 3-(nitromethylene)-
• CAS NO: 922500-95-6
• Molecular Formula: C₄H₅NO₃
• Molecular Weight: 115
• Mol File: 922500-95-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 41-43℃
• Boiling Point: 243.1±33.0 °C(Predicted)
• Appearance: /
• Density: 1.524
• CAS DataBase Reference: 3-nitromethyleneoxetane(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitromethyleneoxetane(922500-95-6)
• EPA Substance Registry System: 3-nitromethyleneoxetane(922500-95-6)

Safety Data

• Hazardous Substances Data: 922500-95-6(Hazardous Substances Data)

Usage

General Description

3-nitromethyleneoxetane, also known as NMO, is a highly reactive and energetic chemical compound. It is often used as a precursor in the synthesis of high-energy materials like explosives and propellants. NMO is a colorless liquid with a strong, pungent odor and is sensitive to shock, heat, and friction, making it highly hazardous to handle. It is known to be a powerful nitrating agent, capable of introducing nitro groups into a variety of organic compounds. Due to its potentially explosive nature, NMO must be handled with extreme care and caution, and strict safety precautions must be observed during its transportation, storage, and use.

Upstream product

• 1419518-51-6 3-(nitromethyl)oxetan-3-ol 
• 6704-31-0 oxetan-3-one 
• 75-52-5 nitromethane 
• 53753-37-0 diethyl (nitromethyl)phosphonate 

Downstream Products

• 1201194-34-4 (S)-2-(3-aminomethyl-oxetan-3-ylamino)-N-(3,4-dimethyl-phenyl)-2-phenyl-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]acetamide 
• 1221819-53-9 3-(4-chlorophenyl)-3-(nitromethyl)oxetane 
• 1221819-55-1 3-(4-tert-butylphenyl)-3-(nitromethyl)oxetane 
• 1313739-08-0 3-nitromethyloxetane 
• 1616761-68-2 benzyl [3-(nitromethyl)oxetan-3-yl]-L-valinate 
• 1616761-70-6 benzyl [3-(nitromethyl)oxetan-3-yl]glycinate 
• 1616761-71-7 benzyl [3-(nitromethyl)oxetan-3-yl]-L-threoninate 
• 1616761-72-8 benzyl [3-(nitromethyl)oxetan-3-yl]-L-leucinate 
• 1616761-73-9 benzyl [3-(nitromethyl)oxetan-3-yl]-L-isoleucinate 
• 1616761-74-0 benzyl [3-(nitromethyl)oxetan-3-yl]-L-phenylalaninate 
• 1616761-76-2 benzyl [[3-(nitromethyl)oxetan-3-yl]-L-valyl]glycinate 
• 6246-05-5 1-(oxetan-3-yl)methanamine 

Relevant articles and documents

Macrocyclisation of small peptides enabled by oxetane incorporation

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

Development of oxetane modified building blocks for peptide synthesis

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

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.