125735-38-8

Basic information

• Product Name: 1-(1,1-Dimethylethyl)-3,3-dinitroazetidine
• Synonyms: 1-(1,1-Dimethylethyl)-3,3-dinitroazetidine;1-tert-Butyl-3,3-dinitroazetidine
• CAS NO: 125735-38-8
• Molecular Formula: C₇H₁₃N₃O₄
• Molecular Weight: 203.2
• Mol File: 125735-38-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(1,1-Dimethylethyl)-3,3-dinitroazetidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1,1-Dimethylethyl)-3,3-dinitroazetidine(125735-38-8)
• EPA Substance Registry System: 1-(1,1-Dimethylethyl)-3,3-dinitroazetidine(125735-38-8)

Safety Data

• Hazardous Substances Data: 125735-38-8(Hazardous Substances Data)

Usage

General Description

1-(1,1-Dimethylethyl)-3,3-dinitroazetidine, also known as TATB, is a high explosive chemical compound that is used in the production of detonators and other explosive devices. It is a solid, odorless substance with a white to yellowish color. TATB is highly stable and has a high melting point, making it ideal for use in military and industrial applications. It is also relatively insensitive to shock and friction, making it safe to handle and store. Due to its explosive properties, TATB is carefully regulated and controlled by government authorities to prevent misuse and ensure safety.

Upstream product

• 158669-96-6 1-tert-butyl-3-hydroxymethyl-3-nitroazetidine 
• 158669-93-3 N-tert-butyl-3-hydroxymethyl-3-nitroazetidine hydrochloride 
• 46236-54-8 1-(tert-butyl)azetidin-3-yl methanesulfonate 
• 125735-36-6 1-tert-butyl-3-nitroazetidine 

Downstream Products

• 147636-85-9 1-(benzyloxycarbonyl)-3,3-dinitroazetidine 
• 115-11-7 isobutene 
• 925206-65-1 [14C]-Rrx-001 
• 97645-24-4 1,3,3-trinitroazetidine 

Relevant articles and documents

Structure of 1-tert-butyl-3-hydroxymethyl-3-nitroazetidine and 1-bromoacetyl-3,3-dinitroazetidine, an investigative anticancer agent derived from energetic materials

The structures of a novel investigative anticancer agent 1-bromoacetyl-3,3-dinitro azetidine (ABDNAZ, 2) and its synthetic precursor 1-tert-butyl-3-hydroxymethyl-3-nitroazetidine (1) were determined by single crystal X-ray diffraction. The data show that the chemical transformation from 1 to 2 resulted in an increase in crystal density of 0.725 Mg/m3 (1 = 1.232 Mg/m3; 2 = 1.957 Mg/m3). The azetidine ring of 1 is puckered while 2 is planar, consistent with sp2 hybridization of the ring nitrogen following conversion of the tertiary amine to an amide. The structural information will aid in elucidating the biological activity of 2. Graphical Abstract: Single crystal X-ray diffraction studies revealed that conversion of 1-tert-butyl-3-hydroxymethyl-3-nitroazetidine to 1-bromoacetyl-3,3-dinitroazetidine results inflattening of the azetidine ring due to sp2 hybridization of the ring nitrogen, and a crystal density increase of 0.725 Mg/m3 (1.232 vs. 1.957 Mg/m3 respectively) is observed.

Discovery of RRx-001, a Myc and CD47 Downregulating Small Molecule with Tumor Targeted Cytotoxicity and Healthy Tissue Cytoprotective Properties in Clinical Development

After extensive screening of aerospace compounds in an effort to source a novel anticancer agent, RRx-001, a first-in-class dinitroazetidine small molecule, was selected for advancement into preclinical and clinical development. RRx-001 is a minimally tox

Synthesis of heterocyclic geminal nitro azides

The oxidative azidation reactions of C-nitro-substituted saturated heterocyclic compounds, viz., the nitro derivatives of oxetane, azetidine, 1,3-dioxane, tetrahydro-1,3-oxazine, and hexahydropyrimidine, were investigated. A novel representatives of the geminal nitro azides were prepared and their physicochemical properties were studied. The process of the formation of the geminal dinitro compounds upon oxidative azidation was analyzed.