883909-30-6

Basic information

• Product Name: 1-(p-toluenesulfonyl)-3-(tetrahydropyran-2-yloxy)azetidine
• Synonyms: 1-(p-toluenesulfonyl)-3-(tetrahydropyran-2-yloxy)azetidine
• CAS NO: 883909-30-6
• Molecular Weight: 311.402
• Mol File: 883909-30-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(p-toluenesulfonyl)-3-(tetrahydropyran-2-yloxy)azetidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(p-toluenesulfonyl)-3-(tetrahydropyran-2-yloxy)azetidine(883909-30-6)
• EPA Substance Registry System: 1-(p-toluenesulfonyl)-3-(tetrahydropyran-2-yloxy)azetidine(883909-30-6)

Safety Data

• Hazardous Substances Data: 883909-30-6(Hazardous Substances Data)

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 26562-22-1 2-<2-Bromo-1-(bromomethyl)ethoxy>tetrahydropyran 
• 70-55-3 toluene-4-sulfonamide 
• 28659-12-3 1,3-dichloro-2-(6-(3,4,5,6-tetrahydro-2H-pyranoxy))propane 

Downstream Products

• 154010-97-6 3-oximino-1-(p-toluenesulfonyl) azetidine 
• 76543-27-6 1-(p-toluenesulfonyl) azetidin-3-one 
• 154010-96-5 1-(p-Toluenesulfonyl)azetidin-3-ol 

Relevant articles and documents

Improved synthesis of an energetic material, 1,3,3-trinitroazetidine (TNAZ) exploiting 2-iodoxy benzoic acid (IBX) as an oxidising agent

Tetrahydropyranyl protected 1,3-dihalo-2-propanol reacts with p-toluene sulfonamide in the presence of K2CO3 to give corresponding N-p-tosyl-3-azetidinol. Deprotection and oxidation with iodoxy benzoic acid followed by oximation of N-p-tosyl-3-azetidinone readily affords the corresponding azetidine oxime in almost quantitative yield. The subsequent oxidative nitrolysis of oxime gives 1,3,3-trinitroazetidine (TNAZ) through a new sequence of reactions with excellent purity (> 99%) and moderate yield (40%).