3,3-Bis(azidomethyl)oxetane
Chemical compound
From Wikipedia, the free encyclopedia
3,3-Bis(azidomethyl)oxetane (BAMO) is a oxetane monomer used in energetic propellant binders and plasticizer.[1][2] It is frequently used as a copolymer to improve the physical properties of more commonly used polymers and to give them energetic properties.[3][1]
oxetane.svg)
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| Names | |
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| Preferred IUPAC name
3,3-Bis(azidomethyl)oxetane | |
| Identifiers | |
3D model (JSmol) |
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| Abbreviations | BAMO |
| ChemSpider | |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C5H8N6O | |
| Molar mass | 168.160 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation
BAMO is made by reacting BCMO with sodium azide in an alkaline solution. Tetrabutyl ammonium bromide is used as a phase-transfer catalyst in the reaction.[1]
PolyBAMO can be made by mixing boron trifluoride diethyl etherate and BAMO in trimethylolpropane. The polymerization of BAMO destroys the oxetane ring, but the azide groups remain intact.[4]
