3,3-Bis(chloromethyl)oxetane

3,3-Bis(chloromethyl)oxetane (BCMO) is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[2] It can cause kidney damage, lacrimation, and somnolence if consumed.[1]

3,3-Bis(chloromethyl)oxetane
Names
Preferred IUPAC name
3,3-Bis(chloromethyl)oxetane
Other names
3,3-Dichloromethyloxycyclobutane
BCMO
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.033
UNII
  • InChI=1S/C5H8Cl2O/c6-1-5(2-7)3-8-4-5/h1-4H2
    Key: CXURGFRDGROIKG-UHFFFAOYSA-N
  • InChI=1/C5H8Cl2O/c6-1-5(2-7)3-8-4-5/h1-4H2
    Key: CXURGFRDGROIKG-UHFFFAOYAZ
  • ClCC1(CCl)COC1
Properties
C5H8Cl2O
Molar mass 155.02 g·mol−1
Appearance Black or olive green solid[1]
Melting point 18.9 °C (66.0 °F; 292.0 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

BCMO is a useful pre-polymer in the field of energetic materials for synthesis of Poly-BAMO which is under extensive research in numerous military departments around the world. Poly-BAMO is an energetic polymer that have potential to replace the current propellant binder formulations.[3]

References
  1. Oxetane, 3,3-bis(chloromethyl)- at hazmap.nlm.nih.gov.
  2. "40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities" (PDF) (July 1, 2008 ed.). Government Printing Office. Archived from the original (PDF) on February 25, 2012. Retrieved October 29, 2011.
  3. [2]http://www.dtic.mil/dtic/tr/fulltext/u2/a377866.pdf


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