3,3-Bis(chloromethyl)oxetane

3,3-Bis(chloromethyl)oxetane
Names
	IUPAC name 3,3-Bis(chloromethyl)oxetane
	Other names 3,3-Dichloromethyloxycyclobutane; BCMO
Identifiers
CAS Number	78-71-7;
3D model (JSmol)	Interactive image;
ChemSpider	6302;
ECHA InfoCard	100.001.033
PubChem CID	6550;
CompTox Dashboard (EPA)	DTXSID9058816 ;
	InChI 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;
	SMILES ClCC1(CCl)COC1;
Properties
Chemical formula	C5H8Cl2O
Molar mass	155.02 g·mol−1
Appearance	Black or olive green solid
Melting point	18.9 °C (66.0 °F; 292.0 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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]

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

^ ^a ^b ^c Oxetane, 3,3-bis(chloromethyl)- at hazmap.nlm.nih.gov.
^ "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. Retrieved October 29, 2011. {{cite journal}}: Cite journal requires |journal= (help)CS1 maint: postscript (link)
^ [2]http://www.dtic.mil/dtic/tr/fulltext/u2/a377866.pdf

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[hazmap-1] Oxetane, 3,3-bis(chloromethyl)- at hazmap.nlm.nih.gov.

[gov-right-know-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. Retrieved October 29, 2011. {{cite journal}}: Cite journal requires |journal= (help)CS1 maint: postscript (link)

[3] [2]http://www.dtic.mil/dtic/tr/fulltext/u2/a377866.pdf

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