3,3-Bis(chloromethyl)oxetane

{{Chembox

| ImageFile = Bis(chloromethyl)oxetane.svg

| ImageSize = 150px

| ImageFile2 = 3,3-Bis(chloromethyl)oxetane-3D-balls-by-AHRLS-2012.png

| ImageSize2 = 120px

| ImageFileL3 = 3,3-Bis(chloromethyl)oxetane-3D-sticks-by-AHRLS-2012.png

| ImageSizeL3 = 120px

| ImageFileR3 = 3,3-Bis(chloromethyl)oxetane-3D-vdW-by-AHRLS-2012.png

| ImageSizeR3 = 120px

| PIN = 3,3-Bis(chloromethyl)oxetane

| OtherNames = 3,3-Dichloromethyloxycyclobutane
BCMO

| Section1 = {{Chembox Identifiers

| CASNo = 78-71-7

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = N12TP81ATK

| EC_number = 201-136-5

| PubChem = 6550

| ChemSpiderID = 6302

| SMILES = ClCC1(CCl)COC1

| InChI = 1/C5H8Cl2O/c6-1-5(2-7)3-8-4-5/h1-4H2

| InChIKey = CXURGFRDGROIKG-UHFFFAOYAZ

| StdInChI = 1S/C5H8Cl2O/c6-1-5(2-7)3-8-4-5/h1-4H2

| StdInChIKey = CXURGFRDGROIKG-UHFFFAOYSA-N

}}

| Section2 = {{Chembox Properties

| C=5 | H=8 | Cl=2 | O=1

| Appearance = Black or olive green solid[http://hazmap.nlm.nih.gov/category-details?id=6478&table=copytblagents Oxetane, 3,3-bis(chloromethyl)-] at hazmap.nlm.nih.gov.

| Density = 1.295 g/cm³

| MeltingPtC = 18.9

| MeltingPt_ref =

| BoilingPtC = 95

| Solubility =

}}

| Section3 =

| Section7 = {{Chembox Hazards

| NFPA-H = 3

| NFPA-F = 1

| NFPA-I = 0

| NFPA-S =

| GHSPictograms = {{GHS07}} {{GHS06}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|302|330|315|319|335}}

| PPhrases = {{P-phrases|260|264|270|271|280|284|301+312|302+352|304+340|305+351+338|310|320|321|330|332+313|337+313|362+364|403+233|405|501}}

| FlashPt =

| ExploLimits =

| LD50 =

| PEL =

}}

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3,3-Bis(chloromethyl)oxetane (BCMO) is an intermediate in the synthesis of poly(bis(azidomethyl)oxetane (PolyBAMO), an energetic polymer that is being studied for use as a propellant binder for rocket fuel.[2]http://www.dtic.mil/dtic/tr/fulltext/u2/a377866.pdf {{Webarchive|url=https://web.archive.org/web/20180820203102/http://www.dtic.mil/dtic/tr/fulltext/u2/a377866.pdf|date=2018-08-20}}

It is classified as an extremely hazardous substance in the United States.{{Cite web | publisher = Government Printing Office | title = 40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities | url = http://edocket.access.gpo.gov/cfr_2008/julqtr/pdf/40cfr355AppA.pdf | edition = July 1, 2008 | access-date = October 29, 2011 | archive-url = https://web.archive.org/web/20120225051612/http://edocket.access.gpo.gov/cfr_2008/julqtr/pdf/40cfr355AppA.pdf | archive-date = February 25, 2012 | url-status = dead }} It can cause kidney damage, lacrimation, and somnolence if consumed.