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	{{chembox		{{chembox
			| Watchedfields = changed
	| verifiedrevid = 405841783		| verifiedrevid = 442825188
	| Name = '''1,3-Propane sultone'''
	| ImageFile = Propio-1,3-sultone.svg		| Name = 1,3-Propane sultone
			| ImageFile = Propio-1,3-sultone.svg
	| ImageSize = 110px
	| ImageName = 1,3-Propane sultone		| ImageSize = 110px
			| ImageName = 1,3-Propane sultone
			| PIN = 1,2λ<sup>6</sup>-Oxathiolane-2,2-dione
	| IUPACName = 1,3-Propane sultone
	| OtherNames = γ-Propane sultone; 1,2-Oxathiolane, 2,2-dioxide (9CI); 3-Hydroxyl-1-propane sulfonic acid sulfone; 1-Propane sulfonic acid-3-hydroxyl-γ-sultone		| OtherNames = γ-Propane sultone; 1,2-Oxathiolane, 2,2-dioxide; 3-Hydroxyl-1-propane sulfonic acid sulfone; 1-Propane sulfonic acid-3-hydroxyl-γ-sultone; Oxathiolane 2,2-dioxide
	| Section1 = {{Chembox Identifiers		|Section1={{Chembox Identifiers
			| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo = 1120-71-4
	| SMILES =		| CASNo = 1120-71-4
			| UNII_Ref = {{fdacite|correct|FDA}}
			| UNII = L6NTK7VJX9
			| SMILES = C1COS(=O)(=O)C1
			| PubChem = 14264
			| ChemSpiderID = 13626
			| InChI = 1/C3H6O3S/c4-7(5)3-1-2-6-7/h1-3H2
			| InChIKey = FSSPGSAQUIYDCN-UHFFFAOYAH
			| StdInChI = 1S/C3H6O3S/c4-7(5)3-1-2-6-7/h1-3H2
			| StdInChIKey = FSSPGSAQUIYDCN-UHFFFAOYSA-N
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
	| C=3|H=6|O=3|S=1		| C=3 | H=6 | O=3 | S=1
	| Density = 1.392 g/cm<sup>3</sup> at 40 °C		| Density = 1.392 g/cm<sup>3</sup> at 40&nbsp;°C
	| MeltingPt = 31 °C		| MeltingPtC = 31
	| BoilingPt = 112°C at 1.4 mm Hg		| BoilingPtC = 112
			| BoilingPt_notes = at 1.4 mm Hg
	| Flash Point = 158°C
	| Appearance = White crystalline solid, colorless liquid above 31°C		| Appearance = White crystalline solid; colorless liquid above 31&nbsp;°C
			| Solubility = 10% (20°C)<ref name=PGCH/>
⚫	}}
⚫	| Section7 = {{Chembox Hazards
⚫	| ExternalMSDS =
	}}		}}
		⚫	|Section7={{Chembox Hazards
		⚫	| ExternalSDS =
			| FlashPtC = 158
			| IDLH = Ca <ref name=PGCH>{{PGCH|0525}}</ref>
			| REL = Ca<ref name=PGCH/>
			| PEL = none<ref name=PGCH/>
		⚫	}}
	}}		}}
			'''1,3-Propane sultone''' is the ] compound with the formula (CH<sub>2</sub>)<sub>3</sub>SO<sub>3</sub>. It is a cyclic sulfonate ester, a class of compounds called ]s.<ref>{{cite book | author = R. J. Cremlyn | title = An Introduction to Organosulfur Chemistry | publisher = John Wiley and Sons | location = Chichester | date = 1996 | isbn=0-471-95512-4}}</ref><ref>{{cite journal |last1=Morimoto |first1=Yoshiki |last2=Kurihara |first2=Hajime |last3=Kinoshita |first3=Takamasa |title=Can α-sultone exist as a chemical species? First experimental implication for intermediacy of α-sultone |url=http://www.rsc.org/ej/CC/2000/a909094k.pdf |journal=Chemical Communications |date=2000 |issue=3 |pages=189–190 |doi=10.1039/A909094K}}</ref> It is a readily melting colorless solid.
	In organic chemistry, '''sultones''' are cyclic sulfonate esters of hydroxy ]s that exist mainly as four-, seven-, and sometimes five-membered rings.<ref>{{citeweb|url=http://www.rsc.org/ej/CC/2000/a909094k.pdf|title=Chem. Commun. article|accessdate=2008-11-17}}</ref> They are often short-lived intermediates, used as strong alkylating agents to introduce a negatively charged ] group.
			==Synthesis==
	In the presence of water, they slowly hydrolyze to their respective corrosive hydroxy sulfonic acids. Sultones decompose when heated to produce toxic, foul smelling, ] fumes.<ref>{{citeweb|url=http://www.inchem.org/documents/icsc/icsc/eics1524.htm
			It may be prepared by the acid catalyzed reaction of ] and ].
	|title=Inchem.org Safety Data Sheet|accessdate=2008-11-17}}</ref><ref>{{citeweb|url=http://cameochemicals.noaa.gov/chemical/16123|title=NOAA.gov chemical data sheet|accessdate=2008-11-17}}</ref>
			==Reactions==
	Sultone ]s are key intermediates in the synthesis of the anti-convulsant drug ].<ref>{{citeweb|url=http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=1919382|title=Arava, V.R., et al. "Novel base catalysed rearrangement of sultone oximes." ''Beilstein J. Org. Chem.,'' 2007, 3(20)}}</ref>
			1,3-propane sultone is an ] and is susceptible to nucleophilic attack. It ] to the 3-hydroxypropylsulfonic acid.
			:]
	Sultones are classified as toxic, carcinogenic, mutagenic, and teratogenic.<ref>{{cite web|url=http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s153prop.pdf|title=NIH Substance Profile for 1,3-Propane Sultone|accessdate=2008-11-17}}</ref><ref>{{cite web|url=http://www.scorecard.org/chemical-profiles/summary.tcl?edf_substance_id=1120-71-4#hazards|title=Scorecard Chemical Profile for Propane Sultone|accessdate=2008-11-17}}</ref><ref>{{cite web|url=http://dohs.ors.od.nih.gov/pdf/Propane%20Sultone%20REVISED.pdf
	|title=NIH Safety Data Sheet for 1,3-Propane Sultone|accessdate=2008-11-17}} {{Dead link|date=October 2010|bot=H3llBot}}</ref>
			It has been used in the synthesis of specialist ]s, such as ].<ref>{{cite journal|last1=Hjelmeland|first1=LM|title=A nondenaturing zwitterionic detergent for membrane biochemistry: design and synthesis.|journal=Proceedings of the National Academy of Sciences of the United States of America|date=November 1980|volume=77|issue=11|pages=6368–70|pmid=6935651|doi=10.1073/pnas.77.11.6368|pmc=350285|bibcode=1980PNAS...77.6368H|doi-access=free}}</ref>
			==Safety==
			Typical of activated esters, 1,3-propane sultone is an ]. 1,3-Propane sultone is toxic, carcinogenic, mutagenic, and teratogenic.<ref>{{cite web|url=http://www.scorecard.org/chemical-profiles/summary.tcl?edf_substance_id=1120-71-4#hazards|title=Scorecard Chemical Profile for Propane Sultone|accessdate=2008-11-17|archive-date=2008-09-23|archive-url=https://web.archive.org/web/20080923100823/http://www.scorecard.org/chemical-profiles/summary.tcl?edf_substance_id=1120-71-4#hazards|url-status=dead}}</ref><ref>{{cite web|url=https://www.cdc.gov/niosh/npg/npgd0525.html|title=NIOSH Pocket Guide to Chemical Hazards|accessdate=2013-11-13}}</ref>
	==See also==		==See also==
			* ]
	* ]		* ]
			* ]
			* ]
			* ]
	==References==		==References==
	{{reflist|2}}		{{reflist|30em}}
	]
	]
	]
			{{DEFAULTSORT:Propane sultone, 1,3-}}
	]
	]		]
			]
	]
	]