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Revision as of 13:48, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 443046278 of page Sec-Butyl_acetate for the Chem/Drugbox validation project (updated: 'CASNo').		Latest revision as of 22:09, 1 March 2024 edit CommonsDelinker (talk | contribs)Bots, Template editors1,015,362 edits Replacing S-butyl_acetate.svg with File:Sec-butyl_acetate.svg (by CommonsDelinker because: File renamed: "S" has a specific and different meaning that could be relevant to this chemical but is not for thi
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			{{DISPLAYTITLE:''sec''-Butyl acetate}}
	{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
	{{chembox		{{chembox
			| Verifiedfields = changed
⚫	| verifiedrevid = 416077491
			| Watchedfields = changed
		⚫	| verifiedrevid = 464388123
	| Name = ''sec''-Butyl acetate		| Name = ''sec''-Butyl acetate
	| ImageFile_Ref = {{chemboximage|correct|??}}		| ImageFile_Ref = {{chemboximage|correct|??}}
	| ImageFile = S-butyl acetate.png		| ImageFile = Sec-butyl acetate.svg
	<!-- | ImageSize = 150px -->		| ImageSize = 180px
	| ImageName = Sec-butyl acetate		| ImageAlt = Sec-butyl acetate
			| ImageFile1 = Sec-Butyl acetate 3D ball.png
	| OtherNames = acetic acid, ''sec''-butyl ester;<br />''s''-butyl acetate; 2-butyl acetate
			| ImageAlt1 = Ball-and-stick model of the sec-butyl acetate molecule
⚫	| Section1 = {{Chembox Identifiers
			| PIN = Butan-2-yl acetate<ref name=iupac2013>{{cite book| title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)| publisher = ]| date = 2014| location = Cambridge| page = 370| doi = 10.1039/9781849733069-FP001| isbn = 978-0-85404-182-4}}</ref>
			| OtherNames = {{ubl
			| 2-Butyl acetate
			| ''sec''-Butyl ester
			| ''s''-Butyl acetate
			| ''sec''-Butyl ester of acetic acid
			| 1-Methylpropyl acetate
			}}
		⚫	|Section1={{Chembox Identifiers
	| SMILES = O=C(OC(C)CC)C		| SMILES = O=C(OC(C)CC)C
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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	| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}		| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = DCKVNWZUADLDEH-UHFFFAOYSA-N		| StdInChIKey = DCKVNWZUADLDEH-UHFFFAOYSA-N
			| CASNo_Ref = {{cascite|changed|??}}
	| CASNo = <!-- blanked - oldvalue: 105-46-4 -->
			| CASNo = 105-46-4
			| UNII_Ref = {{fdacite|changed|FDA}}
			| UNII = UVH2QII6CG
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
			| C=6 | H=12 | O=2
	| Formula = C<sub>6</sub>H<sub>12</sub>O<sub>2</sub>
	| MolarMass = 116.16 g/mol		| Appearance = Clear, liquid
			| Odor = Fruity<ref name=PGCH/>
	| Appearance = clear, liquid
	| Density = 0.87 g/cm<sup>3</sup>, liquid		| Density = 0.87{{nbsp}}g/cm<sup>3</sup>, liquid
	| Solubility = 0.80 g/100 mL		| Solubility = 0.80{{nbsp}}g/100{{nbsp}}mL
	| MeltingPtC = −99		| MeltingPtC = −99
	| BoilingPtC = 112		| BoilingPtC = 112
	| Viscosity =		| Viscosity =
			| VaporPressure = 10{{nbsp}}mmHg<ref name=PGCH/>
	}}		}}
	| Section3 = {{Chembox Structure		|Section3={{Chembox Structure
	| MolShape =		| MolShape =
	| Dipole =		| Dipole =
	}}		}}
	| Section7 = {{Chembox Hazards		|Section7={{Chembox Hazards
	| ExternalMSDS = ]		| ExternalSDS = ]
	| MainHazards = Flammable		| MainHazards = Flammable
			| PEL = TWA 200{{nbsp}}ppm (950{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0073}}</ref>
			| ExploLimits = 1.7–9.8%<ref name=PGCH/>
			| FlashPtF = 62
			| FlashPt_ref = <ref name=PGCH/>
			| IDLH = 1700{{nbsp}}ppm<ref name=PGCH/>
			| REL = TWA 200{{nbsp}}ppm (950{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH/>
	}}		}}
	}}		}}
			'''''sec''-Butyl acetate''', or '''''s''-butyl acetate''', is an ] commonly used as a ] in ]s and ], where it is used in the production of acyclic polymers, vinyl resins, and ].<ref>"Acetic acid", ''Ullman's encyclopedia of industrial chemistry'' (2003, 6th ed., Vol. 1, pp. 170–171). Weinheim, Germany: Wiley-VCH.</ref> It is a clear ] with a sweet smell.<ref>Howard, H. H. (1993). sec-Butyl acetate. In ''Handbook of environmental fate and exposure data for organic chemists'' (Vol. 5, pp. 60–65). Chelsea, MI: Lewis.</ref>
			''sec''-Butyl acetate has three isomers that are also acetate esters: ], ], and ].
			== History ==
			The first method of production of ''sec''-butyl acetate was the esterification of ] and ]<ref>Altschul, R. (1946). "The Reversible Esterification of Carboxylic Acids with Isobutene and Trimethylethylene. Quantitative Studies and Synthetic Applications", ''Journal of the American Chemical Society'', 68(12), 2605–2609.</ref> It was experimentally determined and published in 1946 by ].<ref>{{Cite Merck Index |monograph_id=m2808 |title=''sec''-butyl Acetate |date=2013}}</ref>
			== Toxicology ==
			The {{LD50}} for rats is 13{{nbsp}}g/kg.<ref>Canadian Center for Occupational Health and Safety. (1996). 2-Butyl acetate. Retrieved February 20, 2009, from CHEMINFO database.</ref> Exposure in humans to significant quantities of ''sec''-butyl acetate can cause irritation to the eyes, mouth, throat, nose, and skin.<ref name="inchem">International Programme on Chemical Safety. (2003). ''sec''-Butyl acetate. Retrieved February 20, 2009, from INCHEM database.</ref> Ingestion and inhalation of ''sec''-butyl acetate can cause central nervous system depression producing symptoms of dizziness and disorientation.<ref name="inchem" />
			== Nomenclature ==
			''sec''-Butyl acetate is ]. It has one ], carbon 2 in the ''sec''-butyl group. The names of the two ]s are:
			* acetate, (+)-''sec''-butyl acetate
			* acetate, (-)-''sec''-butyl acetate
			== References ==
			<references/>
			== External links ==
			*
			*
			{{DEFAULTSORT:Butyl acetate, sec-}}
			]
			]
			]
			]