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Isobutyl acetate: Difference between revisions

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{{chembox
| Watchedfields = changed
| Name = Isobutyl acetate▼
| verifiedrevid = 477004290
| ImageFile = Isobutyl_acetate.png
| Reference=<ref>[http://www.intox.org/databank/documents/chemical/butylace/cie453.htm Isobutyl acetate Chemical Profile], [[Canadian Centre for Occupational Health and Safety]]</ref><ref>[http://chemicalland21.com/industrialchem/solalc/ISOBUTYL%20ACETATE.htm Isobutyl acetate] at chemicalland21.com</ref>
<!-- | ImageSize = 200px -->▼
| ImageNameName = Isobutyl acetate
| ImageFile_Ref = {{chemboximage|correct|??}}
| OtherNames = acetic acid, isobutyl ester▼
▲| NameImageFile = Isobutyl acetate 200.svg
| Section1 = {{Chembox Identifiers▼
▲<!-- | ImageSize = 200px -->180
| SMILES = (CCC)CO(CO)CC▼
| ImageAlt = Skeletal formula of isobutyl acetate
| CASNo = 110-19-0▼
| ImageFile1 = Isobutyl acetate 3D ball.png
| ImageAlt1 = Ball-and-stick model of the isobutyl acetate molecule
| PIN = 2-Methylpropyl acetate
▲| OtherNames = aceticIsobutyl acid,acetate<br isobutyl/>Isobutyl ester
▲| Section1 = {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 50569
▲| SMILES = O=C(CCCOCC(C)CO(COC)CCC
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7747
| PubChem = 8038
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 7CR47FO6LF
| InChI = 1/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3
| InChIKey = GJRQTCIYDGXPES-UHFFFAOYAF
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 46999
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GJRQTCIYDGXPES-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
▲| CASNo = 110-19-0
}}
| Section2 = {{Chembox Properties
| Formula = C<sub>6</sub>H<sub>12</sub>O<sub>2</sub>
| MolarMass = 116.16 {{nbsp}}g/mol
| Appearance = Colourless liquid
| Odor = Fruity, floral<ref name=PGCH>{{PGCH|0351}}</ref>
| Density = 0.875 {{nbsp}}g/cm<sup>3</sup>, liquid
| Solubility = Slightly soluble<br />0.63-063–0.7g7{{nbsp}}g/100g at 20{{nbsp}}°C
| MeltingPt = -99 °C (174 K, -146 °F)
| MeltingPtC = -99
| BoilingPt = 118 °C (391 K, 244 °F)
| ViscosityBoilingPtC = 118
| Viscosity =
| VaporPressure = 13{{nbsp}}mmHg (20{{nbsp}}°C)<ref name=PGCH/>
| MagSus = −78.52·10<sup>−6</sup>{{nbsp}}cm<sup>3</sup>/mol
}}
| Section7 = {{Chembox Hazards
| ExternalMSDSExternalSDS =
| MainHazards =
| IDLH = 1300 ppm<ref name=PGCH/>
| PEL = TWA 150{{nbsp}}ppm (700{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH/>
| REL = TWA 150{{nbsp}}ppm (700{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH/>
| FlashPtF = 64
| FlashPt_ref =<ref name=PGCH/>
| ExploLimits = 1.3–10.5%<ref name=PGCH/>
| LD50 = 4673{{nbsp}}mg/kg (rabbit, oral)<br/>13,400{{nbsp}}mg/kg (rat, oral)<ref>{{IDLH|110190|Isobutyl acetate}}</ref>
}}
}}
 
The [[chemical compound]] '''isobutyl acetate''', withalso systematicknown nameas '''2-methylpropyl ethanoate''' ([[IUPAC]] name) or '''β-methylpropyl acetate''', is a common solvent. It is produced from the [[esterification]] of [[isobutanol]] with [[acetic acid]]. UsedIt is used as a [[solvent]] for [[lacquer]] and [[nitrocellulose]]. Like many [[ester]]s it has a fruity or floral smell at low concentrations and occurs naturally in [[raspberry|raspberries]], [[pear]]s and other plants. At higher concentrations the odor can be unpleasant and may cause symptoms of [[central nervous system depression]] such as [[nausea]], [[Syncope (medicine)|dizziness]] and [[headache]].
 
A common method for preparing isobutyl acetate is [[Fischer esterification]], where precursors isobutyl alcohol and acetic acid are heated in the presence of a strong acid.
 
Isobutyl acetate has three isomers: [[butyl acetate|''n''-butyl acetate]], [[Tert-Butyl acetate|''tert''-butyl acetate]], and [[sec-butyl acetate|''sec''-butyl acetate]], which are also common solvents.
 
==References==
<references />
{{Citationstyle|date=September 2007}}
 
{{reflist}}
{{Esters}}
* [http://www.chemexper.com/index.shtml?main=http://www.chemexper.com/search/cas/110-19-0.html ChemExpr.com]
 
[[Category:Acetates]]▼
[[Category:Carboxylate esters]]▼
[[Category:Flavors]]
[[Category:Ester solvents]]
▲[[Category:AcetatesAcetate esters]]
 
▲[[Category:CarboxylateIsobutyl esters]]
 
{{organic-compound-stub}}
 
[[de:Essigsäureisobutylester]]
[[ja:酢酸イソブチル]]
[[fi:Isobutyyliasetaatti]]
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