Editing Butanone (section)

{{Short description|Chemical compound CH3C(O)CH2CH3}}
{{chembox
| Watchedfields  = changed
| verifiedrevid  = 443491626
| Reference      = <ref>''[[Merck Index]]'', 11th Edition, '''5991'''.</ref>
| Name           = Butanone
| ImageFile      = Butanone-skeletal-structure.svg
| ImageClass     = skin-invert
| ImageSize      = 160px
| ImageName      = Skeletal formula of butanone
| ImageFileL1    = Butanone-3D-balls.png
| ImageNameL1    = Ball-and-stick model of butanone
| ImageFileR1    = Butanone-3D-vdW.png
| ImageNameR1    = Space-filling model of butanone
| ImageFile2     = Methyl ethyl ketone 45ml.jpg
| ImageName2     = methyl ethyl ketone
| PIN            = Butan-2-one<ref name=iupac2013>{{cite book | title =  Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 725 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref>
| OtherNames     = {{ubl
 | 2-Butanone
 | Ethyl methyl ketone<ref name=iupac2013 />
 | Ethylmethylketone
 | Methyl ethyl ketone (MEK; [[deprecated]]<ref name=iupac2013 />)
 | Methylpropanone
 | Methylacetone
 }}
| IUPACName      = 
| Section1       = {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 28398
| SMILES = O=C(C)CC
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 15849
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6321
| PubChem = 6569
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 6PT9KLV9IO
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C02845
| InChI = 1/C4H8O/c1-3-4(2)5/h3H2,1-2H3
| InChIKey = ZWEHNKRNPOVVGH-UHFFFAOYAW
| SMILES1 = CCC(=O)C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ZWEHNKRNPOVVGH-UHFFFAOYSA-N
| CASNo = 78-93-3
| CASNo_Ref = {{cascite|correct|CAS}}
| RTECS = EL6475000
| Gmelin = 25656
| Beilstein = 741880
| UNNumber = 1193
  }}
| Section2       = {{Chembox Properties
| C=4 | H=8 | O=1
| Appearance = Colorless liquid
| Odor = Mint or acetone-like<ref name=PGCH/>
| Density = 0.8050{{nbsp}}g/mL
| Solubility = 27.5{{nbsp}}g/100{{thinsp}}mL
| MeltingPtC = −86
| BoilingPtC = 79.64
| pKa = 14.7
| Viscosity = 0.43{{nbsp}}[[Poise (unit)|cP]]
| RefractIndex = 1.37880
| VaporPressure = 78{{nbsp}}mmHg (20{{nbsp}}°C)<ref name=PGCH/>
| MagSus = −45.58·10<sup>−6</sup> cm<sup>3</sup>/mol
| LogP = 0.37<ref name="chemsrc">{{Cite web|url=https://www.chemsrc.com/en/cas/78-93-3_1101392.html|title=butan-2-one_msds}}</ref>
  }}
| Section3       = {{Chembox Structure
| MolShape =
| Dipole = 2.76{{nbsp}}[[Debye|D]]
  }}
| Section4       = 
| Section5       = 
| Section6       = 
| Section7       = {{Chembox Hazards
| ExternalSDS = [https://web.archive.org/web/20180417143435/http://www.kleanstrip.com/uploads/documents/GME71_SDS-1635.4.pdf Safety Data Sheet]
| GHSPictograms = {{GHS02}}{{GHS07}}<ref name="SDS" />
| GHSSignalWord = '''Danger'''<ref name="SDS" />
| HPhrases = {{H-phrases|225|319|336}}<ref name="SDS">{{cite web |title=Safety Data Sheet - Klean Strip - Methyl Ethyl Ketone (MEK) |url=http://www.kleanstrip.com/uploads/documents/GME71_SDS-1635.4.pdf |website=Kleanstrip.com |publisher=Klean Strip |access-date=5 November 2019 |archive-url=https://web.archive.org/web/20180417143435/http://www.kleanstrip.com/uploads/documents/GME71_SDS-1635.4.pdf |archive-date=17 April 2018 |language=en |date=15 April 2015}}</ref>
| PPhrases = {{P-phrases|233|210|280|240|241|243|242|264|261|271|370+378|303+361+353|305+351+338|337+313|304+340|312|403+235|501|403+233|405}}<ref name="SDS" />
| NFPA-H = 1
| NFPA-F = 3
| NFPA-R = 0
| FlashPtC = −9
| AutoignitionPtC = 505
| LD50 = {{ubl
 | 2737{{nbsp}}mg/kg (oral, rat)
 | 4050{{nbsp}}mg/kg (oral, mouse)<ref name=IDLH/>
 }}
| PEL = TWA 200{{nbsp}}ppm (590{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0069}}</ref>
| ExploLimits = 1.4–11.4%<ref name=PGCH/>
| IDLH = 3000{{nbsp}}ppm<ref name=PGCH/>
| REL = TWA 200{{nbsp}}ppm (590{{nbsp}}mg/m<sup>3</sup>) ST 300{{nbsp}}ppm (885{{nbsp}}mg/m<sup>3</sup>)<ref name=PGCH/> 
| LC50 = {{ubl
 | 12667{{nbsp}}ppm (mammal)
 | 13333{{nbsp}}ppm (mouse, 2{{nbsp}}hr)
 | 7833{{nbsp}}ppm (rat, 8{{nbsp}}hr)<ref name=IDLH>{{IDLH|78933|2-Butanone}}</ref>
 }}
  }}
| Section8       = {{Chembox Related
| OtherFunction_label = [[ketone]]s
| OtherFunction = [[Acetone]]; [[3-Pentanone|3-pentanone]]; [[3-Methylbutanone|3-methylbutanone]]
  }}
}}

'''Butanone''', also known as '''methyl ethyl ketone''' ('''MEK''') or '''ethyl methyl ketone''',{{efn|The international standards group [[IUPAC]] has [[deprecated]] the term ''methyl ethyl ketone'', and now recommends using ''ethyl methyl ketone'' instead.<ref name=iupac2013 />}} is an [[organic compound]] with the [[chemical formula|formula]] CH<sub>3</sub>C(O)CH<sub>2</sub>CH<sub>3</sub>. This colorless liquid [[ketone]] has a sharp, sweet odor reminiscent of [[acetone]]. It is produced industrially on a large scale, but occurs in nature only in trace amounts.<ref name=Ullmann>Wilhelm Neier, Guenter Strehlke "2-Butanone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002.</ref> It is partially soluble in water, and is commonly used as an industrial solvent.<ref name="TurnerMcCreery"/> It is an [[isomer]] of another solvent, [[tetrahydrofuran]].