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	{{distinguish|cumin|cumulene}}		{{distinguish|cumin|cumulene}}
	{{chembox		{{chembox
			| Watchedfields = changed
	| verifiedrevid = 443545399		| verifiedrevid = 445330874
	| Name = Cumene
	| ImageFileL1_Ref = {{chemboximage|correct|??}}		| Name = Cumene
			| ImageFileL1_Ref = {{chemboximage|correct|??}}
	| ImageFileL1 = Cumene-2D-skeletal.png		| ImageFileL1 = Cumene-skeletal.svg
	| ImageSizeL1 = 90px		| ImageSizeL1 = 95px
	| ImageNameL1 = Skeletal formula of cumene		| ImageAltL1 = Skeletal formula of cumene
	| ImageFileR1 = Cumene-3D-balls.png		| ImageFileR1 = Cumene 3D ball.png
	| ImageSizeR1 = 120px		| ImageSizeR1 = 120px
	| ImageNameR1 = Ball-and-stick model of cumene		| ImageAltR1 = Ball-and-stick model of the cumene molecule
			| PIN = (Propan-2-yl)benzene<ref>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | pages = 139, 597 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref>
	| IUPACName = (1-methylethyl)benzene
	| OtherNames = isopropylbenzene<br />2-phenylpropane		| OtherNames = {{bulletedlist|Isopropylbenzene|Cumol|(1-Methylethyl)benzene}}
	| Section1 = {{Chembox Identifiers		|Section1={{Chembox Identifiers
	| UNII_Ref = {{fdacite|correct|FDA}}		| UNII_Ref = {{fdacite|correct|FDA}}
	| UNII = 8Q54S3XE7K		| UNII = 8Q54S3XE7K
	| ChEBI_Ref = {{ebicite|correct|EBI}}		| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 34656		| ChEBI = 34656
			| ChEMBL = 1398949
	| SMILES = CC(C)c1ccccc1		| SMILES = CC(C)c1ccccc1
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 7128		| ChemSpiderID = 7128
	| PubChem = 7406		| PubChem = 7406
	| KEGG_Ref = {{keggcite|correct|kegg}}		| KEGG_Ref = {{keggcite|correct|kegg}}
	| KEGG = C14396		| KEGG = C14396
			| EC_number = 202-704-5
			| UNNumber = 1918
			| Beilstein = 1236613
	| InChI = 1/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3		| InChI = 1/C9H12/c1-8(2)9-6-4-3-5-7-9/h3-8H,1-2H3
	| InChIKey = RWGFKTVRMDUZSP-UHFFFAOYAJ		| InChIKey = RWGFKTVRMDUZSP-UHFFFAOYAJ
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	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo = 98-82-8		| CASNo = 98-82-8
	| RTECS = GR8575000		| RTECS = GR8575000
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
	| C = 9		| C=9 | H=12
		⚫	| Appearance = Colorless liquid
	| H = 12
			| Odor = Sharp, ]-like
⚫	| Appearance = colorless liquid
	| Density = 0.862 g cm<sup>−3</sup>, liquid		| Density = 0.862 g cm<sup>−3</sup>, liquid
	| Solubility = insoluble		| Solubility = negligible
			| SolubleOther = soluble in ], ], ]
	| MeltingPtC = −96
	| BoilingPtC = 152		| MeltingPtC = −96
			| BoilingPtC = 152
	| Viscosity = 0.777 ] at 21 °C		| Viscosity = 0.777 ] (21 °C)
			| RefractIndex = 1.4915 (20 °C)
			| VaporPressure = 4.5 mmHg (25 °C)<ref>{{cite book | title = Physical and Thermodynamic Properties of Pure Chemicals Data Compilation | publisher = Taylor and Francis | date = 1989 | location = Washington, D.C.}}</ref>
			| MagSus = -89.53·10<sup>−6</sup> cm<sup>3</sup>/mol
	}}		}}
	| Section7 = {{Chembox Hazards		|Section7={{Chembox Hazards
	| ExternalMSDS =		| ExternalSDS =
	| MainHazards = flammable		| MainHazards = flammable
			| NFPA-H = 2 | NFPA-F = 3 | NFPA-R = 1
	| FlashPt = 43 °C
			| FlashPtC = 43
	| RPhrases = {{R10}},{{R37}},{{R51/53}},{{R65}}
			| AutoignitionPtC = 424
	| SPhrases = {{S24}},{{S37}},{{S61}},{{S62}}
			| ExploLimits = 0.9-6.5%
			| GHSPictograms = {{GHS02}}{{GHS07}}{{GHS08}}{{GHS09}}
			| GHSSignalWord = Warning
			| HPhrases = {{H-phrases|226|302|304|312|314|332|335|341|412|441}}
			| PPhrases = {{P-phrases|201|202|260|261|264|270|271|273|280|281|301+312|301+330+331|302+352|303+361+353|304+312|304+340|305+351+338|308+313|310|312|321|322|330|363|405|501}}
			| PEL = TWA 50 ppm (245 mg/m<sup>3</sup>) <ref name=PGCH>{{PGCH|0159}}</ref>
			| IDLH = 900 ppm<ref name=PGCH/>
			| REL = TWA 50 ppm (245 mg/m<sup>3</sup>) <ref name=PGCH/>
			| LD50 = 12750 mg/kg (oral, mouse)<br/> 1400 mg/kg (oral, rat)<ref name=IDLH>{{IDLH|98828|Cumene}}</ref>
			| LC50 = 200 ppm (mouse, 7 hr)<ref name=IDLH/>
			| LCLo = 8000 ppm (rat, 4 hr)<ref name=IDLH/>
	}}		}}
	| Section8 = {{Chembox Related		|Section8={{Chembox Related
	| OtherCpds = ]<br />]<br />]		| OtherCompounds = ]<br />]<br />]
	}}		}}
	}}		}}
	'''Cumene''' is the common name for '''isopropylbenzene''', an ] that is an ] ]. It is a constituent of crude oil and refined fuels. It is a flammable colorless liquid that has a boiling point of 152 °C. Nearly all the cumene that is produced as a pure compound on an industrial scale is converted to ], which is an intermediate in the synthesis of other industrially important chemicals, primarily ] and ].		'''Cumene''' ('''isopropylbenzene''') is an ] that contains a ] ring with an ] ]. It is a constituent of ] and refined fuels. It is a flammable colorless liquid that has a boiling point of 152&nbsp;°C. Nearly all the cumene that is produced as a pure compound on an industrial scale is converted to ], which is an intermediate in the synthesis of other industrially important chemicals, primarily ] and ] (known as the ]).
	==Production==		==Production==
	Commercial production of cumene is carried out through the ] ] of ], with the addition of ]. Solid ] (SPA) supported on ] can also be used as a catalyst, and this was the case prior to the mid-1990s when ]-based catalysts made the other technique commercially redundant. <ref></ref> This process is other wise known as Friedel-Crafts alkylation reaction.		Commercial production of cumene is by ] of ] with ]. The original route for manufacturing of cumene was by alkylation of benzene in the liquid phase using sulfuric acid as a catalyst, but because of the complicated neutralization and recycling steps required, together with corrosion problems, this process has been largely replaced. As an alternative, solid ] (SPA) supported on ] has been used as the ].
			]
	Isopropylbenzene is stable, but may form peroxides in storage if in contact with the air. It is important to test for the presence of peroxides before heating or distilling. The chemical is also flammable and incompatible with strong oxidizing agents. Environmental laboratories commonly test isopropylbenzene using a ] instrument.<ref>http://www.caslab.com/Isopropylbenzene.php5</ref>
			Since the mid-1990s, commercial production has switched to ]-based catalysts. In this process, the efficiency of cumene production is generally 70-75%. The remaining components are primarily polyisopropyl benzenes. In 1976, an improved cumene process that uses ] as a catalyst was developed. The overall conversion of cumene for this process can be as high as 90%.
			The addition of two equivalents of propylene gives ] (DIPB). Using ], DIPB is comproportionated with benzene to give cumene.<ref>{{cite encyclopedia|chapter=Alkylation|author1=Bipin V. Vora |author2=Joseph A. Kocal |author3=Paul T. Barger |author4=Robert J. Schmidt |author5=James A. Johnson |title=Kirk-Othmer Encyclopedia of Chemical Technology |year=2003 |encyclopedia=Kirk‐Othmer Encyclopedia of Chemical Technology |isbn=0471238961 |doi=10.1002/0471238961.0112112508011313.a01.pub2}}</ref>
⚫	==See also==
	*]
			==Autoxidation==
			Depending on the conditions, ] of cumene gives ] or ]. Both reactions exploit the weakness of the tertiary C-H bond. The tendency of cumene to form peroxides by autoxidation poses safety concerns.<ref></ref> Tests for peroxides are routinely conducted before heating or distilling.
			== Applications ==
			Cumene is frequently found as an ingredient in ].<ref>{{Cite web |title=LOCTITE 242 MS TL Safety Data Sheet |url=https://pim.henkelgroup.net/henkel/sds/A/135354/US/EN}}</ref><ref>{{Cite web |title=Wurth Blue Thread Locker Safety Data Sheet |url=https://ehs.wuerth.com/ehs4customers/export/04093831.PDF}}</ref> Cumene is also a precursor chemical to the herbicide ].<ref>{{cite book |last1=Unger |first1=Thomas A. |title=Pesticide synthesis handbook |date=1996 |publisher=Noyes Publications |page=239 |edition=1st |url=https://ebookcentral.proquest.com/lib/uwa/reader.action?docID=648513}}</ref>
		⚫	== See also ==
			* ]
	==References==		==References==
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	==External links==		==External links==
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			{{Authority control}}
			{{Hydrocarbons}}
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