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Revision as of 11:02, 1 May 2011 editWikitanvirBot (talk | contribs)144,145 editsm r2.7.1) (robot Adding: hu:Mezitil-oxid← Previous edit		Latest revision as of 11:37, 26 June 2022 edit undo85.210.62.194 (talk) →Uses: Dimedone]
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	{{chembox		{{chembox
⚫	| verifiedrevid = 402386394
			| Watchedfields = changed
⚫	| Name = Mesityl oxide
		⚫	| verifiedrevid = 426873209
⚫	| ImageFile = Mesityl oxide.png
	| ImageName = Mesityl oxide		| Name = Mesityl oxide
			| ImageFile_Ref = {{chemboximage|correct|??}}
⚫	| ImageFile1 = Mesityl-oxide-3D-balls.png
	| ImageFile2 = Mesityl-oxide-3D-vdW.png		| ImageFile = Mesityl oxide.png
		⚫	| ImageName = Mesityl oxide
⚫	| IUPACName = 4-methylpent-3-en-2-one
		⚫	| ImageFile1 = Mesityl-oxide-3D-balls.png
⚫	| OtherNames = Mesityl oxide<br />Isobutenyl methyl ketone<br />Methyl isobutenyl ketone<br />Isopropylidene acetone'''
		⚫	| ImageFile2 = Mesityl-oxide-3D-vdW.png
⚫	| Section1 = {{Chembox Identifiers
		⚫	| PIN = 4-Methylpent-3-en-2-one
⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
		⚫	| OtherNames = Mesityl oxide<br />Isobutenyl methyl ketone<br />Methyl isobutenyl ketone<br />Isopropylidene acetone
		⚫	|Section1={{Chembox Identifiers
		⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 8526		| ChemSpiderID = 8526
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASNo = 141-79-7		| CASNo = 141-79-7
			| PubChem = 8858
⚫	| SMILES = O=C(\C=C(/C)C)C
			| EINECS = 205-502-5
⚫	| InChI = 1/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3
	| RTECS = SB4200000		| ChEBI = 89993
			| ChEMBL = 3185916
			| DTXSID = DTXSID1029170
			| UNNumber = 1229
			| UNII = 77LAC84669
		⚫	| SMILES = O=C(\C=C(/C)C)C
		⚫	| InChI = 1/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3
			| RTECS = SB4200000
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
	| C=6|H=10|O=1		| C=6 | H=10 | O=1
	| Density = 0.858 g/cm³		| Density = 0.858 g/cm<sup>3</sup>
	| Appearance = Straw-yellow liquid		| Appearance = Oily, colorless to light-yellow liquid<ref name=PGCH/>
			| Odor = peppermint- or honey-like<ref name=PGCH/>
	| Solubility = Good
			| Solubility = 3% (20°C)<ref name=PGCH/>
	| Solvent = other solvents
	| SolubleOther = Soluble in most organic solvents		| Solvent = other solvents
			| SolubleOther = Soluble in most organic solvents
	| MeltingPtC = -53		| MeltingPtC = −53
	| BoilingPtC = 129.5		| BoilingPtC = 129.5
	| Viscosity =		| Viscosity =
	| RefractIndex = 1.442		| RefractIndex = 1.442
			| VaporPressure = 9 mmHg (20°C)<ref name=PGCH/>
	}}		}}
	| Section3 = {{Chembox Structure		|Section3={{Chembox Structure
	| Dipole =		| Dipole =
	}}		}}
	| Section7 = {{Chembox Hazards		|Section7={{Chembox Hazards
	| ExternalMSDS =		| ExternalSDS =
	| MainHazards = flammable		| MainHazards = flammable
	| FlashPt = {{convert|87|F|C}}		| FlashPtF = 87
			| FlashPt_ref =<ref name=PGCH/>
	| RPhrases = {{R10}} {{R20/21/22}}
	| SPhrases = {{S25}}		| GHSPictograms = {{GHS02}}{{GHS07}}
			| GHSSignalWord = Warning
			| HPhrases = {{H-phrases|226|302|312|332}}
			| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|270|271|280|301+312|302+352|303+361+353|304+312|304+340|312|322|330|363|370+378|403+235|501}}
			| IDLH = 1400 ppm<ref name=PGCH>{{PGCH|0385}}</ref>
			| LC50 = 1000 mg/m<sup>3</sup> (rat, 4 hr)<br/>9000 mg/m<sup>3</sup> (rat, 4 hr)<br/>10,000 mg/m<sup>3</sup> (mouse, 2 hr)<br/>2000 mg/m<sup>3</sup> (guinea pig, 7 hr)<ref name=IDLH>{{IDLH|141797|Mesityl oxide}}</ref>
			| LD50 = 1120 mg/kg (rat, oral)<br/>1000 mg/kg (rabbit, oral)<br/>710 mg/kg (mouse, oral)<ref name=IDLH/>
			| REL = TWA 10 ppm (40 mg/m<sup>3</sup>)<ref name=PGCH/>
			| PEL = TWA 25 ppm (100 mg/m<sup>3</sup>)<ref name=PGCH/>
			| ExploLimits = 1.4–7.2%<ref name=PGCH/>
	}}		}}
	| Section8 = {{Chembox Related		|Section8={{Chembox Related
	| OtherCpds = ]<br />],<br />]		| OtherCompounds = ]<br />],<br />]
	}}		}}
	}}		}}
	'''Mesityl oxide''' is a ] with the formula CH<sub>3</sub>C(O)CH=C(CH<sub>3</sub>)<sub>2</sub>. This compound is a colorless, volatile ] with a strong ] odor.<ref>'']'', 11th Edition, '''5811'''</ref>		'''Mesityl oxide''' is a ] with the formula CH<sub>3</sub>C(O)CH=C(CH<sub>3</sub>)<sub>2</sub>. This compound is a colorless, volatile ] with a honey-like odor.<ref>'']'', 14th Edition</ref>
	==Synthesis==		==Synthesis==
	It is prepared by the ] of ] to give ], which readily dehydrates to give this compound.<ref>{{OrgSynth | prep=cv1p0345 | title = Mesityl oxide | collvol = 1 | collvolpages = 345 | year = 1941 | author= ] and Neal Tuttle}}</ref>		It is prepared by the ] of ] to give ], which readily dehydrates to give this compound.<ref>{{OrgSynth | last1= Conant|first1=J. B.|last2=Tuttle|first2=N. | doi= 10.15227/orgsyn.001.0053| title = Mesityl Oxide | volume= 1 | page = 53 | year = 1921}}</ref><ref name=Ull>{{cite book|doi=10.1002/14356007.a01_079|chapter=Acetone|title=Ullmann's Encyclopedia of Industrial Chemistry|year=2000|last1=Sifniades|first1=Stylianos|last2=Levy|first2=Alan B.|isbn=3527306730}}</ref>
	:]		:]
	] may be formed under the same conditions of mesityl oxide production, by a ]. The yields of mesityl oxide and isophorone may vary according to reaction conditions during synthesis:		] and ] may be formed under the same conditions. Isophorone originates via a ]:
	:]		:]
			] is formed by continued aldol condensation:
			:]
	==Uses==		==Uses==
	Mesityl oxide is used as a solvent and in the production of ] by ]:		Mesityl oxide is used as a solvent and in the production of ] by ]:<ref name=Ull/>
	:]		:]
			Further hydrogenation gives ] (methyl isobutyl carbinol).
			] is another established use of mesityl oxide.
	==References==		==References==
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	==External links==		==External links==
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	]