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			{{Short description|Chemical compound}}
	{{chembox		{{chembox
			| Watchedfields = changed
	| verifiedrevid = 443881865		| verifiedrevid = 443883362
	| Name = Isobutyraldehyde
	| ImageFile_Ref = {{chemboximage|correct|??}}		| Name = Isobutyraldehyde
			| ImageFile_Ref = {{chemboximage|correct|??}}
	| ImageFile = 2-Methyl-2-propanal structural formulae.png		| ImageFile = Isobutyraldehyde 200.svg
	<!-- | ImageSize = 160px -->		| ImageSize = 140
			| ImageFile1 = Isobutyraldehyde 3D ball.png
	| ImageName =
			| ImageSize1 = 160
	| IUPACName = 2-methylpropanal
			| ImageAlt1 = Ball-and-stick model of the isobutyraldehyde molecule
⚫	| OtherNames = 2-Methylpropionaldehyde
			| PIN = 2-Methylpropanal
		⚫	| OtherNames = 2-Methylpropionaldehyde
	| Section1 = {{Chembox Identifiers		|Section1={{Chembox Identifiers
	| ChEBI_Ref = {{ebicite|correct|EBI}}		| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 48943		| ChEBI = 48943
	| SMILES = CC(C)C=O		| SMILES = CC(C)C=O
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 6313		| ChemSpiderID = 6313
	| PubChem = 6561		| PubChem = 6561
	| UNII_Ref = {{fdacite|correct|FDA}}		| UNII_Ref = {{fdacite|correct|FDA}}
	| UNII = C42E28168L		| UNII = C42E28168L
			| EC_number = 201-149-6
			| UNNumber = 2045
			| Gmelin = 1658
			| Beilstein = 605330
	| InChI = 1/C4H8O/c1-4(2)3-5/h3-4H,1-2H3		| InChI = 1/C4H8O/c1-4(2)3-5/h3-4H,1-2H3
	| InChIKey = AMIMRNSIRUDHCM-UHFFFAOYAE		| InChIKey = AMIMRNSIRUDHCM-UHFFFAOYAE
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	| StdInChIKey = AMIMRNSIRUDHCM-UHFFFAOYSA-N		| StdInChIKey = AMIMRNSIRUDHCM-UHFFFAOYSA-N
	| CASNo = 78-84-2		| CASNo = 78-84-2
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| RTECS = NQ4025000		| RTECS = NQ4025000
	}}		}}
	| Section2 = {{Chembox Properties		|Section2={{Chembox Properties
	| Formula = C<sub>4</sub>H<sub>8</sub>O		| Formula = C<sub>4</sub>H<sub>8</sub>O
	| MolarMass = 72.11 g/mol		| MolarMass = 72.11 g/mol
	| Appearance = colourless liquid		| Appearance = colourless liquid
			| Odor = Pungent; straw-like
	| Density = 0.79 g/cm<sup>3</sup>		| Density = 0.79 g/cm<sup>3</sup>
	| Solubility = moderate		| Solubility = moderate
	| Solvent = other solvents
	| SolubleOther = miscible in organic solvents		| Solvent = other solvents
			| SolubleOther = miscible in organic solvents
	| MeltingPt = -65 °C		| MeltingPtC = −65
	| BoilingPt = 63 °C		| BoilingPtC = 63
	| Viscosity =		| RefractIndex = 1.374
			| MagSus = -46.38·10<sup>−6</sup> cm<sup>3</sup>/mol
	| RefractIndex = 1.374
	}}		}}
	| Section3 = {{Chembox Structure		|Section7={{Chembox Hazards
	| Dipole =		| ExternalSDS =
		⚫	| MainHazards = flammable
⚫	}}
			| FlashPtF = −2
	| Section7 = {{Chembox Hazards
			| GHSPictograms = {{GHS02}}{{GHS07}}
	| ExternalMSDS =
			| GHSSignalWord = Danger
⚫	| MainHazards = flammable
			| HPhrases = {{H-phrases|225|319}}
	| FlashPt = -2 °F
			| PPhrases = {{P-phrases|210|233|240|241|242|243|264|280|303+361+353|305+351+338|337+313|370+378|403+235|501}}
	| RPhrases = 11
		⚫	}}
	| SPhrases = 16
		⚫	|Section8={{Chembox Related
	}}
		⚫	| OtherFunction_label = alkyl aldehydes
⚫	| Section8 = {{Chembox Related
		⚫	| OtherFunction = ]<br />
⚫	| Function = alkyl aldehydes
⚫	| OtherFunctn = ]<br />
	]<br />		]<br />
	]		]
	| OtherCpds = ]<br />]		| OtherCompounds = ]<br />]
	}}		}}
	}}		}}
	'''Isobutyraldehyde''' is the ] with the formula (CH<sub>3</sub>)<sub>2</sub>CHCHO. It is an ], isomeric with ] (butanal). Isobutyraldehyde is manufactured, often as a side-product, by the ] of ]. Its odour is described as that of wet cereal or straw.		'''Isobutyraldehyde''' is the ] with the formula (CH<sub>3</sub>)<sub>2</sub>CHCHO. It is an ], isomeric with ] (butanal).<ref>Isobutyraldehyde is a retained trivial name under the IUPAC rules.{{BlueBook1993|rec=R-9.1|url=http://www.acdlabs.com/iupac/nomenclature/93/r93_705.htm}}</ref> Isobutyraldehyde is made, often as a side-product, by the ] of ]. Its odour is described as that of wet cereal or straw. It undergoes the ] even though it has alpha hydrogen atom. It is a colorless volatile liquid.
	===synthesis===		==Synthesis==
			Isobutyraldehyde is produced industrially by the hydroformylation of propene. Several million tons are produced annually.<ref name=Ullmann>Boy Cornils, Richard W. Fischer, Christian Kohlpaintner "Butanals" in Ullmann's Encyclopedia of Industrial Chemistry, 2000, Wiley-VCH, Weinheim. {{doi|10.1002/14356007.a04_447}}</ref>
⚫	Strong mineral acids catalyse the rearrangement of ] to isobutraldehyde.
			===Biological routes===
	===As a Green Technology===
			In the context of ], isobutyraldehyde is of interest as a precursor to ]. ''E. coli'' as well as several other organisms has been genetically modified to produce isobutanol. α-], derived from oxidative deamination of ], is prone to ] to give isobutyraldehyde, which is susceptible to reduction to the alcohol:<ref name=":0">{{Cite journal|title = Non-fermentative pathways for synthesis of branched-chain higher alcohols as biofuels|journal = Nature|pages = 86–89|volume = 451|issue = 7174|doi = 10.1038/nature06450|first1 = Shota|last1 = Atsumi|first2 = Taizo|last2 = Hanai|first3 = James C.|last3 = Liao|pmid=18172501|date=January 2008|bibcode = 2008Natur.451...86A|s2cid = 4413113}}</ref>
	In the December 9, 2010 issue of '']'', UCLA researchers published an article on the use of the cyanobacterium Synechoccus elongatus, in producing isobutyraldehyde from carbon dioxide and sunlight. The bacteria was gene engineered with increased amounts of the carbon dioxide–fixing enzyme ], and then other genes were spliced in to allow the absorption of carbon dioxide and the use of sunlight to power the system.<ref>http://www.gizmag.com/bacteria-convert-co2-into-fuel/13601/?utm_source=Gizmag+Subscribers&utm_campaign=72cd24d9c9-UA-2235360-4&utm_medium=email.</ref> Simple catalytic processes can hydrogenate the aldehyde into ], which can be used in motor fuels and as a chemical feedstock.
			:(CH<sub>3</sub>)<sub>2</sub>CHC(O)CO<sub>2</sub>H → (CH<sub>3</sub>)<sub>2</sub>CHCHO + CO<sub>2</sub>
			:(CH<sub>3</sub>)<sub>2</sub>CHCHO + NADH + H<sup>+</sup> → (CH<sub>3</sub>)<sub>2</sub>CHCH<sub>2</sub>OH + NAD<sup>+</sup>
			It can also be produced using engineered bacteria.<ref>{{cite journal|last=Atsumi|first=Shota|author2=Wendy Higashide |author3=James C. Liao |title=Direct photosynthetic recycling of carbon dioxide to isobutyraldehyde|journal=Nature Biotechnology |date=November 2009|volume=27|pages=1177–1180|doi=10.1038/nbt.1586 |pmid=19915552 |issue=12|s2cid=1492698 }}</ref>
	===As a trivial name===
	Isobutyraldehyde is a retained trivial name under the IUPAC rules.<ref name=IUPAC2993>{{Template:BlueBook1993|rec=R-9.1|url=http://www.acdlabs.com/iupac/nomenclature/93/r93_705.htm}}</ref>
			===Other routes===
		⚫	Strong mineral acids catalyse the rearrangement of methallyl alcohol to isobutyraldehyde.
			==Reactions==
			] of the aldehyde gives ]. ] gives ] or ]. Condensation with ] gives ].<ref name=Ullmann/> The latter is a precursor to ].<ref>{{cite journal |doi=10.1002/anie.201205886 |title=One Hundred Years of Vitamins-A Success Story of the Natural Sciences |year=2012 |last1=Eggersdorfer |first1=Manfred |last2=Laudert |first2=Dietmar |last3=Létinois |first3=Ulla |last4=McClymont |first4=Tom |last5=Medlock |first5=Jonathan |last6=Netscher |first6=Thomas |last7=Bonrath |first7=Werner |journal=Angewandte Chemie International Edition |volume=51 |issue=52 |page=12975 |pmid=23208776 }}</ref>
			:]
	==References==		==References==
	{{Unreferenced|date =September 2007}}
	{{reflist}}		{{reflist}}
	]		]
	]		]
	]
	]
	]
	]
	]
	]
	]