Undecylic acid

{{chembox | Watchedfields = changed | verifiedrevid = 470619654 | Name = Undecylic acid | ImageFile =Undecanoic acid.svg | ImageClass = skin-invert | IUPACName = Undecanoic acid | OtherNames = Hendecanoic acid |Section1={{Chembox Identifiers | IUPHAR_ligand = 5533 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 32368 | SMILES = O=C(O)CCCCCCCCCC | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 108030 | PubChem = 8180 | EC_number = 203-964-2 | UNII = 138ON3IIQG | KEGG = C17715 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = ZDPHROOEEOARMN-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 112-37-8 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 7888 | RTECS = }} |Section2={{Chembox Properties | Formula = C₁₁H₂₂O₂ | MolarMass = 186.29 g/mol | Appearance = Colourless crystals | Density = 0.89 g/cm³ | Solubility = | MeltingPtC = 28.6 | BoilingPtC = 284 | pKa = | Viscosity = [[Pascal second|mPa·s]] }} |Section3={{Chembox Structure | Dipole = [[Debye|D]] }} |Section7={{Chembox Hazards | ExternalSDS = | MainHazards = Corrosive | NFPA-H = 3 | NFPA-F = 2 | NFPA-R = | FlashPtC = 113 | GHSPictograms = {{GHS07}} | GHSSignalWord = Warning | HPhrases = {{H-phrases|315|319|335}} | PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}} }} |Section8={{Chembox Related | OtherFunction = [[Decanoic acid]], [[Lauric acid]] | OtherFunction_label = [[fatty acid]]s | OtherCompounds = [[Undecanol]] }} }}

'''Undecylic acid''' (systematically named '''undecanoic acid''') is a [[carboxylic acid]] with [[chemical formula]] {{chem2|CH3(CH2)9COOH|auto=yes}}. It is often used as an antifungal agent, to treat ringworm and athlete's foot, for example.<ref>{{Cite journal |last1=Voicu |first1=Raluca |last2=Boukherroub |first2=Rabah |last3=Bartzoka |first3=Vasiliki |last4=Ward |first4=Tim |last5=Wojtyk |first5=James T. C. |last6=Wayner |first6=Danial D. M. |date=2004-12-21 |title=Formation, characterization, and chemistry of undecanoic acid-terminated silicon surfaces: patterning and immobilization of DNA |journal=Langmuir: The ACS Journal of Surfaces and Colloids |volume=20 |issue=26 |pages=11713–11720 |doi=10.1021/la047886v |issn=0743-7463 |pmid=15595802}}</ref> Like [[decanoic acid]], it has a distinctive, unpleasant odor.

==See also== * [[List of saturated fatty acids]]

==References== {{Reflist}}

== External links == * {{Wiktionary inline}}

{{Fatty acids}}

[[Category:Alkanoic acids]] [[Category:Fatty acids]] [[Category:Foul-smelling chemicals]]

{{OrganicAcid-stub}}