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Caproic acid: Difference between revisions

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Revision as of 11:41, 9 August 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,081 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').← Previous edit Latest revision as of 02:57, 22 November 2024 edit undoPygos (talk | contribs)Extended confirmed users, New page reviewers2,351 edits →See alsoTag: Visual edit 
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{{not to be confused|Caprylic acid|Capric acid}}
{{chembox
{{Chembox
| Watchedfields = changed
|Watchedfields = changed
| verifiedrevid = 415525614
|verifiedrevid = 443856741
| ImageFile_Ref = {{chemboximage|correct|??}}
|ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Caproic acid acsv.svg
|ImageFile = Caproic acid acsv.svg
| ImageName = Skeletal formula
|ImageName = Skeletal formula
| ImageFile1 = Caproic-acid-3D-balls.png
|ImageFile1 = Caproic-acid-3D-balls.png
| ImageName1 = Ball-and-stick model
|ImageName1 = Ball-and-stick model
| IUPACName = Hexanoic acid
|PIN = Hexanoic acid
| OtherNames = Caproic acid; ''n''-Caproic acid; C6:0 (])
|OtherNames = Hexoic acid; Hexylic acid; Butylacetic acid; Pentylformic acid; 1-Pentanecarboxylic acid; C6:0 (])
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 8552
| UNII_Ref = {{fdacite|correct|FDA}} |ChemSpiderID = 8552
|UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 1F8SN134MX |UNII = 1F8SN134MX
|Gmelin = 185066
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C01585 |Beilstein = 773837
|EC_number = 205-550-7
| InChI = 1/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
|KEGG_Ref = {{keggcite|correct|kegg}}
| InChIKey = FUZZWVXGSFPDMH-UHFFFAOYAY
|KEGG = C01585
| ChEMBL_Ref = {{ebicite|correct|EBI}}
|InChI = 1/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
| ChEMBL = 14184
|InChIKey = FUZZWVXGSFPDMH-UHFFFAOYAY
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
|ChEMBL_Ref = {{ebicite|correct|EBI}}
| StdInChI = 1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
|ChEMBL = 14184
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
|StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FUZZWVXGSFPDMH-UHFFFAOYSA-N
|StdInChI = 1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
| CASNo_Ref = {{cascite|correct|CAS}}
|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| CASNo = 142-62-1
|StdInChIKey = FUZZWVXGSFPDMH-UHFFFAOYSA-N
| PubChem = 8892
|CASNo_Ref = {{cascite|correct|CAS}}
| ChEBI = 30776
|CASNo = 142-62-1
| SMILES = CCCCCC(=O)O
|PubChem = 8892
}}
|ChEBI_Ref = {{ebicite|correct|EBI}}
|Section2= {{Chembox Properties
|ChEBI = 30776
| C=6|H=12|O=2
|SMILES = CCCCCC(=O)O
| Appearance=Oily liquid<ref name=Merck>{{Merck11th}}</ref>
}}
| Density=0.93 g/cm<sup>3</sup><ref name=GESTIS>{{GESTIS|ZVG=28160}}</ref>
|Section2={{Chembox Properties
| MeltingPtC=−3.4
|C=6 | H=12 | O=2
| Melting_notes = <ref name=Merck/>
|Appearance=Oily liquid<ref name=Merck>{{Merck11th}}</ref>
| BoilingPtC=205
|Odor = goat-like
| Boiling_notes = <ref name=Merck/>
| Solubility=1.082 g/100 g<ref name=Merck/> |Density=0.929 g/cm<sup>3</sup><ref name=GESTIS>{{GESTIS|ZVG=28160}}</ref>
|MeltingPtC=−3.4
| pKa = 4.88
|MeltingPt_ref = <ref name=Merck/>
}}
|BoilingPtC=205.8
|Section3= {{Chembox Hazards
|BoilingPt_ref = <ref name=Merck/>
| MainHazards=
| FlashPt={{convert|103|C|F}}<ref name=GESTIS/> |Solubility=1.082 g/100 mL<ref name=Merck/>
|SolubleOther = soluble in ], ]
| Autoignition=
|pKa = 4.88
}}
|RefractIndex = 1.4170
|Viscosity = 3.1 mP
|MagSus = −78.55·10<sup>−6</sup> cm<sup>3</sup>/mol
}}
|Section3={{Chembox Hazards
|NFPA-H = 3 | NFPA-F = 1 | NFPA-R = 0
|FlashPtC =103
|FlashPt_ref = <ref name=GESTIS/>
|AutoignitionPtC =380
|ExploLimits = 1.3-9.3%
|LD50 = 3000 mg/kg (rat, oral)
|GHSPictograms = {{GHS05}}{{GHS06}}
|GHSSignalWord = Danger
|HPhrases = {{H-phrases|311|314}}
|PPhrases = {{P-phrases|260|264|280|301+330+331|302+352|303+361+353|304+340|305+351+338|310|312|321|322|361|363|405|501}}
}}
|Section4={{Chembox Related
|OtherCompounds = ], ]
}}
}} }}


'''Hexanoic acid''' ('''caproic acid'''), is the ] derived from ] with the general formula C<sub>5</sub>H<sub>11</sub>COOH. It is a colorless oily ] with an odor that is fatty, cheesey, waxy and ]s<ref name=Merck/> or other barnyard ]s. It is a ] found naturally in various animal ]s and ]s, and is one of the ]s that gives the decomposing fleshy seed coat of the ] its characteristic ].<ref></ref> The primary use of hexanoic acid is in the manufacture of its ]s for artificial flavors, and in the manufacture of hexyl ] such as ].<ref name=Merck/> '''Caproic acid''', also known as '''hexanoic acid''', is the ] derived from ] with the chemical formula {{chem2|CH3(CH2)4COOH}}. It is a colorless oily ] with an odor that is fatty, cheesy, waxy, and like that of ]s<ref name=Merck/> or other barnyard ]s. It is a ] found naturally in various animal ]s and ]s, and is one of the chemicals that gives the decomposing fleshy seed coat of the ] its characteristic ].<ref>{{Cite web |url=http://scidiv.bcc.ctc.edu/rkr/Ginkgo/Ginkgo.html |title=Ginkgo.html<!-- Bot generated title --> |access-date=2007-03-08 |archive-date=2008-12-26 |archive-url=https://web.archive.org/web/20081226065433/http://scidiv.bcc.ctc.edu/rkr/ginkgo/Ginkgo.html |url-status=live }}</ref> It is also one of the components of ] and ]. The primary use of caproic acid is in the manufacture of its ]s for use as artificial flavors, and in the manufacture of hexyl ], such as ].<ref name=Merck/> ] and ]s of caproic acid are known as '''caproates''' or '''hexanoates'''. Several ] medications are caproate esters, such as ] and ].


Two other acids are named after goats: ] (C8) and ] (C10). Along with caproic acid, they account for 15% of the fat in goat's milk.
The salts and esters of this acid are known as hexanoates or caproates.


Caproic, caprylic, and capric acids (capric is a crystal- or wax-like substance, whereas the other two are mobile liquids) are not only used for the formation of esters, but also commonly used "neat" in: butter, milk, cream, strawberry, bread, beer, nut, and other flavors.
Two other acids are named after goats: ] (C8) and ] (C10). Along with hexanoic acid these total 15% in goat milk fat.


==See also==
Caproic, Caprylic and Capric acid (Capric is a crystal or wax like substance while the other 2 are mobile liquids) are not only used for the formation of esters but also commonly used "neat" in: butter, milk, cream, strawberry, bread, beer, nut and other flavors.
* ]
* ]
* ]


==References== ==References==
{{reflist}} {{Reflist}}


{{Fatty acids}} {{Fatty acids}}
{{Authority control}}


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