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{{lowercase title}} |
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{{DISPLAYTITLE:''alpha''-Cyano-4-hydroxycinnamic acid}} |
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{{chembox |
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{{chembox |
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|Verifiedfields = changed |
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|Name=α-Cyano-4-hydroxycinnamic acid |
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|Watchedfields = changed |
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|ImageFile=Cyanohydroxycinnamic acid.png |
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|verifiedrevid = 446778754 |
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|ImageSize=200px |
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|Name =α-Cyano-4-hydroxycinnamic acid |
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|IUPACName=(''E'')-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate |
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|OtherNames=''alpha''-cyano-4-hydroxycinnamic acid<br>''alpha''-cyano-4-hydroxycinnamate<br>2-cyano-4-hydroxycinnamate |
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|ImageFile =alpha-cyano-4-hydroxycinnamic acid.svg |
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|ImageAlt = Structural formula of α-cyano-4-hydroxycinnamic acid |
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|Section1= {{Chembox Identifiers |
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|ImageFile1 = Alpha-Cyano-4-hydroxycinnamic acid 3D spacefill.png |
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| CASNo=28166-41-8 |
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|ImageSize1 = 180 |
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| PubChem=6931228 |
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|ImageAlt1 = Space-filling model of the α-cyano-4-hydroxycinnamic acid molecule |
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| SMILES=C1=CC(=CC=C1C=C(C#N)C(=O))O |
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|PIN =(2''E'')-2-Cyano-3-(4-hydroxyphenyl)prop-2-enoic acid |
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}} |
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|OtherNames =α-Cyano-''p''-hydroxycinnamic acid<br>2-Cyano-4-hydroxycinnamic acid<br>2-Cyano-3-(4-hydroxyphenyl)-2-propenoic acid<br>2-Cyano-3-(4-hydroxyphenyl)-2-acrylic acid<br>4-Hydroxy-α-cyanocinnamic acid |
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|Section2= {{Chembox Properties |
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|Section1={{Chembox Identifiers |
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| C=10|H=7|O=3|N=1 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| Appearance=Yellow powder |
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|CASNo =28166-41-8 |
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| Density= |
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| MeltingPt=245-250 °C |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| BoilingPt= |
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| Solubility= |
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| UNII = NL5EEM9E2G |
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}} |
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|PubChem = 5328791 |
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|Section3= {{Chembox Hazards |
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|ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| MainHazards= |
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|ChemSpiderID = 4485953 |
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| FlashPt= |
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|SMILES = c1cc(ccc1/C=C(\C#N)/C(=O)O)O |
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| Autoignition= |
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|InChI = 1/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)/b8-5+ |
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}} |
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|InChIKey = AFVLVVWMAFSXCK-VMPITWQZBB |
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|StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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|StdInChI = 1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)/b8-5+ |
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|StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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|StdInChIKey = AFVLVVWMAFSXCK-VMPITWQZSA-N |
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|ChEBI_Ref = {{ebicite|changed|EBI}} |
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|ChEBI = 64340}} |
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|Section2={{Chembox Properties |
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|C=10 | H=7 | O=3 | N=1 |
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|Appearance = Yellow powder |
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|MeltingPtC = 245 to 250 |
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}} |
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}} |
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}} |
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'''α-Cyano-4-hydroxycinnamic acid''', also written as '''''alpha''-cyano-4-hydroxycinnamic acid''' and abbreviated '''CHCA''', is a ] derivative and is a member of the ] family. It is used as a matrix for ]s and ] in ] ] analyses.<ref>{{cite journal |title=-α-Cyano-4-hydroxycinnamic acid as a matrix for matrix-assisted laser desorption mass spectrometry |journal=Org. Mass Spectrom. |volume=27 |issue= 2|pages=156–8 |year=1992 |doi=10.1002/oms.1210270217 |author=Beavis, R. C. |last2=Chaudhary |first2=T. |last3=Chait |first3=B. T. }}</ref> |
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'''α-Cyano-4-hydroxycinnamic acid''', also written as '''''alpha''-cyano-4-hydroxycinnamic acid''' and abbreviated '''CHCA''' or '''HCCA''', is a ] derivative and is a member of the ] family. The ] form is '''α-cyano-4-hydroxycinnamate'''. |
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==Matrix-assisted laser desorption/ionization== |
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α-Cyano-4-hydroxycinnamic acid is used as a matrix for ]s and ] in ] ] analyses.<ref>{{cite journal |title=-α-Cyano-4-hydroxycinnamic acid as a matrix for matrix-assisted laser desorption mass spectrometry |journal=Org. Mass Spectrom. |volume=27 |issue= 2|pages=156–8 |year=1992 |doi=10.1002/oms.1210270217 |author=Beavis, R. C. |last2=Chaudhary |first2=T. |last3=Chait |first3=B. T.}}</ref><ref>{{cite book|author1=Franz Hillenkamp|author2=Jasna Peter-Katalinic|title=MALDI MS: A Practical Guide to Instrumentation, Methods and Applications|url=https://books.google.com/books?id=XZczAQAAQBAJ&pg=PA110|date=3 October 2013|publisher=Wiley|isbn=978-3-527-67373-5|pages=110–}}</ref> |
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== See also == |
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== See also == |
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{{DEFAULTSORT:Cyano-4-hydroxycinnamic acid, alpha-}} |
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{{DEFAULTSORT:Cyano-4-hydroxycinnamic acid, alpha-}} |
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