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Α-Cyano-4-hydroxycinnamic acid: Difference between revisions

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{{lowercase title}}
{{DISPLAYTITLE:''alpha''-Cyano-4-hydroxycinnamic acid}}
{{chembox {{chembox
|Verifiedfields = changed
|Name=α-Cyano-4-hydroxycinnamic acid
|Watchedfields = changed
|ImageFile=Cyanohydroxycinnamic acid.png
|verifiedrevid = 446778754
|ImageSize=200px
|Name =α-Cyano-4-hydroxycinnamic acid
|IUPACName=(''E'')-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate
|OtherNames=''alpha''-cyano-4-hydroxycinnamic acid<br>''alpha''-cyano-4-hydroxycinnamate<br>2-cyano-4-hydroxycinnamate |ImageFile =alpha-cyano-4-hydroxycinnamic acid.svg
|ImageAlt = Structural formula of α-cyano-4-hydroxycinnamic acid
|Section1= {{Chembox Identifiers
|ImageFile1 = Alpha-Cyano-4-hydroxycinnamic acid 3D spacefill.png
| CASNo=28166-41-8
|ImageSize1 = 180
| PubChem=6931228
|ImageAlt1 = Space-filling model of the α-cyano-4-hydroxycinnamic acid molecule
| SMILES=C1=CC(=CC=C1C=C(C#N)C(=O))O
|PIN =(2''E'')-2-Cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
}}
|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
|Section2= {{Chembox Properties
|Section1={{Chembox Identifiers
| C=10|H=7|O=3|N=1
| CASNo_Ref = {{cascite|correct|CAS}}
| Appearance=Yellow powder
|CASNo =28166-41-8
| Density=

| MeltingPt=245-250 °C
| UNII_Ref = {{fdacite|correct|FDA}}
| BoilingPt=

| Solubility=
| UNII = NL5EEM9E2G
}}
|PubChem = 5328791
|Section3= {{Chembox Hazards
|ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| MainHazards=
|ChemSpiderID = 4485953
| FlashPt=
|SMILES = c1cc(ccc1/C=C(\C#N)/C(=O)O)O
| Autoignition=
|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+
}}
|InChIKey = AFVLVVWMAFSXCK-VMPITWQZBB
|StdInChI_Ref = {{stdinchicite|changed|chemspider}}
|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+
|StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
|StdInChIKey = AFVLVVWMAFSXCK-VMPITWQZSA-N
|ChEBI_Ref = {{ebicite|changed|EBI}}
|ChEBI = 64340}}
|Section2={{Chembox Properties
|C=10 | H=7 | O=3 | N=1
|Appearance = Yellow powder
|MeltingPtC = 245 to 250
}}
}} }}


'''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> '''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'''.
==Matrix-assisted laser desorption/ionization==
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>


== See also == == See also ==
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{{DEFAULTSORT:Cyano-4-hydroxycinnamic acid, alpha-}} {{DEFAULTSORT:Cyano-4-hydroxycinnamic acid, alpha-}}
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