Alpha-Cyano-4-hydroxycinnamic acid

α-Cyano-4-hydroxycinnamic acid

Names
Preferred IUPAC name

(2E)-2-Cyano-3-(4-hydroxyphenyl)prop-2-enoic acid

Other names

alpha-cyano-4-hydroxycinnamic acid
alpha-cyano-4-hydroxycinnamate
2-cyano-4-hydroxycinnamate

Identifiers

CAS Number

* 28166-41-8 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:64340 N

ChemSpider |

* 4485953 N

PubChem CID

* 5328791

InChI

* InChI=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+ N

Key: AFVLVVWMAFSXCK-VMPITWQZSA-N N

* 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+

Key: AFVLVVWMAFSXCK-VMPITWQZBB

SMILES

* c1cc(ccc1/C=C(\C#N)/C(=O)O)O

Properties

Chemical formula

| C10H7NO3
Molar mass | 189.170 g·mol−1
Appearance  | Yellow powder
Melting point |  245 to 250 °C (473 to 482 °F; 518 to 523 K)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

α-Cyano-4-hydroxycinnamic acid, also written as alpha-cyano-4-hydroxycinnamic acid and abbreviated CHCA or HCCA, is a cinnamic acid derivative and is a member of the phenylpropanoid family.

## Matrix-assisted laser desorption/ionization

α-Cyano-4-hydroxycinnamic acid is used as a matrix for peptides and nucleotides in MALDI mass spectrometry analyses.[1][2]

## See also

* Sinapinic acid

## References

1. ↑ Beavis, R. C.; Chaudhary, T.; Chait, B. T. (1992). "-α-Cyano-4-hydroxycinnamic acid as a matrix for matrix-assisted laser desorption mass spectrometry". Org. Mass Spectrom. 27 (2): 156–8. doi:10.1002/oms.1210270217.
2. ↑ Franz Hillenkamp; Jasna Peter-Katalinic (3 October 2013). MALDI MS: A Practical Guide to Instrumentation, Methods and Applications. Wiley. pp. 110–. ISBN 978-3-527-67373-5. https://books.google.com/books?id=XZczAQAAQBAJ&pg=PA110.

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*[CID]: Compound ID