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Hydroxysyrer

Hydroxysyrer, som også kaldes hydroxycarboxylsyrer,[1] er organiske stoffer som indeholder dels en syregruppe (-COOH) og dels en hydroxygruppe (-OH).[2] En hydroxysyre er således også en carboxylsyre som har en hydroxygruppe.

Hydroxysyrer er udbredte i naturen.[2]

Hos nogle hydroxysyrer kan deres syre- og hydroxygruppe spontan reagerer med hinanden i en kondensationsreaktion med fraspaltning af vand, hvorved der dannes en ringformet ester som kaldes en lakton.[1][2]

α-hydroxysyrer

Hvis hydroxygruppen i en hydroxysyre er placeret præcis ét kulstofatom væk fra syregruppen, kalds den en alfahydroxysyre eller AHA (fra engelsk Alpha Hydroxy Acid).[3] Eksempler på AHA'er er:

Navn Strukturformel Grafisk formel
Glykolsyre HOCH2COOH
Mælkesyre CH3CH(OH)COOH
Mandelsyre C6H5CH(OH)COOH
Citronsyre HOC(COOH)(CH2COOH)2
Æblesyre HOOCCH2CHOHCOOH
Vinsyre HOOCCH(OH)CH(OH)COOH

β-hydroxysyrer

Hvis hydroxygruppen i en hydroxysyre er placeret præcis to kulstofatomer væk fra syregruppen, kalds den en betahydroxysyre eller BHA (fra engelsk Beta Hydroxy Acid).[3] Eksempler på BHA'er er:

Navn Strukturformel Grafisk formel
β-hydroxysmørsyre CH3CH(OH)CH2COOH
Mevalonsyre C6H12O4

Referencer

  1. ^ a b Carl Th. Pedersen (28. januar 2016), "laktoner", Den Store Danske
  2. ^ a b c Arne Holm (21. januar 2016), "hydroxysyrer", Den Store Danske
  3. ^ a b Miltenberger, Karlheinz (2000). "Hydroxycarboxylic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_507. ISBN 978-3527306732.

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