7779-95-5

Basic information

• Product Name: 5-Hydroxylauric acid
• Synonyms: 5-Hydroxydodecanoic acid;5-Hydroxylauric acid
• CAS NO: 7779-95-5
• Molecular Formula: C₁₂H₂₄O₃
• Molecular Weight: 0
• Mol File: 7779-95-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Hydroxylauric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxylauric acid(7779-95-5)
• EPA Substance Registry System: 5-Hydroxylauric acid(7779-95-5)

Safety Data

• Hazardous Substances Data: 7779-95-5(Hazardous Substances Data)

Upstream product

• 143-07-7 lauric acid 
• 137-03-1 2-heptylcyclopentanone 
• 713-95-1 5-dodecanolide 
• 6093-96-5 methyl 5-oxo-dodecanoate 
• 3637-16-9 5-oxododecanoic acid 

Relevant articles and documents

Regio- and Enantio-selective Chemo-enzymatic C?H-Lactonization of Decanoic Acid to (S)-δ-Decalactone

The conversion of saturated fatty acids to high value chiral hydroxy-acids and lactones poses a number of synthetic challenges: the activation of unreactive C?H bonds and the need for regio- and stereoselectivity. Here the first example of a wild-type cytochrome P450 monooxygenase (CYP116B46 from Tepidiphilus thermophilus) capable of enantio- and regioselective C5 hydroxylation of decanoic acid 1 to (S)-5-hydroxydecanoic acid 2 is reported. Subsequent lactonization yields (S)-δ-decalactone 3, a high value fragrance compound, with greater than 90 % ee. Docking studies provide a rationale for the high regio- and enantioselectivity of the reaction.

Baeyer-villiger oxidation of cyclic ketones using aqueous hydrogen peroxide catalyzed by potassium salts of tungstophosphoric acid

The salts of 12-tungstophosphoric acid catalysts are prepared with varying potassium content. The resulting catalysts are active for the Baeyer-Villiger oxidation of cyclic ketones with 30 wt% H2O2 and achieve good conversions and yields. KHPW is the preferred catalyst in the reaction because of its reusability and environmental benefits.

Cascade biotransformations via enantioselective reduction, oxidation, and hydrolysis: Preparation of (R)-δ-lactones from 2-alkylidenecyclopentanones

The first cascade biotransformation involving enantioselective reduction of a C=C double bond, Baeyer-Villiger oxidation, and lactone hydrolysis was developed as a green and sustainable tool for synthesizing enantiopure δ-lactones. One-pot cascade biotransformations were achieved with Acinetobacter sp. RS1 containing a novel enantioselective reductase and an enantioselective lactone hydrolase and Escherichia coli coexpressing cyclohexanone monooxygenase and glucose dehydrogenase, converting easily available 2-alkylidenecyclopentanones 1-2 into the corresponding valuable flavors and fragrances (R)-δ-lactones 5-6 in high ee. The one-pot synthesis is better than the reported two-step preparation. This concept is useful in developing other redox cascades with the substrates containing C=C double bond.