35875-13-9

Basic information

• Product Name: 6-Hydroxylauric acid
• Synonyms: 6-Hydroxydodecanoic acid;6-Hydroxylauric acid
• CAS NO: 35875-13-9
• Molecular Formula: C₁₂H₂₄O₃
• Molecular Weight: 216.32
• Mol File: 35875-13-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 56-58 °C
• Boiling Point: 350.2°C at 760 mmHg
• Flash Point: 179.8°C
• Appearance: /
• Density: 0.987g/cm³
• Vapor Pressure: 2.67E-06mmHg at 25°C
• Refractive Index: 1.466
• PKA: 4.75±0.10(Predicted)
• CAS DataBase Reference: 6-Hydroxylauric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxylauric acid(35875-13-9)
• EPA Substance Registry System: 6-Hydroxylauric acid(35875-13-9)

Safety Data

• Hazardous Substances Data: 35875-13-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H24O3/c1-2-3-4-5-8-11(13)9-6-7-10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)

Upstream product

• 143-07-7 lauric acid 
• 106-14-9 R-12-hydroxyoctadecanoic 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.