109718-22-1

Basic information

• Product Name: Dodecanoic acid, 11-hydroxy-, methyl ester
• CAS NO: 109718-22-1
• Molecular Formula: C13H26O3
• Mol File: 109718-22-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Dodecanoic acid, 11-hydroxy-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Dodecanoic acid, 11-hydroxy-, methyl ester(109718-22-1)
• EPA Substance Registry System: Dodecanoic acid, 11-hydroxy-, methyl ester(109718-22-1)

Safety Data

• Hazardous Substances Data: 109718-22-1(Hazardous Substances Data)

Upstream product

• 143-07-7 lauric acid 
• 17287-03-5 trimethylsulphonium hydroxide 

Downstream Products

• 221192-73-0 (S)-4-Benzyl-3-[(2S,3R)-3,13-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-tetradecanoyl]-oxazolidin-2-one 
• 221192-72-9 (S)-4-Benzyl-3-[(2S,3R)-13-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-tetradecanoyl]-oxazolidin-2-one 

Relevant articles and documents

CYP505E3: A Novel Self-Sufficient ω-7 In-Chain Hydroxylase

The self-sufficient cytochrome P450 monooxygenase CYP505E3 from Aspergillus terreus catalyzes the regioselective in-chain hydroxylation of alkanes, fatty alcohols, and fatty acids at the ω-7 position. It is the first reported P450 to give regioselective in-chain ω-7 hydroxylation of C10–C16 n-alkanes, thereby enabling the one step biocatalytic synthesis of rare alcohols such as 5-dodecanol and 7-tetradecanol. It shows more than 70 percent regioselectivity for the eighth carbon from one methyl terminus, and displays remarkably high activity towards decane (TTN≈8000) and dodecane (TTN≈2000). CYP505E3 can be used to synthesize the high-value flavour compound δ-dodecalactone via two routes: 1) conversion of dodecanoic acid into 5-hydroxydodecanoic acid (24 percent regioselectivity), which at low pH lactonises to δ-dodecalactone, and 2) conversion of 1-dodecanol into 1,5-dodecanediol (55 percent regioselectivity), which can be converted into δ-dodecalactone by horse liver alcohol dehydrogenase.