5-Hydroxydodecanoic acid

Base Information

• Chemical Name: 5-Hydroxydodecanoic acid
• CAS No.: 7779-95-5
• Molecular Formula: C12H24 O3
• Molecular Weight: 216.321
• DSSTox Substance ID: DTXSID001019117
• Nikkaji Number: J262.040E
• Metabolomics Workbench ID: 48870
• ChEMBL ID: CHEMBL4301036
• Mol file: 7779-95-5.mol

Synonyms:5-HYDROXYDODECANOIC ACID;xi-5-Hydroxydodecanoic acid;7779-95-5;5-hydroxylauric acid;Dodecanoic acid, 5-hydroxy-;SCHEMBL317544;CHEMBL4301036;CHEBI:171725;DTXSID001019117;LMFA01050529;AKOS040767397

Chemical Property of 5-Hydroxydodecanoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 2.96270
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 216.17254462
• Heavy Atom Count: 15
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(CCCC(=O)O)O

Technology Process of 5-Hydroxydodecanoic acid

There total 6 articles about 5-Hydroxydodecanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

2-heptylcyclopentanone (137-03-1) → 5-dodecanolide (713-95-1) + 5-oxododecanoic acid (3637-16-9) + 5-hydroxydodecanoic acid (7779-95-5)

Guidance literature:

With water; dihydrogen peroxide; at 40 ℃; for 12h; Reagent/catalyst;

DOI:10.1246/cl.140159

Reference yield:

5-dodecanolide (713-95-1) → 5-hydroxydodecanoic acid (7779-95-5)

Guidance literature:

With D-Glucose; for 1h; Microbiological reaction;

DOI:10.1021/cs400101v

Reference yield:

lauric acid (143-07-7) → 5-hydroxydodecanoic acid (7779-95-5) + 6-hydroxydodecanoic acid (35875-13-9)

Guidance literature:

With D-glucose; cytochrome P₄₅₀ monooxygenase from Tepidiphilus thermophilus; In aq. phosphate buffer; at 30 ℃; for 24h; pH=8; regioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.201901242

upstream raw materials:

5-oxododecanoic acid

methyl 5-oxo-dodecanoate

5-dodecanolide

2-heptylcyclopentanone

Refernces

• 1、 Ma, Qingguo,Xing, Wanzhen,Xu, Junhui,Peng, Xinhua. "Baeyer-villiger oxidation of cyclic ketones using aqueous hydrogen peroxide catalyzed by potassium salts of tungstophosphoric acid". . p. 941 - 943. Retrieved 2014/06/23.