10-Hydroxyundecanoic acid

Base Information

• Chemical Name: 10-Hydroxyundecanoic acid
• CAS No.: 6336-28-3
• Molecular Formula: C₁₁H₂₂O₃
• Molecular Weight: 202.294
• NSC Number: 39026
• UNII: X2TE94NE7R
• DSSTox Substance ID: DTXSID701021577
• Nikkaji Number: J262.037E,J262.038C
• Wikidata: Q27293480
• Metabolomics Workbench ID: 1367
• Mol file: 6336-28-3.mol

Synonyms:10-hydroxyundecanoic acid;Hydroxyundecanoic acid;6336-28-3;NSC-39026;10-hydroxy-undecanoic acid;X2TE94NE7R;(+/-)-Hydroxyundecanoic acid;Undecanoic acid, 10-hydroxy-;Hydroxyundecanoic acid, (+/-)-;(10R)-10-hydroxyundecanoic acid;NSC39026;UNII-X2TE94NE7R;SCHEMBL716914;(-)-10-hydroxyundecanoic acid;(-)-10-hydroxyhendecanoic acid;CHEBI:78956;DTXSID701021577;(10R)-10-hydroxyhendecanoic acid;HYDROXYUNDECANOIC ACID [INCI];LMFA01050161;(10R)-(-)-10-hydroxyundecanoic acid;(10R)-(-)-10-hydroxyhendecanoic acid;Q27293480

Chemical Property of 10-Hydroxyundecanoic acid

Chemical Property:

• Vapor Pressure: 6.5E-06mmHg at 25°C
• Boiling Point: 338.7°C at 760 mmHg
• Flash Point: 172.8°C
• PSA: 57.53000
• Density: 0.998g/cm³
• LogP: 2.57260
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 202.15689456
• Heavy Atom Count: 14
• Complexity: 146

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCCCCCCC(=O)O)O

Technology Process of 10-Hydroxyundecanoic acid

There total 2 articles about 10-Hydroxyundecanoic 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:

undecylenic acid (112-37-8) → 11-hydroxyundecanoic acid (3669-80-5) + 10-hydroxyundecanoic acid (6336-28-3,35005-52-8,35005-53-9)

Guidance literature:

With 2,3,4,5,6-pentahydroxy-hexanal; cytochrome b5; glucose dehydrogenase from Bacillus megaterium; human cytochrome P₄₅₀ monooxygenase; rat cytochrome P₄₅₀ reductase; 1,2-dilauroyl-sn-glicero-3-phosphatidylcholine; NADPH; superoxide dismutase; catalase from bovine liver; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; pH=7.5; Enzymatic reaction;

DOI:10.1016/j.abb.2019.108216

Reference yield:

undecylenic acid (112-37-8) → 11-hydroxyundecanoic acid (3669-80-5) + 10-hydroxyundecanoic acid (6336-28-3,35005-52-8,35005-53-9) + 2-hydroxyundecanoic acid (19790-86-4) + 4-hydroxyundecanoic acid (74568-02-8,74568-03-9,7779-60-4,74568-04-0)

Guidance literature:

With 2,3,4,5,6-pentahydroxy-hexanal; cytochrome b5; glucose dehydrogenase from Bacillus megaterium; rabbit cytochrome P₄₅₀ monooxygenase; rat cytochrome P₄₅₀ reductase; 1,2-dilauroyl-sn-glicero-3-phosphatidylcholine; NADPH; superoxide dismutase; catalase from bovine liver; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; pH=7.5; Enzymatic reaction;

DOI:10.1016/j.abb.2019.108216

Reference yield: 89.0%

10-hydroxyundecanoic acid (6336-28-3,35005-52-8,35005-53-9) → 10-oxo-undecanoic acid (676-00-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 10h;

DOI:10.1021/jo5023553

upstream raw materials:

undecylenic acid

Downstream raw materials:

(+/-)-10-Hydroxyundecansaeure-methylester

1,10-decanedioic acid

10-oxo-undecanoic acid

methyl (R)-10-hydroxyundecanoate