10-Hydroxystearic acid

Base Information

• Chemical Name: 10-Hydroxystearic acid
• CAS No.: 638-26-6
• Molecular Formula: C18H36O3
• Molecular Weight: 300.482
• Hs Code.: 2918199090
• NSC Number: 79060
• UNII: 384M5B7IFL
• DSSTox Substance ID: DTXSID901314578
• Nikkaji Number: J95.428D
• Wikidata: Q27256742
• Metabolomics Workbench ID: 2164
• Mol file: 638-26-6.mol

Synonyms:10-hydroxy-octadecanoic acid;10-hydroxyoctadecanoic acid;10-hydroxystearic acid

Chemical Property of 10-Hydroxystearic acid

Chemical Property:

• Vapor Pressure: 1.92E-09mmHg at 25°C
• Melting Point: 81-82 °C
• Boiling Point: 436.3°Cat760mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 231.8°C
• PSA: 57.53000
• Density: 0.944g/cm³
• LogP: 5.30330
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 300.26644501
• Heavy Atom Count: 21
• Complexity: 229

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 10-Hydroxystearic acid

There total 39 articles about 10-Hydroxystearic 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: 98.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → 10-hydroxystearic acid (638-26-6)

Guidance literature:

With oleate hydratase from macrococcus caseolyticus; water; flavin adenine dinucleotide; In ethanol; at 25 ℃; for 14h; pH=6.5; PIPES buffer; Enzymatic reaction;

DOI:10.1016/j.biochi.2011.12.011

Reference yield: 72.0%

ethyl 10-hydroxyoctadecanoate (119003-47-3) → 10-hydroxystearic acid (638-26-6)

Guidance literature:

ethyl 10-hydroxyoctadecanoate; With potassium hydroxide; In ethanol; water; for 4.5h; Reflux;

With hydrogenchloride; In ethanol; water; pH=7;

DOI:10.1021/la204412t

Reference yield: 70.0%

ω-oxydecanocarboxylic acid (5578-80-3) + octylmagnesium bromide (17049-49-9) → 10-hydroxystearic acid (638-26-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/hlca.201600242

upstream raw materials:

ethyl 10-hydroxyoctadecanoate

cis-Octadecenoic acid

Elaidic acid

trans-10-octadecenoic acid

Downstream raw materials:

azelaic acid

Elaidic acid

10-Octadecenoic acid methyl ester

10-iodostearic acid

Refernces

• 1、 Kuo, Tsung Min,Levinson, William E.. "Biocatalytic production of 10-hydroxystearic acid, 10-ketostearic acid, and their primary fatty amides". . p. 671 - 675. Retrieved 2006.
• 2、 Lorenzen, Jan,Driller, Ronja,Waldow, Ayk,Qoura, Farah,Loll, Bernhard,Brück, Thomas. "Rhodococcus erythropolis Oleate Hydratase: a New Member in the Oleate Hydratase Family Tree—Biochemical and Structural Studies". . p. 407 - 414. Retrieved 2017/12/13.
• 3、 Schmid, Jens,Steiner, Lisa,Fademrecht, Silvia,Pleiss, Jürgen,Otte, Konrad B.,Hauer, Bernhard. "Biocatalytic study of novel oleate hydratases". . p. S243 - S249. Retrieved 2019/04/02.