10-Methylhexadecanoic acid

Base Information

• Chemical Name: 10-Methylhexadecanoic acid
• CAS No.: 17001-26-2
• Molecular Formula: C17H34O2
• Molecular Weight: 270.456
• DSSTox Substance ID: DTXSID50415549
• Nikkaji Number: J387.532F
• Wikidata: Q82224479
• Metabolomics Workbench ID: 258
• Mol file: 17001-26-2.mol

Synonyms:10-methylhexadecanoic acid;10-methyl-hexadecanoic acid;17001-26-2;Hexadecanoic acid, 10-methyl-;10-methylhexa-decanoic acid;SCHEMBL3321785;DTXSID50415549;CHEBI:165354;LMFA01020193

Chemical Property of 10-Methylhexadecanoic acid

Chemical Property:

• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 270.255880323
• Heavy Atom Count: 19
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 10-Methylhexadecanoic acid

There total 30 articles about 10-Methylhexadecanoic 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: 74.0%

10-Methyl-8-oxo-hexadecanoic acid (127839-51-4) → (10RS)-10-methylhexadecanoic acid (17001-26-2)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In methanol; diethylene glycol; 125 deg C, 6 h; 195 deg C, 3 h;

Reference yield: 69.0%

(10RS)-10-methylhexadecanol (2490-45-1) → (10RS)-10-methylhexadecanoic acid (17001-26-2)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 3.5h;

DOI:10.1002/jlcr.3504

Reference yield:

9-bromononan-1-ol (55362-80-6) → (10RS)-10-methylhexadecanoic acid (17001-26-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane

2.1: sodium hydride; diisopropylamine / paraffin oil; tetrahydrofuran / 0 - 60 °C / Inert atmosphere

2.2: 1.3 h / -10 - 30 °C / Inert atmosphere

2.3: 12 h / 28 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / diethyl ether / Inert atmosphere; Reflux

4.1: triethylamine / chloroform / 12 h / 20 °C / Cooling with ice

5.1: lithium aluminium tetrahydride / diethyl ether / Inert atmosphere; Reflux

6.1: pyridinium p-toluenesulfonate; methanol / 4 h / Reflux

7.1: chromium(VI) oxide; sulfuric acid / acetone / 3.5 h / 0 °C

With chromium(VI) oxide; methanol; lithium aluminium tetrahydride; sulfuric acid; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; acetone; paraffin oil; 7.1: |Jones Oxidation;

DOI:10.1002/jlcr.3504

upstream raw materials:

(10RS)-10-methylhexadecanol

10-Methyl-8-oxo-hexadecanoic acid

10-methylhexadecyl iodide

10-methylhexadecyl acetate

Downstream raw materials:

methyl 10-methylhexadecanoate

Refernces

• 1、 Sonnenberger, Stefan,Eichner, Adina,Schmitt, Thomas,Hau?, Thomas,Lange, Stefan,Langner, Andreas,Neubert, Reinhard H.H.,Dobner, Bodo. "Synthesis of specific deuterated derivatives of the long chained stratum corneum lipids [EOS] and [EOP] and characterization using neutron scattering". . p. 316 - 330. Retrieved 2017/06/08.