(S)-14-Methylhexadecanoic acid

Base Information

• Chemical Name: (S)-14-Methylhexadecanoic acid
• CAS No.: 5746-59-8
• Molecular Formula: C17H34O2
• Molecular Weight: 270.45100
• DSSTox Substance ID: DTXSID401302514
• Nikkaji Number: J1.479.493J
• Wikidata: Q27765290
• Mol file: 5746-59-8.mol

Synonyms:(S)-14-Methylhexadecanoic acid;(14S)-14-methylhexadecanoic acid;5746-59-8;SCHEMBL22612525;CHEBI:172082;DTXSID401302514;Q27765290;D0G

Chemical Property of (S)-14-Methylhexadecanoic acid

Chemical Property:

• Melting Point: 34.5 °C
• PSA: 37.30000
• LogP: 5.79830
• 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:

95% ^*data from raw suppliers

14-Methylhexadecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(C)CCCCCCCCCCCCC(=O)O
• Isomeric SMILES: CC[C@H](C)CCCCCCCCCCCCC(=O)O

Technology Process of (S)-14-Methylhexadecanoic acid

There total 15 articles about (S)-14-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: 100.0%

(E)-(S)-14-Methyl-hexadec-11-enoic acid → (S)-(+)-14-methylhexadecanoic acid (5746-59-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.5h; under 3600.29 Torr;

DOI:10.1016/j.tet.2006.11.059

Reference yield: 84.0%

(14R')-2-(14'-methylhexadecyloxy)-tetrahydropyrane (339286-21-4) → (S)-(+)-14-methylhexadecanoic acid (5746-59-8)

Guidance literature:

With jones' reagent; In acetone; at 20 ℃; for 1h;

DOI:10.1271/bbb.65.463

Reference yield: 52.0%

(S)-14-methyl-1-hexadecanol (10160-00-6) → (S)-(+)-14-methylhexadecanoic acid (5746-59-8)

Guidance literature:

With pyridine; potassium permanganate; In water; at 55 ℃; for 16h;

DOI:10.1271/bbb.66.1719

upstream raw materials:

(6S)-6-methyloctanoic acid

(S)-14-methyl-1-hexadecanol

phosphorus tribromide

methyl ester of azelaic acid aldehyde

Downstream raw materials:

(S)-(+)-14-methylhexadecanoic acid methyl ester