(S)-5-Hexadecanolide

Base Information

• Chemical Name: (S)-5-Hexadecanolide
• CAS No.: 59812-97-4
• Molecular Formula: C16H30O2
• Molecular Weight: 254.4082
• UNII: 5U09TG3P9I
• DSSTox Substance ID: DTXSID501276748
• Nikkaji Number: J732C
• Mol file: 59812-97-4.mol

Synonyms:(S)-5-HEXADECANOLIDE;59812-97-4;(6S)-6-undecyloxan-2-one;5-Hexadecanolide, (S)-;5U09TG3P9I;Fema No. 4673, (S)-;(S)-6-Undecyltetrahydro-2H-pyran-2-one;(6S)-tetrahydro-6-undecyl-2H-pyran-2-one;(S)-5-HEXADECANOLIDE STANDARD FOR GC;2H-Pyran-2-one, tetrahydro-6-undecyl-, (S)-;2H-Pyran-2-one, tetrahydro-6-undecyl-, (6S)-;UNII-5U09TG3P9I;delta-Palmitolactone, (S)-;DTXSID501276748;MFCD01863067;.DELTA.-PALMITOLACTONE, (S)-;6alpha-Undecyltetrahydro-2H-pyran-2-one;(6s)-6-undecyltetrahydro-2h-pyran-2-one

Chemical Property of (S)-5-Hexadecanolide

Chemical Property:

• PSA: 26.30000
• LogP: 5.00300
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 254.224580195
• Heavy Atom Count: 18
• Complexity: 213

Purity/Quality:

95% ^*data from raw suppliers

(S)-5-HEXADECANOLIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC1CCCC(=O)O1
• Isomeric SMILES: CCCCCCCCCCC[C@H]1CCCC(=O)O1

Technology Process of (S)-5-Hexadecanolide

There total 6 articles about (S)-5-Hexadecanolide 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: 39.0%

α-undecylcyclopentanone (83019-13-0,99299-27-1) → (S)-5-hexadecanolide (59812-97-4) + (R)-2-n-undecanylcyclopentanone (116262-03-4,99299-27-1)

Guidance literature:

With YP-Gal; engineered bakers' yeast cell culture; at 30 ℃;

DOI:10.1021/jo980737v

Reference yield:

methyl 3,5-dioxohexadecanoate (717129-83-4) → (S)-5-hexadecanolide (59812-97-4) + (R)-5-hexadecanolide (59812-96-3)

Guidance literature:

methyl 3,5-dioxohexadecanoate; With chiral binaphthyl-based ruthenium; hydrogen; In methanol; at 55 ℃; for 48h; under 114000 Torr;

With toluene-4-sulfonic acid; In toluene; for 3h; Heating;

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1080/00304940209355756

Reference yield:

5-oxohexadecanal (389837-58-5) → (S)-5-hexadecanolide (59812-97-4) + (R)-5-hexadecanolide (59812-96-3)

Guidance literature:

With samarium diiodide; (1R,2S)-2-acetamido-1-phenyl-1-propanethiol; In tetrahydrofuran; at 0 ℃; for 1h; Title compound not separated from byproducts.;

DOI:10.1021/jo016058t

upstream raw materials:

hydroxyhexadecanoic acid

α-undecylcyclopentanone

(R)-2-n-undecanylcyclopentanone

5-oxohexadecanal