(S)-5-Hexanolide

Base Information

• Chemical Name: (S)-5-Hexanolide
• CAS No.: 16320-13-1
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00428482
• Nikkaji Number: J722.671C
• Wikidata: Q82241316
• Mol file: 16320-13-1.mol

Synonyms:(S)-5-Hexanolide;16320-13-1;(6S)-6-methyloxan-2-one;(S)-6-Methyltetrahydro-2H-pyran-2-one;(S)-Tetrahydro-6-methyl-2H-pyran-2-one;SCHEMBL18268911;DTXSID00428482;6alpha-Methyltetrahydro-2H-pyran-2-one;F86686

Chemical Property of (S)-5-Hexanolide

Chemical Property:

• Melting Point: 31 °C
• Boiling Point: 103-104 C
• PSA: 26.30000
• Density: 1.037 g/cm3(Temp: 21 °C)
• LogP: 1.10200
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

99% ^*data from raw suppliers

(S)-5-Hexanolide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(=O)O1
• Isomeric SMILES: C[C@H]1CCCC(=O)O1
• Uses: (S)-5-Hexanolide is the (S)-enatiomer of the 5-Hexanolide. (S)-5-Hexanolide is less common than the (R)-enantiomer, which is the preferably occuring genuine lactone found in dairy products. (S)-5-Hexanolide is used in the preparation of biologically active compounds such as pheromones.

Technology Process of (S)-5-Hexanolide

There total 62 articles about (S)-5-Hexanolide 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: 90.0%

(S)-ethyl 5-hydroxyhexanoate (118627-53-5) → (S)-6-methyl-tetrahydro-pyran-2-one (16320-13-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 20 ℃; for 24h;

DOI:10.1021/ja510990v

Reference yield: 90.0%

(S)-2-methylcyclopentanone (1120-72-5,6672-29-3,32854-37-8,39947-50-7) → (S)-6-methyl-tetrahydro-pyran-2-one (16320-13-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol302358j

Reference yield: 90.0%

(S)-3,6-dihydro-6-methyl-2H-pyran-2-one (93338-33-1) → (S)-6-methyl-tetrahydro-pyran-2-one (16320-13-1)

Guidance literature:

With hydrogen; nickel;

DOI:10.1016/0008-6215(84)85235-0

upstream raw materials:

Ethyl 5-hydroxyhexanoate

5-oxohexanenitrile

(R)-α-methylcyclopentanone

(S)-5,6-dihydro-4-hydroxy-6-methyl-2H-pyran-2-one

Downstream raw materials:

(S)-5-Hydroxy-hexanoic acid ((R)-1-phenyl-ethyl)-amide

(R)-5-Hydroxy-hexanoic acid ((R)-1-phenyl-ethyl)-amide

7-tert-Butylsulfanyl-6-phenyl-tetrazolo[1,5-b]pyridazine

benzoic acid 5-hydroxy-hexyl ester