(R)-5-HEXANOLIDE

Base Information

• Chemical Name: (R)-5-HEXANOLIDE
• CAS No.: 43112-32-9
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2932999099
• Mol file: 43112-32-9.mol

Synonyms:2H-Pyran-2-one,tetrahydro-6-methyl-, (R)-;(+)-(6R)-Tetrahydro-6-methyl-2H-pyran-2-one;(+)-(R)-5-Hexanolide;(+)-d-Hexalactone;(R)-(+)-5-Methyl-d-valerolactone;(R)-6-Methyltetrahydropyran-2-one;(R)-Tetrahydro-6-methyl-2H-pyran-2-one;(R)-d-Hexalactone;

Chemical Property of (R)-5-HEXANOLIDE

Chemical Property:

• Vapor Pressure: 0.145mmHg at 25°C
• Melting Point: 31-32 °C
• Refractive Index: 1.431
• Boiling Point: 215.723 °C at 760 mmHg
• Flash Point: 79.767 °C
• PSA: 26.30000
• Density: 1.001 g/cm³
• LogP: 1.10200
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-6-Methyltetrahydro-2H-pyran-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-5-HEXANOLIDE

There total 41 articles about (R)-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: 96.0%

tert-butyl (R)-5-acetoxyhexanoate → (R)-(+)-δ-methyl-δ-valerolactone (43112-32-9)

Guidance literature:

tert-butyl (R)-5-acetoxyhexanoate; With lithium hydroxide; In methanol; toluene; at 20 ℃; for 12h;

With hydrogenchloride; In methanol; toluene; at 60 ℃; for 2h; pH=1; Further stages.;

DOI:10.1021/jo016096c

Reference yield: 94.0%

methyl 5(R)-(tetrahydropyranyloxy)-hexanoate (103367-38-0) → (R)-(+)-δ-methyl-δ-valerolactone (43112-32-9)

Guidance literature:

With 4 A molecular sieve; H+ ion-exchange resin (Amberlyst 15); In acetonitrile; at 25 ℃; for 4h;

DOI:10.1021/jo00369a039

Reference yield: 70.0%

(R)-α-methylcyclopentanone (1120-72-5,6672-29-3,32854-37-8,39947-50-7) → (R)-(+)-δ-methyl-δ-valerolactone (43112-32-9) + (S)-6-methyl-tetrahydro-pyran-2-one (16320-13-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 24h;

upstream raw materials:

Ethyl 5-hydroxyhexanoate

(R)-α-methylcyclopentanone

(6R)-6-methyl-5,6-dihydro-2H-pyran-2-one

2-[(R)-3-(Tetrahydro-pyran-2-yloxy)-butyl]-malonic acid diethyl ester

Downstream raw materials:

(S)-(+)-5-fluorohexyl benzoate

(R)-(-)-5-hydroxyhexyl benzoate

Refernces

• 1、 Sugai, Takeshi,Hamada, Keiji,Akeboshi, Tomohiro,Ikeda, Hajime,Ohta, Hiromichi. "Biocatalyst-Mediated Efficient Preparation of Highly Enantiomerically Enriched (R)-5-Hexanolide". . p. 983 - 985. Retrieved 1997.
• 2、 -. "Synthesis method of gamma-or delta-substituted alkyl chiral lactone". Paragraph 0011; 0036-0039. . Retrieved 2022/03/17.
• 3、 Fiorentini, Filippo,Geier, Martina,Binda, Claudia,Winkler, Margit,Faber, Kurt,Hall, Mélanie,Mattevi, Andrea. "Biocatalytic Characterization of Human FMO5: Unearthing Baeyer-Villiger Reactions in Humans". . p. 1039 - 1048. Retrieved 2016/05/19.