(S)-4-Methyldihydrofuran-2(3H)-one

Base Information

• Chemical Name: (S)-4-Methyldihydrofuran-2(3H)-one
• CAS No.: 64190-48-3
• Molecular Formula: C5H8 O2
• Molecular Weight: 100.117
• European Community (EC) Number: 264-725-6
• DSSTox Substance ID: DTXSID401291959
• Nikkaji Number: J259.194D
• Mol file: 64190-48-3.mol

Synonyms:64190-48-3;(S)-4-Methyldihydrofuran-2(3H)-one;(S)-beta-Methyl-gamma-butyrolactone;(4S)-4-METHYLOXOLAN-2-ONE;(S)-4-methyl-dihydro-furan-2-one;(S)-Dihydro-4-methylfuran-2(3H)-one;EINECS 264-725-6;2(3H)-Furanone, dihydro-4-methyl-, (4S)-;(S)-3-methylbutyrolactone;SCHEMBL78498;ALZLTHLQMAFAPA-BYPYZUCNSA-N;DTXSID401291959;MFCD00040505;AKOS006273210;(4S)-Dihydro-4-methyl-2(3H)-furanone;AS-38175;CS-0120814;2(3H)-Furanone, dihydro-4-methyl-, (S)-;A914949

Chemical Property of (S)-4-Methyldihydrofuran-2(3H)-one

Chemical Property:

• Vapor Pressure: 0.235mmHg at 25°C
• Refractive Index: 1.431
• Boiling Point: 206.624oC at 760 mmHg
• Flash Point: 74.98oC
• PSA: 26.30000
• Density: 1.04g/cm3
• LogP: 0.56940
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 88.1

Purity/Quality:

NLT 98% ^*data from raw suppliers

(S)-4-Methyl-dihydro-furan-2-one 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)OC1
• Isomeric SMILES: C[C@H]1CC(=O)OC1

Technology Process of (S)-4-Methyldihydrofuran-2(3H)-one

There total 125 articles about (S)-4-Methyldihydrofuran-2(3H)-one 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%

4-methyl-2(5H)-furanone (6124-79-4) → dihydro-4-methyl-2(3H)-furanone (64190-48-3,65284-00-6,70470-05-2,1679-49-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; under 1500.15 Torr;

DOI:10.1002/chem.201104073

Reference yield: 93.0%

2-Butoxy-4-methyl-tetrahydrofuran (82918-74-9) → dihydro-4-methyl-2(3H)-furanone (64190-48-3,65284-00-6,70470-05-2,1679-49-8)

Guidance literature:

With Jones-reagent; In acetone; at 0 ℃; for 0.25h;

DOI:10.1016/S0040-4020(01)81285-0

Reference yield: 87.0%

Dimethyl itakonate (617-52-7) → 3-methyltetrahydrofuran (13423-15-9) + dihydro-4-methyl-2(3H)-furanone (64190-48-3,65284-00-6,70470-05-2,1679-49-8) + 3-methyltetrahydro-2-furanone (1679-47-6)

Guidance literature:

With C₅₇H₆₉P₃Ru; hydrogen; bis(trifluoromethanesulfonyl)amide; at 200 ℃; for 0.0833333h; under 75007.5 Torr; Autoclave;

upstream raw materials:

4,5-dimethylfuran-2-(3H)-one

3-methyltetrahydrofuran

2-Butoxy-4-methyl-tetrahydrofuran

3-methylbutyric acid

Downstream raw materials:

3-methyl glutaric acid

4-methyl-3-phenylsulfinyl-4,5-dihydrofuran-2(3H)-one

α-methylene-γ-butyrolactone

3-methylbutyric acid

Refernces

• 1、 Leuenberger et al.. "". . p. 455,461. Retrieved 1979.
• 2、 Gowda, Ravikumar R.,Chen, Eugene Y.-X.. "Regioselective Hydrogenation of Itaconic Acid to Γ-Isovalerolactone by Transition-Metal Nanoparticle Catalysts". . p. 973 - 977. Retrieved 2019/02/06.
• 3、 -. "METHODS OF FORMING DIOL COMPOUNDS". Paragraph 0115. . Retrieved 2017/11/06.