4-Hydroxy-6-methyloxan-2-one

Base Information

• Chemical Name: 4-Hydroxy-6-methyloxan-2-one
• CAS No.: 27751-97-9
• Molecular Formula: C6H10 O3
• Molecular Weight: 130.144
• NSC Number: 48106
• DSSTox Substance ID: DTXSID70950442
• Nikkaji Number: J2.266.536G
• Wikidata: Q82928509
• Metabolomics Workbench ID: 45974
• Mol file: 27751-97-9.mol

Synonyms:4-hydroxy-6-methyloxan-2-one;27751-97-9;(4S,6S)-3,4,5,6-Tetrahydro-4-hydroxy-6-methyl-2H-pyran-2-one;NSC48106;SCHEMBL2686685;DTXSID70950442;CHEBI:173519;KKZQBMBBMJKIRQ-UHFFFAOYSA-N;NSC-48106;4-hydroxy-6-methyltetrahydropyran-2-one

Chemical Property of 4-Hydroxy-6-methyloxan-2-one

Chemical Property:

• Vapor Pressure: 0.000345mmHg at 25°C
• Boiling Point: 284.4°C at 760 mmHg
• Flash Point: 132.2°C
• Density: 1.172g/cm³
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CC(=O)O1)O

Technology Process of 4-Hydroxy-6-methyloxan-2-one

There total 4 articles about 4-Hydroxy-6-methyloxan-2-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:

methyl 3,5-dioxohexanoate → 4-hydroxy-6-methyl-tetrahydro-2H-pyran-2-one (27751-97-9) + methyl levulinate (13984-50-4) + methyl 3,5-dihydroxyhexanoate (1018700-57-6) + 5-hexanolide (823-22-3,26991-67-3)

Guidance literature:

With hydrogen; [Ru[(S)-P(C6H5)2C4H5N(O)(CH2OP(C6H5)2)](η3-C4H7)2]; trifluorormethanesulfonic acid; In dichloromethane; at 60 ℃; for 17h; under 76000 - 98800 Torr; Further byproducts given;

DOI:10.1002/(SICI)1099-0690(199912)1999:12<3421::AID-EJOC3421>3.0.CO;2-1

Reference yield:

methyl 3,5-dioxohexanoate → 4-hydroxy-6-methyl-tetrahydro-2H-pyran-2-one (27751-97-9) + methyl levulinate (13984-50-4) + methyl 3,5-dihydroxyhexanoate (1018700-57-6) + 3-hydroxy-5-oxo-hexanoic acid methyl ester

Guidance literature:

With hydrogen; [Ru[(S)-P(C6H5)2C4H5N(O)(CH2OP(C6H5)2)](η3-C4H7)2]; trifluorormethanesulfonic acid; In dichloromethane; at 60 ℃; for 118h; under 76000 - 98800 Torr;

DOI:10.1002/(SICI)1099-0690(199912)1999:12<3421::AID-EJOC3421>3.0.CO;2-1

Reference yield:

methyl 3,5-dioxohexanoate → 4-hydroxy-6-methyl-tetrahydro-2H-pyran-2-one (27751-97-9) + methyl levulinate (13984-50-4) + methyl (3R,5R)-syn-3,5-hydroxyhexanoate (115461-00-2) + methyl 3,5-anti-dihydroxyhexanoate

Guidance literature:

methyl 3,5-dioxohexanoate; With hydrogen; [RuCl₂-((R)-binap)]*NEt₃; In isopropyl alcohol; at 60 ℃; for 89h; under 75006 Torr;

With hydrogen; RuBr₂((R)-Tol-Binap); In dichloromethane; at 60 ℃; for 23h; under 76000 Torr;

DOI:10.1002/(SICI)1099-0690(199912)1999:12<3421::AID-EJOC3421>3.0.CO;2-1

upstream raw materials:

2,2-dimethoxy-propane

Downstream raw materials:

penta-1,3-diene

sorbic Acid

5-hexanolide

(2R,6R,8S,10R)-10-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-2,8-dimethyl-1,7-dioxa-spiro[5.5]undec-3-en-5-one

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