5-(1-Hydroxyethyl)oxolan-2-one

Base Information

• Chemical Name: 5-(1-Hydroxyethyl)oxolan-2-one
• CAS No.: 27610-27-1
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.144
• European Community (EC) Number: 261-520-3,830-829-0
• DSSTox Substance ID: DTXSID40974453
• Nikkaji Number: J880.214I
• Metabolomics Workbench ID: 45967
• Mol file: 27610-27-1.mol

Synonyms:5-(1-hydroxyethyl)oxolan-2-one;Sherry lactone;27610-27-1;SOLEROLE;58957-60-1;EINECS 261-520-3;5-Hydroxyhexan-4-olid;5-Hydroxy-4-hexanolide;SCHEMBL14233902;DTXSID40974453;CHEBI:173518;CBA61027;2,3,6-Trideoxy-1,4-hexonolactone;Tetrahydro-5-(1-hydroxyethyl)furan-2-one;EN300-333347;(R*,S*)-(1)-Dihydro-5-(1-hydroxyethyl)-3H-furan-2-one

Chemical Property of 5-(1-Hydroxyethyl)oxolan-2-one

Chemical Property:

• Vapor Pressure: 6.63E-06mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 338.5°Cat760mmHg
• Flash Point: 147.8°C
• Density: 1.382g/cm³
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

Solerole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1CCC(=O)O1)O
• Uses: Solerole is derived from 2-Iodoacetamide (I685505), which is an alkylating agent commonly used in the alkylation of proteins.

Technology Process of 5-(1-Hydroxyethyl)oxolan-2-one

There total 7 articles about 5-(1-Hydroxyethyl)oxolan-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: 84.0%

2-hydroxy-3-butene (598-32-3) + iodacetamide (144-48-9) → 5-(1-hydroxyethyl)dihydrofuran-2(3H)-one (27610-27-1,105814-63-9)

Guidance literature:

With 4,4'-dicyano-4,4'-azo-di-valeric acid; In water; at 75 ℃; for 16h;

DOI:10.1246/bcsj.74.1963

Reference yield: 82.0%

Ethyl 4-hexenoate (34495-74-4) → 5-(1-hydroxyethyl)dihydrofuran-2(3H)-one (27610-27-1,105814-63-9)

Guidance literature:

With methanesulfonamide; AD-mix-β; In tert-butyl alcohol; at 0 ℃; for 24h;

DOI:10.1055/s-2005-918486

Reference yield: 58.0%

(S)-4-Ethylsulfanyl-5-((S)-1-hydroxy-ethyl)-5H-furan-2-one (124558-70-9) → (S)-5-((R)-1-Hydroxy-ethyl)-dihydro-furan-2-one (27610-27-1,31641-90-4,54656-51-8,56452-73-4,58957-60-1,89195-92-6,105814-63-9,114420-35-8,114420-37-0,130609-14-2)

Guidance literature:

Ra-Ni W₂; In ethanol; for 3h; Ambient temperature;

DOI:10.1055/s-1989-27308

upstream raw materials:

2-hydroxy-3-butene

iodacetamide

Ethyl 4-hexenoate

(E)-hex-4-enoic acid

Downstream raw materials:

(S)-1-((R)-5-oxotetrahydrofuran-2-yl)ethyl 4-nitrobenzoate

p-nitrobenzoate of L-(+)-rhodinono-γ-lactone

p-nitrobenzoate of D-(+)-amicetono-γ-lactone

2-((2S,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-Methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanol