Butyl 4-hydroxyvalerate

Base Information

• Chemical Name: Butyl 4-hydroxyvalerate
• CAS No.: 69847-38-7
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.24
• European Community (EC) Number: 274-150-2
• DSSTox Substance ID: DTXSID00887676
• Nikkaji Number: J318.060C
• Mol file: 69847-38-7.mol

Synonyms:Butyl 4-hydroxyvalerate;69847-38-7;Pentanoic acid, 4-hydroxy-, butyl ester;EINECS 274-150-2;gamma-hydroxy butyl pentanoate;SCHEMBL11329144;DTXSID00887676;4-Hydroxypentanoic acid butyl ester;AKOS010914570

Chemical Property of Butyl 4-hydroxyvalerate

Chemical Property:

• Vapor Pressure: 0.00269mmHg at 25°C
• Boiling Point: 254.2°C at 760 mmHg
• PKA: 14.92±0.20(Predicted)
• Flash Point: 98.8°C
• PSA: 46.53000
• Density: 0.976g/cm³
• LogP: 1.49070
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 174.125594432
• Heavy Atom Count: 12
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)CCC(C)O

Technology Process of Butyl 4-hydroxyvalerate

There total 4 articles about Butyl 4-hydroxyvalerate 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: 95.0%

butyl levulinate (2052-15-5) → γ-hydroxy butyl pentanoate (129549-67-3,69847-38-7) + 5-methyl-dihydro-furan-2-one (108-29-2) + butan-1-ol (71-36-3)

Guidance literature:

With n-butyl formate; water; at 170 ℃; for 6h; under 7500.75 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1002/cssc.201100483

Reference yield: 67.0%

ethanol (64-17-5) + acrylic acid n-butyl ester (141-32-2,9003-49-0) → γ-hydroxy butyl pentanoate (129549-67-3,69847-38-7)

Guidance literature:

With potassium fluoride; tert-butyl peroxyacetate; for 18h; regioselective reaction; Sealed tube; Heating; Green chemistry;

DOI:10.1039/c7gc02540h

Reference yield: 18.0%

butyl levulinate (2052-15-5) → γ-hydroxy butyl pentanoate (129549-67-3,69847-38-7) + 5-methyl-dihydro-furan-2-one (108-29-2)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 200 ℃; for 0.5h; Solvent;

DOI:10.1007/s10562-018-2618-7

upstream raw materials:

butyl levulinate

ethanol

acrylic acid n-butyl ester

Refernces

• 1、 Gundekari, Sreedhar,Srinivasan, Kannan. "Screening of Solvents, Hydrogen Source, and Investigation of Reaction Mechanism for the Hydrocyclisation of Levulinic Acid to Γ-Valerolactone Using Ni/SiO2–Al2O3 Catalyst". . p. 215 - 227. Retrieved 2018/12/13.
• 2、 Du, Xian-Long,Bi, Qing-Yuan,Liu, Yong-Mei,Cao, Yong,Fan, Kang-Nian. "Conversion of biomass-derived levulinate and formate esters into γ-valerolactone over supported gold catalysts". experimental part. p. 1838 - 1843. Retrieved 2012/04/10.