Benzyl levulinate

Base Information

• Chemical Name: Benzyl levulinate
• CAS No.: 6939-75-9
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• European Community (EC) Number: 230-075-7
• NSC Number: 406336,57643
• UNII: AM34X4Q295
• DSSTox Substance ID: DTXSID90219508
• Nikkaji Number: J265.970K
• Wikidata: Q27273997
• Mol file: 6939-75-9.mol

Synonyms:Benzyl levulinate;benzyl 4-oxopentanoate;6939-75-9;Pentanoic acid, 4-oxo-, phenylmethyl ester;Benzyl 4-oxovalerate;UNII-AM34X4Q295;AM34X4Q295;EINECS 230-075-7;NSC-57643;NSC-406336;AI3-02320;levulinate benzyl ester;OXAZINE1;BENZYL LAEVULINATE;PHENETHYL LEVULINATE;SCHEMBL4244700;FEMA NO. 4623;DTXSID90219508;4-Oxo-pentanoic acid benzyl ester;NSC57643;MFCD00062778;NSC 57643;NSC406336;4-Oxopentanoic acid phenylmethyl ester;AKOS024318907;NSC 406336;CS-0258721;FT-0748553;EN300-7106827;A1-44477;Q27273997;Z291879514

Chemical Property of Benzyl levulinate

Chemical Property:

• Vapor Pressure: 0.000391mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 317.2°C at 760 mmHg
• Flash Point: 138.3°C
• PSA: 43.37000
• Density: 1.091g/cm³
• LogP: 2.09900
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

BENZYL LEVULINATE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)CCC(=O)OCC1=CC=CC=C1

Technology Process of Benzyl levulinate

There total 21 articles about Benzyl levulinate 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: 94.0%

levulinic acid (123-76-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl levulinate (6939-75-9)

Guidance literature:

With N,N'-dimethylaminopyridine; di-tert-butyl dicarbonate; In nitromethane; at 50 ℃; for 16h;

DOI:10.1055/s-2003-44986

Reference yield: 93.0%

4-nitrophenyl bis(carboethoxy) benzylylide + levulinic acid (123-76-2) → benzyl levulinate (6939-75-9)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridinium trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 16h; Molecular sieve;

DOI:10.1016/j.cclet.2021.06.069

Reference yield: 80.0%

benzyl iodoacetate (81867-37-0) + methyldiphenyl(prop-1-en-2-yl)silane → benzyl levulinate (6939-75-9)

Guidance literature:

With air; triethyl borane; ammonium chloride; In water; at 20 ℃; for 5h;

DOI:10.1002/anie.200390221

upstream raw materials:

levulinic acid

benzyl alcohol

Isopropenyl acetate

acetyl phenyl selenide

Downstream raw materials:

phenylmethyl E-4-oxopent-2-enoate