6939-75-9

Basic information

• Product Name: BENZYL LEVULINATE
• Synonyms: BENZYL LEVULINATE;benzyl 4-oxopentanoate;4-Oxopentanoic acid phenylmethyl ester;Benzyl levulinate,96%;4-Oxo-pentanoicacidbenzylester;benzyl4-oxovalerate;Benzyl-levulinat;Levulinicacid,benzylester
• CAS NO: 6939-75-9
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• EINECS: 230-075-7
• Mol File: 6939-75-9.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 305.09°C (rough estimate)
• Flash Point: 138.3°C
• Appearance: /
• Density: 1.0935
• Vapor Pressure: 0.000391mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• CAS DataBase Reference: BENZYL LEVULINATE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL LEVULINATE(6939-75-9)
• EPA Substance Registry System: BENZYL LEVULINATE(6939-75-9)

Safety Data

• Hazardous Substances Data: 6939-75-9(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

InChI:InChI=1/C12H14O3/c1-10(13)7-8-12(14)15-9-11-5-3-2-4-6-11/h2-6H,7-9H2,1H3

Upstream product

• 108-22-5 Isopropenyl acetate 
• 123-76-2 levulinic acid 
• 501-53-1 benzyl chloroformate 
• 81867-37-0 benzyl iodoacetate 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 5437-45-6 Benzyl bromoacetate 
• 13360-63-9 N-ethylbutylamine 
• 2495-35-4 benzylacrylate 
• 19961-27-4 N-isopropylethylamine 
• 109-89-7 diethylamine 
• 834-25-3 4-methylphenyl benzyl ether 
• 27691-43-6 1-(benzylsulphanyl)-4-Nitrobenzene 
• 624-45-3 levulinic acid methyl ester 
• 100-51-6 benzyl alcohol 

Downstream Products

• 54614-97-0 4-ethylenedioxypentanoic acid phenylmethyl ester 
• 2495-35-4 benzylacrylate 
• 1581718-76-4 (S)-4-benzyl-3-(4,4-difluoropentanoyl)oxazolidin-2-one 
• 1581718-77-5 (S)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-5,5-difluorohexanoate 
• 125110-82-9 4,4-difluoropentanoic acid 
• 1581718-70-8 benzyl 4,4-difluoropentanoate 
• 123-76-2 levulinic acid 
• 1110786-34-9 5-bromo-4-oxo-pentanoic acid benzyl ester 
• 343859-14-3 1-(1-adamantoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid benzyl ester 
• 343858-25-3 [1-(4-Chloro-benzoyl)-5-methoxy-2,4,6-trimethyl-1H-indol-3-yl]-acetic acid benzyl ester 
• 343859-36-9 [6-tert-Butyl-1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid benzyl ester 
• 343799-23-5 [6-tert-Butyl-1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid 
• 344236-87-9 [1-(4-Chloro-benzoyl)-5-methoxy-2,4,6-trimethyl-1H-indol-3-yl]-acetic acid 
• 334865-25-7 4-ethylenedioxy-2-(trifluoroacetyl)pentanoic acid phenylmethyl ester 

Relevant articles and documents

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Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

Solvent-free transesterification of methyl levulinate and esterification of levulinic acid catalyzed by a homogeneous iron(III) dimer complex

Levulinic acid esters MeC(O)CH2CH2CO2R (LAE) are emerging bio-based chemicals used as solvents, additives and plasticizers. In this work a variety of levulinates (R= n-butyl, n-hexyl, n-octyl, 2-ethylhexyl, geranyl, 2-ethoxyethyl, benzyl, 2-octyl, cyclohexyl, menthyl) is obtained from the solvent-free transesterification of methyl levulinate (ML) and esterification of levulinic acid (LA), catalyzed by a dimeric complex of iron(III). The results are competitive with the few related reports of literature mainly based on heterogeneous catalysis. This first systematic study based on a homogeneous catalytic system therefore represents a significant extension within the field of biomass valorization.