10361-39-4

Usage

Uses

Used in the Food Industry:
Benzyl valerate is used as a flavoring agent for its sweet, fruity aroma with hints of pear and apple, enhancing the taste and smell of various food products.
Used in the Fragrance Industry:
Benzyl valerate is used as a fragrance ingredient to add a smooth and sweet note to perfumes and cosmetics, contributing to their overall scent profile.
Used in Insect Repellents and Household Products:
Benzyl valerate is used as an ingredient in insect repellents and other household products for its pleasant odor, which helps mask any undesirable smells.
However, it is important to handle benzyl valerate with care, as it can cause irritation to the skin, eyes, and respiratory system if not used properly.

InChI:InChI=1/C12H16O2/c1-2-3-9-12(13)14-10-11-7-5-4-6-8-11/h4-8H,2-3,9-10H2,1H3

Upstream product

• 109-72-8 n-butyllithium 
• 106412-35-5 N-benzyloxycarbonyl-2-piperidone 
• 100-39-0 benzyl bromide 
• 109-52-4 valeric acid 
• 71-41-0 pentan-1-ol 
• 100-52-7 benzaldehyde 
• 693-03-8 n-butyl magnesium bromide 
• 91806-74-5 3,5-dimethyl-pyrazole-1-carboxylic acid benzyl ester 
• 100-44-7 benzyl chloride 
• 97-94-9 triethyl borane 
• 2495-35-4 benzylacrylate 
• 100-51-6 benzyl alcohol 
• 110-91-8 morpholine 
• 2082-59-9 pentanoic anhydride 

Downstream Products

• 183585-89-9 N-(pyridin-2-ylmethyl)pentanamide 

Relevant academic research and scientific papers

Visible-light-initiated manganese-catalyzed Giese addition of unactivated alkyl iodides to electron-poor olefins

Herein, we report a mild protocol for direct visible-light-initiated Giese addition of unactivated alkyl iodides to electron-poor olefins (Michael acceptors) with catalysis by decacarbonyl dimanganese, Mn2(CO)10, an inexpensive earth-abundant-metal catalyst. This protocol is compatible with a wide array of sensitive functional groups and has a broad substrate scope with regard to both the alkyl iodide and the Michael acceptor.

Electrochemical anion pool synthesis of amides with concurrent benzyl ester synthesis

An electrosynthesis method for amide bond formation has been developed in an attempt to increase the atom economy for this class of reactions. This "anion pool" method electrochemically generates strong nucleophiles from amine substrates. The amine nucleophiles then react with acid anhydrides to generate amides, and the by-product from this reaction undergoes further chemical transformations to generate pharmaceutically relevant benzoic esters. These one-pot reactions are operationally simple, are performed at room temperature, and avoid rare transition metals and added bases. The amide synthesis is amenable to primary and secondary amines and a variety of anhydrides with yields up to 90% obtained. Atom economy and process mass index (PMI) values calculated for this procedure indicate that this process can be considered greener compared to traditional amide synthesis routes used by industry. Furthermore, this electrochemical approach showed unique selectivity when substrates that contained two inequivalent amine moieties were examined.

A levulinic acid by the method of preparation valeric acid and pentanoate (by machine translation)

The present invention provides a process for preparing valeric acid and by levulinic acid formylvalerate ester, to levulinic acid as a starting material, the hydrogenation catalyst and trifluoromethanesulfonic acid metal salt as a catalyst, the hydrogen atmosphere catalytic hydrogenolysis reaction, to obtain the valeric acid, continue to valeric acid as the raw material, trifluoromethanesulfonic acid metal salt as catalyst, adding alcohol compound to carry out the esterification reaction, to obtain pentanoate. The invention described in the laevulinic acid preparation valeric acid and formylvalerate ester, it has simple process, mild reaction conditions, high product yield, easy to be purified, environment-friendly and the like, and is suitable for large-scale industrial production. (by machine translation)

Catalytic Ester Metathesis Reaction and Its Application to Transfer Hydrogenation of Esters

We report a Ru-complex-catalyzed ester metathesis reaction where an unsymmetrical ester such as ethyl hexanoate can be transformed to a mixture of starting material, hexyl ethanoate, ethyl acetate, and hexyl hexanoate in equal proportions, as expected from a classical metathesis reaction with 0.2 mol % catalyst. A 20× excess of low boiling alcohol, such as ethanol, allows for the transfer of an acyl moiety to the sacrificial low boiling ethyl acetate product, while significantly increasing the functional group tolerance and substrate scope; yields of alcohols can reach 90%, which represents an attractive alternative to current high H2 pressure hydrogenation protocols for Ru-based ester reduction chemistry. Both reactions have not been reported previously in the field of Ru-catalyzed transformations of the ester functionality.

Convenient esterification of carboxylic acids by SN2 reaction promoted by a protic ionic-liquid system formed in situ in solvent-free conditions

The reaction of esterification of benzoic acid with benzyl chloride was chosen as a model reaction to study the esterification by SN2 promoted by tertiary amine as deprotonating agent. The use of ionic liquid (IL) 1,3-dimethylimidazolium methanesulfonate [MMIm][OMs] as reaction medium has proven to give quantitative yield of the ester, but interestingly the reaction does occur even in solvent-free conditions, where the acid + the amine form a liquid system (a protic IL) in situ. This last methodology was extended to several carboxylic acids in conditions of atom economy (i.e., without excess of any reagent), giving moderately good yields of esters (54-78%) recovered by weight in pure form.

Versatile and sustainable alcoholysis of amides by a reusable CeO 2 catalyst

CeO2 catalyzed the esterification between an equivalent molar ratio of primary amides and alcohols under neutral conditions, which provides the first versatile reusable catalytic system for direct alcoholysis of amides to esters with wider scope and 67 times higher turnover number (TON) than previous catalytic systems.

Oxidation of primary aliphatic and aromatic aldehydes with difluoro(aryl)-λ3-bromane

Oxidation of primary aliphatic aldehydes with p- trifluoromethylphenyl(difluoro)-λ3-bromane in dichloromethane at 0 °C afforded acid fluorides selectively in good yields, while that of aromatic aldehydes in chloroform at room temperature produced aryl difluoromethyl ethers. A larger migratory aptitude of aryl groups compared to primary alkyl groups during a 1,2-shift from carbon to an electron-deficient oxygen atom in bromane(III) Criegee-type intermediates will result in these differences in the reaction courses.

Nickel-catalyzed 1,4-addition of trialkylboranes to α,β- unsaturated esters: Dramatic enhancement by addition of methanol

Equation presented Nickel catalyst systems for 1,4-addition of trialkylboranes to α,β-unsaturated esters have been developed. Addition of methanol was found to be essential for the alkylation reaction with 9-alkyl-9-BBNs.

Efficient method for the preparation of inverted alkyl carboxylates and phenyl carboxylates via oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone or simple 1,4-benzoquinone

Oxidation-reduction condensation using in situ formed alkoxydiphenylphosphines, 2,6-dimethy-1,4-benzoquinone, and carboxylic acids provides a useful method for the preparation of inverted tertiary alkyl carboxylates from the corresponding chiral tertiary alcohols under mild and neutral conditions. Similarly, it has afforded alkyl carboxylates successfully in good-to-high yields by the combined use of alkoxydiphenylphosphines having primary, secondary, or tertiary alkoxy groups, carboxylic acids, and simple 1,4-benzoquinone. When chiral secondary or tertiary alcohols are used, the corresponding inverted secondary or tertiary alkyl carboxylates are also obtained in good-to-high yields. In addition, a convenient method for the preparation of phenyl carboxylates in high yields has been established by utilizing oxidation-reduction condensation in toluene at 110 °C using phenoxydiphenylphosphines in situ-formed from phenols and chlorodiphenylphosphine, 2,6-dimethyl-1,4-benzoquinone, and carboxylic acids.

Efficient method for the preparation of carboxylic acid alkyl esters or alkyl phenyl ethers by a new-type of oxidation-reduction condensation using 2,6-dimethyl-1,4-benzoquinone and alkoxydiphenylphosphines

A new-type of oxidation-reduction condensation proceeded smoothly to afford carboxylic acid alkyl esters or alkyl phenyl ethers in good to high yields by combined use of alkoxydiphenylphosphines (1) having primary, bulky secondary or tertiary alkoxy groups, a mild quinone-type oxidant such as 2,6-dimethyl-1,4-benzoquinone (DMBQ) and carboxylic acids or phenols. Generally, alkoxydiphenylphosphines were prepared easily from chlorodiphenylphosphine (2) and alcohols in the presence of pyridine, and were isolated by distillation. On the other hand, the phosphines 1 were also prepared in situ from N,N-dimethylaminodiphenylphosphine (3a) and primary or secondary alcohols while primary, bulky secondary or tertiary alkoxydiphenylphosphines were alternatively formed in situ by adding 2 to the "BuLi-treated alcohols in order to perform the above reactions by a one-pot procedure from alcohols and nucleophiles. The reaction of thus formed 1, DMBQ and carboxylic acids or phenols afforded the corresponding alkylated products, including hindered secondary and tertiary alkylated ones, in good to high yields at room temperature. In the case of using chiral secondary alcohols, the corresponding carboxylic acid alkyl esters were obtained as well in high yields with perfect inversion of stereochemistry by SN2 replacement.