90397-38-9

Usage

Uses

Used in the Food and Beverage Industry:
2-Methylpentyl 2-methylvalerate is used as a flavoring agent for its distinctive apple-like aroma, enhancing the taste and aroma of various food and beverage products.
Used in the Perfume Industry:
In the perfume industry, 2-Methylpentyl 2-methylvalerate is utilized as a fragrance ingredient, contributing to the creation of complex and appealing scents in perfumes and other cosmetic products.
Used in the Cosmetic Industry:
2-Methylpentyl 2-methylvalerate is employed in the formulation of cosmetic products, where its fruity scent and potential antimicrobial properties can enhance the sensory experience and provide preservative benefits.
Used in Antimicrobial Applications:
Due to its potential antimicrobial properties, 2-Methylpentyl 2-methylvalerate can be used in various applications to inhibit the growth of microorganisms, contributing to the preservation and safety of products in different industries.
Used in Antioxidant Applications:
Leveraging its antioxidant properties, 2-Methylpentyl 2-methylvalerate can be utilized in applications requiring protection against oxidative damage, such as in the food industry to extend the shelf life of products or in cosmetic formulations to protect against environmental stressors.

InChI:InChI=1/C12H24O2/c1-5-7-10(3)9-14-12(13)11(4)8-6-2/h10-11H,5-9H2,1-4H3

Upstream product

• 105-30-6 2-methylpentan-1-ol 
• 123-15-9 2-methylvaleraldehyde 

Relevant academic research and scientific papers

Synthesis of Unsymmetrical N-Heterocyclic Carbene-Nitrogen-Phosphine Chelated Ruthenium(II) Complexes and Their Reactivity in Acceptorless Dehydrogenative Coupling of Alcohols to Esters

Two novel ruthenium complexes RuH(CO)Cl(PPh3)(κ2-CP) (1) and [fac-RuH(CO)(PPh3)(κ3-CNP)]Cl (2) bearing unsymmetrical N-heterocyclic carbene-nitrogen-phosphine (CNP) were synthesized and characterized with 1H NMR, 31P NMR, and HRMS. The structure of complex 2 was further confirmed by single-crystal X-ray diffraction. An anion exchange experiment proved that complex 2 could transform into complex 1 in solution. The two complexes exhibited a highly catalytic performance in acceptorless dehydrogenative coupling of alcohols to esters, and the excellent isolated yields of esters were given in a catalyst loading of 1% for para- and meta-substituted benzyl alcohols and long-chain primary alcohols. Although some ortho-substituted benzyl alcohols displayed a relatively low reactivity due to the steric hindrance and the coordination of electron donor with the ruthenium center, the good product yields were still obtained by prolonging the reaction time. Especially, this system successfully realized the dehydrogenative cross-coupling to esters between two different primary alcohols.

Dehydrogenative coupling of primary alcohols to form esters catalyzed by a ruthenium N-heterocyclic carbene complex

The ruthenium complex [RuCl2(IiPr)(p-cymene)] catalyzes the direct condensation of primary alcohols into esters and lactones with the release of hydrogen gas. The reaction is most effective with linear aliphatic alcohols and 1,4-diols and is believed to proceed with a ruthenium dihydride as the catalytically active species.

Oxidative dimerization of primary alcohols to esters catalyzed by iridium complexes

Primary alcohols undergo efficiently oxidative dimerization by iridium complexes under air without any solvent to form esters in fair to good yields. For instance, the reaction of 1-dodecanol in the presence of [IrCl(coe)2]2 (3 mol %) at 95 °C for 15 h produced dodecyl dodecanoate in 91% isolated yield. This is the first successful Ir-catalyzed oxidative dimerization of primary alcohols to esters using air as an oxidant. Various primary alcohols are converted to the corresponding esters in fair to good yields.

Symmetric esters by Tischtschenko reaction of aldehydes catalyzed by bi- and tridentate catalysts derived from catechol or gallol, trimethylaluminum and isopropanol

New inexpensive aluminum-based bidentate and tridentate chelates were found to be efficient catalysts for the Tischtschenko reaction of aldehydes. The conversion of n-butanal to n-butyl n-butyrate using catechol-derived catalysts at room temperature was complete (the yield of the butyrate was 99%) in two hours. High yields of symmetric esters were obtained in the case of n-alkyl and α-branched aliphatic aldehydes whereas reactivity of unsaturated aldehydes was found to be poor. Selected reactive intermediates were studied computationally at the (pBP)/DNPP level using the Spartan program. The results of computational studies indicate that in the case of the catechol-derived catalyst bidentate chelation of two aluminum atoms to an oxygen atom of aldehyde to form a structure '(O-Al)2O=CAld.' is less favorable than monodentate chelation to one aluminum atom activated by the other aluminum to form a structure 'O-Al-O-Al-O=CAld.'. The structure of this activated monodentate system clearly resembles more closely the transition state of the hydride-transfer step of the Tischtschenko reaction than the corresponding non-activated monodentate system 'O-Al'+'O-Al-O=CAld.'.

Catalytic processes of oxidation by hydrogen peroxide in the presence of Br2 or HBr. Mechanism and synthetic applications

The mechanism and the synthetic applications for the oxidation of alcohols, ethers, and aldehydes by H2O2 catalyzed by Bf2 or Br- in a liquid two-phase system (aqueous and organic) are reported. Aliphatic and benzylic primary alcohols and ethers show an opposite behavior, which has been rationalized on the ground of the different electronic configurations of the intermediate alkyl (π-type) and acyl (σ-type) radicals and their influence on enthalpic and polar effects. A two-phase system is particularly useful also for an efficient benzylic bromination by Br2 or Br-; the substitution of the benzyl bromide by OH, OR, and OCOR regenerates Br-, which can be recycled. The evaluation of the relative reactivities of the involved substrates and intermediates has allowed to develop a variety of simple, facile, convenient, and selective syntheses of alcohols, aldehydes, ketones, esters, and benzyl bromides, which fulfill the conditions for practical applications.

Oxidative Esterification of Primary Alcohols by NaBrO3/NaHSO3 Reagent in Aqueous Medium

NaBrO3 combined with NaHSO3 was found to be an efficent reagent for the oxidative esterification of primary alcohols.Thus, a variety of esters was prepared from primary alcohols, aldehydes, and acetals in aqueous medium under mild conditions.Treatment of α,ω-diols with NaBrO3/NaHSO3 reagent afforded the corresponding lactones and/or dicarboxylic acids in fair yields.

Ruthenium-Catalyzed Oxidative Transformation of Alcohols and Aldehydes to Esters and Lactones

Primary alcohols undergo oxidative condensation upon treatment with RuH2(PPh3)4 catalyst to give esters and molecular hydrogen.Similarly, 1,4- and 1,5-diols can be converted into the corresponding γ- and δ-lactones, respectively.The lactonization is greatly enhanced by accepting hydrogen with an appropriate hydrogen acceptor such as acetone.Primary alcohols are oxidized chemoselectively in the presence of secondary alcohols to give the corresponding lactones.These reactions are operationally simple and highly efficient for synthesis of esters and lactones from alcohols.The principle of the oxidative condensation of alcohols can be extended to ester formation from aldehydes and alcohols.The ruthenium-catalyzed reaction of aldehydes with water gives esters, while the same reaction in the presence of a hydrogen acceptor gives carboxylic acids.The key step of these reactions is the oxidative addition of ruthenium into the OH bonds of alcohols and subsequent β-elimination of (RuH) species to give the corresponding carbonyl compounds.