90397-38-9

Basic information

• Product Name: 2-Methylpentyl 2-methylvalerate
• Synonyms: 2-methylpentyl 2-methylvalerate;Pentanoic acid, 2-methyl-,2-methylpentyl ester;2-Methylpenthyl-2-methylvalerat;2-Methylpentyl 2-methylpentanoate;2-Methylpentanoic acid 2-methylpentyl ester;2-Methylvaleric acid 2-methylpentyl ester;2-Methylvaleric acid-2-methylpentyl ester
• CAS NO: 90397-38-9
• Molecular Formula: C₁₂H₂₄O₂
• Molecular Weight: 200.32
• EINECS: 291-418-4
• Mol File: 90397-38-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 222 ºC at 760 mmHg
• Flash Point: 91.8 ºC
• Appearance: clear mobile liquid
• Density: 0.867 g/cm³
• Vapor Pressure: 0.104mmHg at 25°C
• Refractive Index: 1.427
• Water Solubility: 4.6mg/L at 20℃
• CAS DataBase Reference: 2-Methylpentyl 2-methylvalerate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylpentyl 2-methylvalerate(90397-38-9)
• EPA Substance Registry System: 2-Methylpentyl 2-methylvalerate(90397-38-9)

Safety Data

• Hazardous Substances Data: 90397-38-9(Hazardous Substances Data)

Usage

General Description

2-Methylpentyl 2-methylvalerate is a chemical compound with the molecular formula C11H22O2. It is an ester formed by the condensation of 2-methylpentanol and 2-methylvaleric acid. This colorless liquid has a fruity, apple-like odor and is often used as a flavoring agent in the food and beverage industry. It is also used in the production of perfumes and other cosmetic products. Additionally, it is known for its potential antimicrobial and antioxidant properties, making it a versatile and valuable ingredient in various applications.

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

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

Relevant articles and documents

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.

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.

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.