10415-86-8

Basic information

• Product Name: 4-methylphenyl valerate
• Synonyms: 4-methylphenyl valerate;p-Cresyl valerate;Pentanoic acid 4-methylphenyl ester;Valeric acid p-tolyl ester;Einecs 233-888-5;para-cresyl valerate
• CAS NO: 10415-86-8
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25424
• EINECS: 233-888-5
• Mol File: 10415-86-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 268.4°Cat760mmHg
• Flash Point: 100°C
• Appearance: /
• Density: 0.996g/cm³
• Vapor Pressure: 0.00771mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: 4-methylphenyl valerate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylphenyl valerate(10415-86-8)
• EPA Substance Registry System: 4-methylphenyl valerate(10415-86-8)

Safety Data

• Hazardous Substances Data: 10415-86-8(Hazardous Substances Data)

Usage

General Description

4-Methylphenyl valerate, also known as p-methylphenyl valerate or isobutyl cinnamate, is an organic compound and ester formed from the condensation of 4-methylphenol and valeric acid. It is commonly used in the fragrance industry as a synthetic flavoring agent, imparting a sweet, fruity, and floral aroma to perfumes, colognes, and other scented products. This chemical is also used as a food additive to enhance the flavor and scent of various food and beverage products. Additionally, 4-methylphenyl valerate has potential applications in pharmaceuticals and as a precursor to the synthesis of other organic compounds. However, it is important to handle this chemical with care, as it may pose certain health and safety risks if not properly managed.

InChI:InChI=1/C12H16O2/c1-3-4-5-12(13)14-11-8-6-10(2)7-9-11/h6-9H,3-5H2,1-2H3

Upstream product

• 1671-77-8 n-butyl p-tolyl ketone 
• 106-44-5 p-cresol 
• 109-52-4 valeric acid 
• 638-29-9 n-valeryl chloride 
• 542-69-8 1-iodo-butane 
• 201230-82-2 carbon monoxide 
• 110-62-3 pentanal 

Relevant articles and documents

Photoinduced Specific Acylation of Phenolic Hydroxy Groups with Aldehydes

A convenient method is reported to specifically acylate phenolic hydroxyl groups through a radical pathway. When a mixture of an aldehyde and a phenol in ethyl acetate is irradiated with blue light in the presence of iridium and nickel bromide catalysts at ambient temperature, phenoxyl and acyl radicals are transiently generated in situ and cross-couple to furnish an ester. Aliphatic hydroxy groups remain untouched under the reaction conditions.

Lipase catalyzed esterification of cresols

Esters of m- and p-cresols with organic acids having carbon chain lengths C2-C18 have been prepared by using lipases from porcine pancreas and Rhizomucor miehei. Gram level conversions are carried out under non-solvent conditions in case of shake flask experiments and continuous removal of water at bench-scale levels. Addition of 0.1 mL of 0.1M phosphate buffer at pH 7.0 to the reaction mixture shows better conversions. Optimization studies have been carried out for p-cresyl laurate synthesis using Rhizomucor miehei lipase which show a maximum conversion of 74.4 %. Better conversions are obtained with larger amounts of enzyme. Porcine pancreas lipase catalyzed synthesis of m- and p-cresyl esters show that under identical reaction conditions acids with lower carbon chain lengths (C2-C4) give ester yields above 30%, while those with longer carbon chain lengths give ester yields 30%.

MODIFIED CONDITIONS FOR EFFICIENT BAEYER-VILLIGER OXIDATION WITH m-CPBA

The utility of 3-chloroperoxybenzoic acid (m-CPBA) combined with trifluoroacetic acid (TFA) in Baeyer-Villiger oxidations is described.These conditions offer practical advantages over alternative procedures.