556-24-1 Usage
Description
Methyl isovalerate, a colorless liquid with a strong, pungent, apple-like odor and a bitter flavor, is less dense than water, insoluble in water, and has a flash point below 70°F. It is slightly toxic by ingestion and inhalation and is used to make other chemicals. Methyl isovalerate is also reported to have an herbaceous, fruity odor and is detected at aroma threshold values of 4.4 to 44 ppb.
Uses
Used in Flavor Industry:
Methyl isovalerate is used as a flavoring agent for its fruity, pineapple, apple, and juicy fruit-like nuance. It is commonly found in the juice of various fruits such as Florida oranges, pineapple, apple, banana, bilberry, blueberry, strawberry, and melon.
Used in Fragrance Industry:
Methyl isovalerate is used as a fragrance ingredient for its strong, pungent, apple-like odor and herbaceous, fruity scent. It can be used in the creation of perfumes, colognes, and other scented products.
Used in Chemical Synthesis:
Methyl isovalerate is used as a chemical intermediate for the synthesis of other chemicals, taking advantage of its unique properties and reactivity.
Used in Food Industry:
Methyl isovalerate is used as an additive in the food industry to enhance the flavor of various products, particularly those with a fruity or apple-like taste. It can be found in products such as cheeses (Gruyere and Parmesan), coffee, honey, olive, and mushroom.
Used in Cosmetics Industry:
Methyl isovalerate can be used in the cosmetics industry for its pleasant apple-like scent, adding a fresh and fruity note to various cosmetic products such as lotions, creams, and perfumes.
Used in Pharmaceutical Industry:
Methyl isovalerate may have potential applications in the pharmaceutical industry, possibly as a component in the development of new drugs or as a flavoring agent for medications to improve their palatability.
Preparation
By esterification of isovaleric acid with methyl alcohol at the boil in the presence of concentrated H2SO4.
Synthesis Reference(s)
Tetrahedron Letters, 8, p. 4805, 1967 DOI: 10.1016/S0040-4039(01)89607-6
Air & Water Reactions
Highly flammable. Insoluble in water.
Reactivity Profile
Methyl isovalerate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Health Hazard
May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Check Digit Verification of cas no
The CAS Registry Mumber 556-24-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 556-24:
(5*5)+(4*5)+(3*6)+(2*2)+(1*4)=71
71 % 10 = 1
So 556-24-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O2/c1-4(2)5(3)6(7)8/h4-5H,1-3H3,(H,7,8)/p-1
556-24-1Relevant articles and documents
Bock,K.,Jensen,S.R.
, p. 753 (1978)
Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst
Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui
supporting information, p. 18591 - 18598 (2021/06/28)
A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel-graphitic shell-based core–shell-structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium-labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni-based hydrogenation protocol is demonstrated by gram-scale reactions as well as efficient catalyst recycling experiments.
Selective hydrogenation of α,β-unsaturated carbonyl compounds on silica-supported copper nanoparticles
Mendes-Burak, Jorge,Ghaffari, Behnaz,Copéret, Christophe
supporting information, p. 179 - 181 (2019/01/04)
Silica-supported copper nanoparticles prepared via surface organometallic chemistry are highly efficient for the selective hydrogenation of various α,β-unsaturated carbonyl compounds yielding the corresponding saturated esters, ketones, and aldehydes in the absence of additives. High conversions and selectivities (>99%) are obtained for most substrates upon hydrogenation at 100-150 °C and under 25 bar of H2.
