Methyl butyrate, also known under the systematic name methyl butanoate, is the

methyl In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many ...

ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ar ...

butyric acid Butyric acid (; from grc, βούτῡρον, meaning "butter"), also known under the systematic name butanoic acid, is a straight-chain alkyl carboxylic acid with the chemical formula CH3CH2CH2CO2H. It is an oily, colorless liquid with an unple ...

. Like most esters, it has a fruity

odor An odor (American English) or odour (English in the Commonwealth of Nations, Commonwealth English; American and British English spelling differences#-our, -or, see spelling differences) is caused by one or more volatilized chemical compounds ...

, in this case resembling

apple An apple is an edible fruit produced by an apple tree (''Malus domestica''). Apple fruit tree, trees are agriculture, cultivated worldwide and are the most widely grown species in the genus ''Malus''. The tree originated in Central Asia, wh ...

s or

pineapple The pineapple (''Ananas comosus'') is a tropical plant with an edible fruit; it is the most economically significant plant in the family Bromeliaceae. The pineapple is indigenous to South America, where it has been cultivated for many centuri ...

s. At room temperature, it is a colorless liquid with low

solubility In chemistry, solubility is the ability of a substance, the solute, to form a solution with another substance, the solvent. Insolubility is the opposite property, the inability of the solute to form such a solution. The extent of the solubil ...

in water, upon which it floats to form an oily layer. Although it is

flammable A combustible material is something that can burn (i.e., ''combust'') in air. A combustible material is flammable if it ignites easily at ambient temperatures. In other words, a combustible material ignites with some effort and a flammable mat ...

, it has a relatively low

vapor pressure Vapor pressure (or vapour pressure in English-speaking countries other than the US; see spelling differences) or equilibrium vapor pressure is defined as the pressure exerted by a vapor in thermodynamic equilibrium with its condensed phases ...

(40 mmHg at ), so it can be safely handled at room temperature without special safety precautions. Methyl butyrate is present in small amounts in several plant products, especially pineapple oil. It can be produced by

distillation Distillation, or classical distillation, is the process of separation process, separating the components or substances from a liquid mixture by using selective boiling and condensation, usually inside an apparatus known as a still. Dry distilla ...

from

essential oil An essential oil is a concentrated hydrophobic liquid containing volatile (easily evaporated at normal temperatures) chemical compounds from plants. Essential oils are also known as volatile oils, ethereal oils, aetheroleum, or simply as the o ...

s of vegetable origin, but is also manufactured on a small scale for use in

perfumes Perfume (, ; french: parfum) is a mixture of fragrance, fragrant essential oils or aroma compounds (fragrances), Fixative (perfumery), fixatives and solvents, usually in liquid form, used to give the human body, animals, food, objects, and livin ...

and as a food

flavoring A flavoring (or flavouring), also known as flavor (or flavour) or flavorant, is a food additive used to improve the taste or smell of food. It changes the perceptual impression of food as determined primarily by the chemoreceptors of the gusta ...

. Methyl butyrate has been used in combustion studies as a

surrogate fuel Fuel surrogates are mixtures of one or more simple fuels that are designed to emulate either the physical properties (vapor pressure) or combustion properties (laminar flame speed, heating value, etc.) of a more complex fuel. While surrogate mixt ...

for the larger fatty acid methyl esters found in

biodiesel Biodiesel is a form of diesel fuel derived from plants or animals and consisting of long-chain fatty acid esters. It is typically made by chemically reacting lipids such as animal fat (tallow), soybean oil, or some other vegetable oil with ...

. However, studies have shown that, due to its short-chain length, methyl butyrate does not reproduce well the

negative temperature coefficient A temperature coefficient describes the relative change of a physical property that is associated with a given change in temperature. For a property ''R'' that changes when the temperature changes by ''dT'', the temperature coefficient α is def ...

(NTC) behaviour and early CO₂ formation characteristics of real biodiesel fuels. Therefore, methyl butyrate is not a suitable surrogate fuel for

combustion studies.

References

{{Esters Methyl esters Butyrate esters Perfume ingredients Flavors