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Methyl butyrate

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CAS:623-42-7
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  • Methyl butyrate
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  • 2023-09-01
  • CAS:623-42-7
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  • Methyl butyrate
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  • 2023-07-27
  • CAS:623-42-7
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Methyl butyrate Chemical Properties
Melting point -85--84°C
Boiling point 102-103 °C (lit.)
density 0.898 g/mL at 25 °C (lit.)
vapor density 3.5 (vs air)
vapor pressure 40 mm Hg ( 30 °C)
FEMA 2693 | METHYL BUTYRATE
refractive index n20/D 1.385(lit.)
Fp 53 °F
storage temp. Flammables area
solubility water: soluble60 part
form Liquid
color Clear colorless to very slightly yellow
Odorat 10.00 % in dipropylene glycol. fruity apple sweet banana pineapple
Odor Typefruity
explosive limit1.6%(V)
Odor Threshold0.0071ppm
Water Solubility Slightly soluble in water.
Merck 14,6035
JECFA Number149
BRN 1740743
Dielectric constant5.6(20℃)
Stability:Stable. Flammable. Incompatible with strong bases, strong oxidizing agents.
LogP1.24
CAS DataBase Reference623-42-7(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, methyl ester(623-42-7)
EPA Substance Registry SystemMethyl butyrate (623-42-7)
Safety Information
Hazard Codes F,Xn,Xi
Risk Statements 20-36/37/38-11
Safety Statements 16-26-36-33-29-9
RIDADR UN 1237 3/PG 2
WGK Germany 2
RTECS ET5500000
13
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29156000
Hazardous Substances Data623-42-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Methyl butyrate Usage And Synthesis
DescriptionMethyl butyrate, also known as methyl butanoate , is an ester with a fruity odor pineapple, apple, and strawberry. At room temperature, it is a colorless liquid with low solubility in water, upon which it floats to form an oily layer. Although it is flammable, it has a relatively low vapor pressure ( 40 mmHg at 30°C), so it can be safely handled at room temperature without special safety precautions.
Chemical PropertiesMethyl butyrate is colourless liquid that has an apple-like odor and a corresponding sweet taste that is not very powerful. Below 100 ppm, it may have a banana-pineapple flavor. Miscible in ethanol and ether, slightly soluble in water (1:60). May be prepared from methyl alcohol and butyric acid in the presence of concentrated H2S04.
OccurrenceMetyhl butyrate occurs naturally in pineapple oil, round grapefruit juice, apple juice, kiwi and mushrooms. It is used as a flavor ingredient in fruit and rum flavoring for beverages, ice cream, candy, and baked goods.
UsesMethyl butyrate is used as a solvent for ethylcellulose and nitrocellulose resins. It is also used in lacquers and perfumes and in the manufacture of rum and fruit flavors.
PreparationMethyl butyrate is produced from methyl alcohol and butyric acid in the presence of concentrated sulfuric acid. The synthesis of methyl butyrate by the reaction between butyric acid and methanol with acidic ion exchange resin as a catalyst in presence of ultrasound irradiation was successfully carried out.
ApplicationMethyl butyrate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.
DefinitionChEBI: Methyl butyrate is a fatty acid ester.
Aroma threshold valuesDetection: 1 to 43 ppb. Aroma characteristics at 1.0%: pungent, ethereal, fruity, fumey and fusel with a fermented, cultured, creamy undernote.
Taste threshold valuesTaste characteristics at 10 ppm: fruity and apple-like with a sweet almost buttery, nutty and creamy nuance, fusel-like, impacting, and estry with a cultured dairy, acidic depth.
Synthesis Reference(s)Tetrahedron Letters, 29, p. 1759, 1988 DOI: 10.1016/S0040-4039(00)82035-3
General DescriptionMethyl butyrate appears as a clear colorless liquid. Flash point 57°F. Less dense than water and slightly soluble in water. Hence floats on water. Vapors heavier than air.
Air & Water ReactionsHighly flammable. Slightly soluble in water.
Reactivity ProfileMethyl butyrate reacts exothermically with acids to generate alcohols and carboxylic acids. Strong oxidizing acids may cause a reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by interaction with basic or caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides .
HazardFlammable, dangerous fire risk.
Health HazardIrritating to the eyes, nose, throat, upper respiratory tract, and skin.
Fire HazardHIGHLY 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.
Safety ProfileModerately toxic by ingestion and skin contact. A skin irritant. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
Potential ExposureMethyl butyrate, one of the odorous compound present in different types of adhesive (hotmelt, vinyl acetate ethylene, starch, polyvinyl acetate and acrylic) used in food packaging, was identified by GC-O-MS (gas chromatography–mass spectrometry–olfactometry).
CarcinogenicityNot listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA.
Purification MethodsTreat the ester with anhydrous CuSO4, then distil it under dry nitrogen. [Beilstein 2 IV 786.]
References[1] Ruth Winter, A Consumer's Dictionary of Food Additives, 7th Edition, 2009
[2] Laurent Ducry and Dominique M. Roberge, Dibal-H Reduction of Methyl Butyrate into Butyraldehyde using Microreactors, Organic Process Research & Development, 2008, vol. 12, 163-167
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