Ethyl isovalerate

Ethyl isovalerate Basic information
Description References
Product Name:Ethyl isovalerate
Synonyms:3-METHYL BUTYRIC ETHYL ESTER;ISOVALERIC ACID ETHYL ESTER;ISOVALERIC ACID:ETHYL ESTER;FEMA 2463;ETHYL ISOVALERATE;ETHYL ISOPENTANOATE;ETHYL BETA-METHYLBUTYRATE;ETHYL 3-METHYLBUTANOATE
CAS:108-64-5
MF:C7H14O2
MW:130.18
EINECS:203-602-3
Product Categories:Building Blocks;C6 to C7;Organics;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Alphabetical Listings;E-F;Flavors and Fragrances;Certified Natural ProductsFlavors and Fragrances;C6 to C7;Carbonyl Compounds;Esters;Alpha Sort;Chemical Class;E;E-LAlphabetic;EQ - EZAnalytical Standards;Volatiles/ Semivolatiles
Mol File:108-64-5.mol
Ethyl isovalerate Structure
Ethyl isovalerate Chemical Properties
Melting point -99 °C (lit.)
Boiling point 131-133 °C (lit.)
density 0.864 g/mL at 25 °C (lit.)
vapor pressure 7.5 mm Hg ( 20 °C)
FEMA 2463 | ETHYL ISOVALERATE
refractive index n20/D 1.396(lit.)
Fp 80 °F
storage temp. Flammables area
solubility 2.00g/l
form Liquid
color Clear colorless to pale yellow
Odorat 10.00 % in dipropylene glycol. fruity sweet apple pineapple tutti frutti
Odor Threshold0.000013ppm
Odor Typefruity
Water Solubility 1.76g/L at 20℃
Merck 14,3816
JECFA Number196
BRN 1744677
Stability:Volatile
LogP2.47 at 23.8℃
CAS DataBase Reference108-64-5(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, 3-methyl-, ethyl ester(108-64-5)
EPA Substance Registry SystemEthyl isovalerate (108-64-5)
Safety Information
Risk Statements 10
Safety Statements 16
RIDADR UN 3272 3/PG 3
WGK Germany 2
RTECS NY1504000
13
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29156000
Toxicityrabbit,LD50,oral,7031mg/kg (7031mg/kg),Industrial Medicine and Surgery. Vol. 41, Pg. 31, 1972.
MSDS Information
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Ethyl isovalerate English
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Ethyl isovalerate Usage And Synthesis
DescriptionEthyl isovalerate is the ethyl ester form of isovalerate formed between ethyl alcohol with isovaleric acid. It is a derivative of valeric acid, mainly found in fruits (one of the major component of blueberry). It is a kind of natural food flavoring agent with a fruity type odor and flavor. It is widely used in perfumery and fragrance. It is now frequently synthesized using surfactant-coated lipase (various kinds of origins) immobilized in magnetic nanoparticles.
ReferencesLuebke, William. "ethyl isovalerate108-64-5." (2015).
And, Hiannie Djojoputro, and S. Ismadji. "Density and Viscosity Correlation for Several Common Fragrance and Flavor Esters." Journal of Chemical & Engineering Data 50.2(2005):págs. 727-731.
Mahmood, Iram, et al. "A surfactant-coated lipase immobilized in magnetic nanoparticles for multicycle ethyl isovalerate enzymatic production." Biochemical Engineering Journal 73.8(2013):72-79.
Chemical PropertiesEthyl Isovalerate is a colorless liquid with a fruity odor reminiscent of blueberries. It occurs in fruits, vegetables, and alcoholic beverages. It is used in fruit aroma compositions.
Chemical PropertiesEthyl isovalerate has a strong, fruity, vinous, apple-like odor on dilution.
Chemical Propertiesclear colorless to pale yellowish liquid
OccurrenceReported found in pineapple, orange juice and peel oil, bilberry, blueberry, strawberry, Swiss cheese, other cheeses, beer, cognac, rum, cider, whiskey, sherry, grape wines, cocoa, passion fruit, mango and mussels.
UsesIn alcohol solution for flavoring confectionery and beverages.
DefinitionChEBI: The fatty acid ethyl ester of isovaleric acid.
Production MethodsEthyl isovalerate is produced by combining isovaleric acid and ethanol in the presence of concentrated sulfuric acid or hydrochloric acid ester followed by distillation .
PreparationBy esterification of isovaleric acid with ethyl alcohol in the presence of concentrated H2SO4.
Aroma threshold valuesDetection: 0.01 to 0.4 ppb
Taste threshold valuesTaste characteristics at 30 ppm: fruity, sweet, estry and berry-like with a ripe, pulpy fruity nuance.
General DescriptionA colorless oily liquid with a strong odor similar to apples. Less dense than water. Vapors heavier than air. Flash point 77°F. May mildly irritate skin and eyes.
Air & Water ReactionsHighly flammable. Slightly soluble in water.
Reactivity ProfileETHYL 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 HazardInhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
CarcinogenicityNot listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA.
Purification MethodsWash the ester with aqueous 5% Na2CO3, then saturated aqueous CaCl2. Dry it over CaSO4 and distil. [Beilstein 2 IV 898.]
3-Methylbutyl 3-methylbutanoate Isovaleric acid Trinexapac-ethyl Ethyl heptanoate Ethanol Ethyl pyruvate Ethyl propionate Ethyl formate Ethyl glyoxalate Ethyl 2-bromo-3-methylbutyrate Ethylparaben Diethyl maleate Triethyl citrate ISOXADIFEN-ETHYL Diethyl ether Ethyl acetate Diethyl malonate Ethyl cinnamate

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