Butanoic acid ethyl ester

Butanoic acid ethyl ester
Compound Structure:
Synonyms: ETHYL BUTYRATE;Ethyl butanoate;Butyric acid ethyl ester;Ethyl n-butyrate;Butanoic acid, ethyl ester;Ethyl n-butanoate;Butyric ester;Butyric ether;Butanoic acid ethyl ester;Butyric acid, ethyl ester;Ethyl 1-butyrate;Ethyl butyrate (natural);n-Butyric acid
Compound ID: NMPC-694
PubChem ID:

7762

Molecular Formula: C6H12O2
Canonical SMILES: CCCC(=O)OCC
InChIKey: OBNCKNCVKJNDBV-UHFFFAOYSA-N
About the compound:

Ethyl butyrate, a clear, colorless liquid known for its pineapple-like odor, is a butyrate ester formed by the condensation of ethanol's hydroxy group with the carboxy group of butyric acid. It has a relatively low flash point of 78 °F, is less dense than water, and is insoluble in water, with vapors that are heavier than air. As a compound, ethyl butyrate, also known as ethyl butanoate or butyric ether, holds a chemical formula of CH3CH2CH2COOCH2CH3. It is soluble in substances like propylene glycol, paraffin oil, and kerosene. Recognized for its fruity, pineapple-like scent ethyl butyrate is an essential component in the flavor industry, particularly in processed orange juices, where it's used as a flavor enhancer. Despite being an artificial additive, it also naturally occurs in many fruits, albeit in lower concentrations. In the United States, ethyl butyrate is commonly used in almost all commercially available orange juices, including those labeled as "fresh" or "concentrated". Its application extends beyond the food industry; it's also used in alcoholic beverages like martinis and daiquiris, as a solvent in perfumery products, and as a plasticizer for cellulose. Due to its versatility and pleasant aroma, ethyl butyrate is one of the most commonly used chemicals in the flavor and fragrance industry. It imparts a variety of flavors including orange (which is the most common use), cherry, pineapple, mango, guava, bubblegum, peach, apricot, fig, and plum. Its widespread use is also attributed to its cost-effectiveness, making it a popular choice for industrial applications where a fruity scent or flavor is desired. This affordability, combined with its versatile aroma profile, contributes to its widespread popularity in creating artificial flavors and fragrances in various products.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

116.16 g/mol

XLogP3-AA

1.3

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

2

Rotatable Bond Count

4

Exact Mass

116.083729621 g/mol

Monoisotopic Mass

116.083729621 g/mol

Topological Polar Surface Area

26.3Ų

Heavy Atom Count

8

Formal Charge

0

Complexity

68.9

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Physical Description

Ethyl butyrate appears as a clear colorless liquid with a pineapple-like odor. Flash point 78 °F. Less dense than water and insoluble in water. Vapors heavier than air.

Boiling Point

250 °F at 760 mmHg (USCG, 1999)

Melting Point

-135 °F (USCG, 1999)

Density

0.879 at 68 °F (USCG, 1999) - Less dense than water; will float

Solubility 

Slightly soluble in carbon tetrachloride; soluble in ethanol, ethyl ether

Vapor Pressure

12.8 [mmHg]

Source Species: Vernonia amygdalina
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