Isoamyl acetate


Isoamyl acetate

Chembox new
Name = Isoamyl acetate
ImageFile = Isoamyl_acetate.png ImageName = Isoamyl acetate
ImageFile2 = Isoamyl-acetate-3D-balls.png IUPACName = 3-methyl-1-butyl acetate
OtherNames = isopentyl acetate
banana oil
isopentyl ethanoate
pear essence
3-methylbutyl acetate
3-methylbutyl ethanoate
Section1 = Chembox Identifiers
CASNo = 123-92-2
SMILES = CC(C)CCOC(C)=O

Section2 = Chembox Properties
Formula = C7H14O2
MolarMass = 130.19 g/mol
Density = 0.876 g/cm3
MeltingPt = -78 °C
BoilingPt = 142 °C

Section7 = Chembox Hazards
NFPA-H = 1
NFPA-F = 3
NFPA-R = 0
FlashPt = 25 °C
Isoamyl acetate, also known as isopentyl acetate, is an organic compound that is the ester formed from isoamyl alcohol and acetic acid. It is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents.

Isoamyl acetate has a strong odor (similar to juicy fruit) which is also described as similar to both banana and pear. Banana oil is a term that is applied either to pure isoamyl acetate or to flavorings that are mixtures of isoamyl acetate, amyl acetate, nitrocellulose and other flavors. "Pear oil" commonly refers to a solution of isoamyl acetate in ethanol that is used as an artificial flavor.

Isoamyl acetate is also used to test the effectiveness of respirators or gas masks because it has a strong smell which is generally not experienced as unpleasant that can be detected at low concentrations, and has low toxicity.

It is also used as a solvent for some varnishes and nitrocellulose lacquers, as well as being a honey bee pheromone and can be used to attract large groups of honeybees to a small area.

Isoamyl acetate is released by a honey bee's sting apparatus where it serves as a pheromone beacon to attract other bees and provoke them to sting. [cite journal | author = Boch R | coauthors = Shearer DA, Stone BC | date = September 8, 1962 | title = Identification of isoamyl acetate as an active component in the sting pheromone of the honey bee. | journal = Nature | volume = 195 | pages = 1018-20 | publisher = Nature Publishing Group | location = England | issn = 0028-0836 | pmid = 13870346 ]

Laboratory Synthesis

Isoamyl acetate can be prepared in the laboratory by the acid catalyzed Fischer esterification reaction between isoamyl alcohol and glacial acetic acid as shown in the reaction equation below. Typically, concentrated sulfuric acid is used as the catalyst. The reactants are refluxed in order to promote the reaction, the acid is neutralized and extracted, and the product is dried, then distilled.

References


Wikimedia Foundation. 2010.

Look at other dictionaries:

  • isoamyl acetate — noun : the acetic ester CH3COOC5H11 of amyl alcohol from fusel oil called also amyl acetate, banana oil, pear oil; not used systematically * * * Chem. a colorless liquid, C7H14O2, used in flavorings, perfumery, and as a solvent. Cf. banana oil… …   Useful english dictionary

  • isoamyl acetate — Chem. a colorless liquid, C7H14O2, used in flavorings, perfumery, and as a solvent. Cf. banana oil (def. 1). * * * …   Universalium

  • Acétate de 3-méthylbutyle — Acétate d isoamyle Modèle de Lewis Général …   Wikipédia en Français

  • Amyl acetate — IUPAC name Pentyl acetate …   Wikipedia

  • amyl acetate — noun : an acetic ester CH3COOC5H11 of pentyl alcohol: as a. : the ester obtained from a commercial amyl alcohol as a water insoluble liquid with a strong fruity odor and used as a solvent (as for cellulose nitrate lacquers) and in artificial… …   Useful english dictionary

  • List of additives in cigarettes — This is the list of 599 additives in cigarettes submitted to the United States Department of Health and Human Services in April 1994. It applies, as documented, only to American manufactured cigarettes intended for distribution within the United… …   Wikipedia

  • Cofactor Engineering — Cofactor engineering, a subset of metabolic engineering, is defined as the manipulation of the use of cofactors in an organism’s metabolic pathways. The field has applications in industry, chemical manufacturing, and pharmaceuticals.[1] Cofactors …   Wikipedia

  • Ester — For other uses, see Ester (disambiguation). A carboxylic acid ester. R and R denote any alkyl or aryl group, respectively Esters are chemical compounds derived by reacting an oxoacid with a hydroxyl compound such as an alcohol or phenol …   Wikipedia

  • Aroma compound — Fragrance redirects here. For other uses, see Fragrance (disambiguation). Odorants redirects here. For the punk rock band, see The Odorants. Not to be confused with Aromaticity. An aroma compound, also known as odorant, aroma, fragrance or flavor …   Wikipedia

  • Essigsäurepentylester — sind die Ester der Essigsäure und der Pentylalkohole. Andere Bezeichnungen sind aufgrund ihrer chemischen Struktur oder ihrer Eigenschaften Essigsäureamylester, Amylacetate, Essigsäurepentylester, Amylessigester, Pentanolacetate, Birnenöl,… …   Deutsch Wikipedia


Share the article and excerpts

Direct link
Do a right-click on the link above
and select “Copy Link”

We are using cookies for the best presentation of our site. Continuing to use this site, you agree with this.