Isoamyl acetate

{{Short description|Chemical compound with banana odor}}

{{chembox

| Watchedfields = changed

| verifiedrevid = 477004274

| Name = Isoamyl acetate

| ImageFile =

| ImageFile1 = Isoamyl_acetate.svg

| ImageSize1 = 200px

| ImageName1 = Isoamyl acetate

| ImageFile2 = Isoamyl-acetate-3D-balls.png

| ImageSize2 = 200px

| ImageFile3 = Isopentyl acetate.jpg

| ImageSize3 = 50px

| PIN = 3-Methylbutyl acetate

| SystematicName = 3-Methylbutyl ethanoate

| OtherNames = Isopentyl acetate
Isopentyl ethanoate
Isoamyl acetate
Banana oil
Pear essence

| IUPACName =

| Section1 = {{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 29016

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = Z135787824

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C12296

| InChI = 1/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3

| InChIKey = MLFHJEHSLIIPHL-UHFFFAOYAI

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 42013

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = MLFHJEHSLIIPHL-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 123-92-2

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 31725

| PubChem = 31276

| Beilstein = 1744750

| Gmelin = 101452

| EC_number = 204-662-3

| RTECS = NS9800000

| UNNumber = 1104 1993

| SMILES = O=C(OCCC(C)C)C

}}

| Section2 = {{Chembox Properties

| C=7 | H =14 | O=2

| Density = 0.876 g/cm³

| Appearance = Colorless liquid

| Odor = Banana-like

| MeltingPtC = −78

| BoilingPtC = 142

| Solubility = 0.3% (20{{nbsp}}°C)

| VaporPressure = 4{{nbsp}}mmHg or 0.533{{nbsp}}kPa (20{{nbsp}}°C)

| MagSus = −89.4·10⁻⁶{{nbsp}}cm³/mol

| RefractIndex =1.4020 at 20°

}}

| Section3 = {{Chembox Hazards

| NFPA-H = 1

| NFPA-F = 3

| NFPA-R = 0

| FlashPtC = 25

| PEL = TWA 100{{nbsp}}ppm (525{{nbsp}}mg/m³){{PGCH|0347}}

| ExploLimits = 1.0% (100{{nbsp}}°C) – 7.5%

| REL = TWA 100{{nbsp}}ppm (525{{nbsp}}mg/m³)

| IDLH = 1000{{nbsp}}ppm

| LCLo = 6470{{nbsp}}ppm (cat){{IDLH|123922|Isoamyl acetate}}

| LD50 = 7422{{nbsp}}mg/kg (rabbit, oral)
16,600{{nbsp}}mg/kg (rat, oral)

| GHSPictograms = {{GHS02}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|226|315|319|335|336|372}}

| PPhrases = {{P-phrases|210|233|240|241|242|243|260|261|264|270|271|280|302+352|303+361+353|304+340|305+351+338|312|314|321|332+313|337+313|362|370+378|403+233|403+235|405|501}}

}}

| Section4 = {{Chembox Related

| OtherCompounds = Isoamyl formate

}}

}}

Isoamyl acetate, also known as isopentyl acetate, is an ester formed from isoamyl alcohol and acetic acid, with the molecular formula {{chem2|C7H14O2}}. It is a colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. Isoamyl acetate has a strong odor which is described as similar to both banana and pear.{{Cite web | url = http://www.chemicalland21.com/specialtychem/perchem/ISO-AMYL%20ACETATE.htm | title = Iso-amyl acetate | publisher = chemicalland21.com}} Pure isoamyl acetate, or mixtures of isoamyl acetate, amyl acetate, and other flavors in ethanol may be referred to as banana oilKarl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. {{doi|10.1002/14356007.a11_141}}. or pear oil.{{cite web |title=T3DB: Isopentyl acetate |url=http://www.t3db.ca/toxins/T3D4851 |website=Toxin and Toxin Target Database (T3DB) |publisher=Canadian Institutes of Health Research, Canada Foundation for Innovation, and by The Metabolomics Innovation Centre (TMIC) |access-date=2 April 2023}}