Amyl acetate
{{distinguish|sec-Amyl acetate}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 457129688
| ImageFile = Amyl acetate.svg
| ImageAlt = Wireframe model of amyl acetate
| ImageFile1 = Pentyl acetate 3D ball.png
| ImageSize1 = 230
| ImageAlt1 = Ball-and-stick model of the amyl acetate molecule
| PIN = Pentyl acetate
| OtherNames = {{ubl
| Acetic acid n-amyl ester
| Acetic acid pentyl ester
| n-Amyl acetate
| Amyl ethanoate
| Pear oil{{cn|date=October 2023}}
| Pentyl ethanoate
}}
|Section1={{Chembox Identifiers
| InChI = 1/C7H14O2/c1-3-4-5-6-9-7(2)8/h3-6H2,1-2H3
| InChIKey = PGMYKACGEOXYJE-UHFFFAOYAQ
| SMILES1 = O=C(OCCCCC)C
| CASNo = 628-63-7
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 12348
| ChemSpiderID = 11843
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 92Q24NH7AS
| EINECS = 211-047-3
| UNNumber = UN 1104
| MeSHName = Amyl+acetate
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 167899
| RTECS = AJ1925000
| SMILES = CCCCCOC(C)=O
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 47769
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H14O2/c1-3-4-5-6-9-7(2)8/h3-6H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PGMYKACGEOXYJE-UHFFFAOYSA-N
| Beilstein = 1744753}}
|Section2={{Chembox Properties
| Formula = C7H14O2
| MolarMass = 130.19{{nbsp}}g/mol
| Density = 0.876{{nbsp}}g/cm3
| Appearance = Colorless liquid
| Odor = Banana-like
| MeltingPtC = −71
| MeltingPt_notes =
| BoilingPtC = 149
| BoilingPt_notes =
| Solvent = other solvents
| SolubleOther = Water: 1.73{{nbsp}}mg/ml (25{{nbsp}}°C)
| MagSus = −89.06·10−6{{nbsp}}cm3/mol
}}
|Section7={{Chembox Hazards
| ExternalSDS = [http://www.sciencelab.com/msds.php?msdsId=9927434 External MSDS]
| MainHazards = Flammable
| NFPA-H = 1
| NFPA-F = 3
| NFPA-R = 0
| NFPA-S =
| FlashPtC = 23
| AutoignitionPtC =
| LD50 = 7400{{nbsp}}mg/kg, oral (rabbit)
6500{{nbsp}}mg/kg, oral (rat)
{{cite web
| url = https://www.cdc.gov/niosh/idlh/628637.html
| title = n-Amyl acetate
| publisher = National Institute for Occupational Safety and Health (NIOSH)
| date = 4 December 2014
| access-date = 16 February 2015
}}
| PEL = 100{{nbsp}}ppm, 8{{nbsp}}hr TWA (525{{nbsp}}mg/m3){{PGCH|0031}}
| REL = TWA 100{{nbsp}}ppm (525{{nbsp}}mg/m3)
| LCLo = 5200{{nbsp}}ppm (rat)
}}
}}
Amyl acetate (pentyl acetate) is an organic compound and an ester with the chemical formula CH3COO[CH2]4CH3 and the molecular weight 130.19{{nbsp}}g/mol. It is colorless and has a scent similar to bananas{{cite web |title=CDC - NIOSH Pocket Guide to Chemical Hazards - n-Amyl acetate |url=https://www.cdc.gov/niosh/npg/npgd0031.html |website=www.cdc.gov |access-date=7 July 2022 |quote=Colorless liquid with a persistent banana-like odor.}}
{{cite book
| last = Stark | first = Norman
| title = The Formula Book
| url = https://archive.org/details/formulabook00star | url-access = registration | publisher = Sheed and Ward
| location = New York
| year = 1975
| isbn = 0-8362-0630-4
| page = [https://archive.org/details/formulabook00star/page/28 28]
}} and apples.
{{cite book
| last = Thickett | first = Geoffrey
| title = Chemistry 2: HSC Course
| publisher = John Wiley & Sons
| location = Milton, Queensland, Australia
| year = 2006
| isbn = 978-0-7314-0415-5
| page = 227
}} The compound is the condensation product of acetic acid and 1-pentanol. However, esters formed from other pentanol isomers (amyl alcohols), or mixtures of pentanols, are often referred to as amyl acetate. The symptoms of exposure to amyl acetate in humans are dermatitis, central nervous system depression, narcosis and irritation to the eyes and nose.
Uses
Amyl acetate is a solvent for paints, lacquers, and liquid bandages;{{cite web|title=New-Skin® Liquid Bandage—Inactive Ingredients|url=http://www.newskinproducts.com/liquid-bandages/liquid-bandage/|website=new-skin|access-date=July 4, 2017|archive-date=June 22, 2017|archive-url=https://web.archive.org/web/20170622173819/http://www.newskinproducts.com/liquid-bandages/liquid-bandage/|url-status=dead}} and a flavorant. It also fuels the Hefner lamp and fermentative productions of penicillin.
See also
- Isoamyl acetate, also known as banana oil.
- Esters, organic molecules with the same functional groups