Jump to content

Isobutyl acetate

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 14:56, 9 August 2011 (Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'ChEBI_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_Chemicals|errors). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Isobutyl acetate[1][2]
Isobutyl acetate
Names
IUPAC name
2-methylpropyl acetate
Other names
acetic acid, isobutyl ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.406 Edit this at Wikidata
UNII
  • InChI=1S/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3 checkY
    Key: GJRQTCIYDGXPES-UHFFFAOYSA-N checkY
  • InChI=1/C6H12O2/c1-5(2)4-8-6(3)7/h5H,4H2,1-3H3
    Key: GJRQTCIYDGXPES-UHFFFAOYAF
  • O=C(OCC(C)C)C
Properties
C6H12O2
Molar mass 116.16 g/mol
Appearance Colourless liquid
Density 0.875 g/cm3, liquid
Melting point −99 °C (−146 °F; 174 K)
Boiling point 118 °C (244 °F; 391 K)
Slightly soluble
0.63-0.7g/100g at 20°C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

The chemical compound isobutyl acetate, also known as 2-methylpropyl ethanoate (IUPAC name) or β-methylpropyl acetate, is a common solvent. It is produced from the esterification of isobutanol with acetic acid. It is used as a solvent for lacquer and nitrocellulose. Like many esters it has a fruity or floral smell at low concentrations and occurs naturally in raspberries, pears and other plants. At higher concentrations the odor can be unpleasant and may cause symptoms of central nervous system depression such as nausea, dizziness and headache.

A common method for preparing isobutyl acetate is Fischer esterification, where precursors isobutyl alcohol and acetic acid are heated in the presence of a strong acid.

Isobutyl acetate has three isomers: n-butyl acetate, tert-butyl acetate, and sec-butyl acetate, which are also common solvents.

References