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Wikipedia

Isobutyl acetate

Thechemical compoundisobutyl acetate, also known as2-methylpropyl ethanoate (IUPAC name) orβ-methylpropyl acetate, is a common solvent. It is produced from theesterification ofisobutanol withacetic acid. It is used as asolvent forlacquer andnitrocellulose. Like manyesters it has a fruity or floral smell at low concentrations and occurs naturally inraspberries,pears and other plants. At higher concentrations the odor can be unpleasant and may cause symptoms ofcentral nervous system depression such asnausea,dizziness andheadache.

Isobutyl acetate[1][2]
Skeletal formula of isobutyl acetate
Ball-and-stick model of the isobutyl acetate molecule
Names
Preferred IUPAC name
2-Methylpropyl acetate
Other names
Isobutyl acetate
Isobutyl ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.003.406Edit 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 mass116.16 g/mol
AppearanceColourless liquid
OdorFruity, floral[3]
Density0.875 g/cm3, liquid
Melting point−99 °C (−146 °F; 174 K)
Boiling point118 °C (244 °F; 391 K)
Slightly soluble
0.63–0.7 g/100g at 20 °C
Vapor pressure13 mmHg (20 °C)[3]
−78.52·10−6 cm3/mol
Hazards
Flash point18 °C; 64 °F; 291 K[3]
Explosive limits1.3–10.5%[3]
Lethal dose or concentration (LD, LC):
4673 mg/kg (rabbit, oral)
13,400 mg/kg (rat, oral)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 150 ppm (700 mg/m3)[3]
REL (Recommended)
TWA 150 ppm (700 mg/m3)[3]
IDLH (Immediate danger)
1300 ppm[3]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

A common method for preparing isobutyl acetate isFischer 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, andsec-butyl acetate, which are also common solvents.

References

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