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Butanone

Butanone[1]
Skeletal formula of butanone
Ball-and-stick model of butanone
Ball-and-stick model of butanone
Space-filling model of butanone
Space-filling model of butanone
methyl ethyl ketone
Names
Preferred IUPAC name
Butan-2-one[2]
Other names
  • 2-Butanone
  • Ethyl methyl ketone[2]
  • Ethylmethylketone
  • Methyl ethyl ketone (MEK; deprecated[2])
  • Methylpropanone
  • Methylacetone
Identifiers
3D model (JSmol)
741880
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.054 Edit this at Wikidata
25656
KEGG
RTECS number
  • EL6475000
UNII
UN number 1193
  • InChI=1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3 checkY
    Key: ZWEHNKRNPOVVGH-UHFFFAOYSA-N checkY
  • InChI=1/C4H8O/c1-3-4(2)5/h3H2,1-2H3
    Key: ZWEHNKRNPOVVGH-UHFFFAOYAW
  • O=C(C)CC
  • CCC(=O)C
Properties
C4H8O
Molar mass 72.107 g·mol−1
Appearance Colorless liquid
Odor Mint or acetone-like[3]
Density 0.8050 g/mL
Melting point −86 °C (−123 °F; 187 K)
Boiling point 79.64 °C (175.35 °F; 352.79 K)
27.5 g/100 mL
log P 0.37[4]
Vapor pressure 78 mmHg (20 °C)[3]
Acidity (pKa) 14.7
−45.58·10−6 cm3/mol
1.37880
Viscosity 0.43 cP
Structure
2.76 D
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark[5]
Danger[5]
H225, H319, H336[5]
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, P501[5]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
3
0
Flash point −9 °C (16 °F; 264 K)
505 °C (941 °F; 778 K)
Explosive limits 1.4–11.4%[3]
Lethal dose or concentration (LD, LC):
  • 2737 mg/kg (oral, rat)
  • 4050 mg/kg (oral, mouse)[6]
  • 12667 ppm (mammal)
  • 13333 ppm (mouse, 2 hr)
  • 7833 ppm (rat, 8 hr)[6]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 200 ppm (590 mg/m3)[3]
REL (Recommended)
 TWA 200 ppm (590 mg/m3) ST 300 ppm (885 mg/m3)[3]
IDLH (Immediate danger)
 3000 ppm[3]
Safety data sheet (SDS) Safety Data Sheet
Related compounds
Related ketones
 Acetone; 3-pentanone; 3-methylbutanone
Supplementary data page
Butanone (data page)
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 ?)

Butanone, also known as methyl ethyl ketone (MEK) or ethyl methyl ketone,[a] is an organic compound with the formula CH3C(O)CH2CH3. This colorless liquid ketone has a sharp, sweet odor reminiscent of acetone. It is produced industrially on a large scale, but occurs in nature only in trace amounts.[7] It is partially soluble in water, and is commonly used as an industrial solvent.[8] It is an isomer of another solvent, tetrahydrofuran.

  1. ^ Merck Index, 11th Edition, 5991.
  2. ^ a b c d Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 725. doi:10.1039/9781849733069-FP001 (inactive 2024-06-25). ISBN 978-0-85404-182-4.{{cite book}}: CS1 maint: DOI inactive as of June 2024 (link)
  3. ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0069". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ "butan-2-one_msds".
  5. ^ a b c d "Safety Data Sheet - Klean Strip - Methyl Ethyl Ketone (MEK)" (PDF). Kleanstrip.com. Klean Strip. 15 April 2015. Archived from the original (PDF) on 17 April 2018. Retrieved 5 November 2019.
  6. ^ a b "2-Butanone". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  7. ^ Wilhelm Neier, Guenter Strehlke "2-Butanone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002.
  8. ^ Cite error: The named reference TurnerMcCreery was invoked but never defined (see the help page).


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