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2-Hexanone

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2-Hexanone[1][2]
Skeletal formula of hexan-2-one
Ball-and-stick model of hexan-2-one
Names
Preferred IUPAC name
Hexan-2-one
Other names
Methyl butyl ketone; Methyl n-butyl ketone; MNBK; Butyl methyl ketone; MBK; n-Butyl methyl ketone; Propylacetone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.008.848 Edit this at Wikidata
EC Number
  • 209-731-1
RTECS number
  • MP1400000
UNII
  • InChI=1S/C6H12O/c1-3-4-5-6(2)7/h3-5H2,1-2H3 checkY
    Key: QQZOPKMRPOGIEB-UHFFFAOYSA-N checkY
  • InChI=1/C6H12O/c1-3-4-5-6(2)7/h3-5H2,1-2H3
    Key: QQZOPKMRPOGIEB-UHFFFAOYAQ
  • O=C(C)CCCC
Properties
C6H12O
Molar mass 100.161 g·mol−1
Appearance Colorless to light yellow liquid
Odor sharp, acetone-like[3]
Density 0.8113 g/cm3
Melting point −55.5 °C (−67.9 °F; 217.7 K)
Boiling point 127.6 °C (261.7 °F; 400.8 K)
1.4% (14 g/L)
Vapor pressure 1.3 kPa (20 °C)
-69.1·10−6 cm3/mol
1.403 (20 °C)
Viscosity 0.63 mPa·s (20 °C)
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Danger
H226, H336, H361f, H372
P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P303+P361+P353, P304+P340, P308+P313, P312, P314, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 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
2
3
0
Flash point 25 °C (77 °F; 298 K)
423 °C (793 °F; 696 K)
Explosive limits ?-8%[3]
Lethal dose or concentration (LD, LC):
2590 mg/kg (oral, rat)
2430 mg/kg (oral, mouse)
4860 mg/kg (dermal, rabbit)
2590 mg/kg (oral, guinea pig)[4]
914 mg/kg (rat, oral)[4]
8000 ppm (rat, 4 hr)[4]
20,000 ppm (guinea pig, 70 min)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 100 ppm (410 mg/m3)[3]
REL (Recommended)
 TWA 1 ppm (4 mg/m3)[3]
IDLH (Immediate danger)
 1600 ppm[3]
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 ?)

2-Hexanone (methyl butyl ketone, MBK) is a ketone used as a general solvent and in paints. It dissolves cellulose nitrate, vinyl polymers and copolymers, and natural and synthetic resins. It is recommended as a solvent because it is photochemically inactive;[5] however it has a very low safe threshold limit value. 2-Hexanone is absorbed through the lungs, orally and dermally and its metabolite, 2,5-hexanedione, is neurotoxic.[6] Animal tests have shown that the neurotoxic effect of 2-hexanone may be potentiated by simultaneous administration of 2-butanone (methyl ethyl ketone, MEK).[7]

References

[edit]
  1. ^ Merck Index, 11th Edition, 5955.
  2. ^ CRC Handbook of Chemistry and Physics, 75th ed. (1995)
  3. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0325". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b c d "2-Hexanone". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  5. ^ Dieter Stoye (2007), "Solvents", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 56
  6. ^ Jerrold B. Leikin; Frank P. Paloucek (2008), "2-Hexanone", Poisoning and Toxicology Handbook (4th ed.), Informa, p. 737
  7. ^ Wilhelm Neier; Günter Strehlke (2007), "2-Butanone", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 6
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