2-Pentanone

2-Pentanone or methyl propyl ketone (MPK) is a ketone and solvent of minor importance. It is comparable to methyl ethyl ketone, but has a lower solvency and is more expensive.[3] It occurs naturally in Nicotiana tabacum (Tobacco)[4] and blue cheese as a metabolic product of Penicillium mold growth.[5]

2-Pentanone
Skeletal formula of 2-pentanone
Ball-and-stick model of 2-pentanone
Names
Preferred IUPAC name
Pentan-2-one
Other names
methyl propyl ketone
2-pentanone
MPK
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.208
KEGG
RTECS number CY1400000
UNII
Properties
C5H10O
Molar mass 86.13 g/mol
Appearance Colorless liquid
Odor resembling acetone
Density 0.809 g/ml
Melting point −78 °C (−108 °F; 195 K)
Boiling point 102 °C (216 °F; 375 K)
6% (20°C)[1]
Vapor pressure 3.6 kPa (20 °C)
-57.41·10−6 cm3/mol
1.390 (20 °C)
Viscosity 0.50 mPa·s (20 °C)
Hazards
Flash point 10 °C (50 °F)
Explosive limits 1.5%-8.2%[1]
Lethal dose or concentration (LD, LC):
1600 mg/kg (rat, oral)
1600 mg/kg (mouse, oral)[2]
50,000 ppm (guinea pig, 50 min)
13,000 ppm (guinea pig, 5 hr)[2]
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 200 ppm (700 mg/m3)[1]
REL (Recommended)
TWA 150 ppm (530 mg/m3)[1]
IDLH (Immediate danger)
1500 ppm[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0488". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b "2-Pentanone". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Dieter Stoye (2007), "Solvents", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, pp. 55–56
  4. ^ T. C. Tso (2007), "Tobacco", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 19
  5. ^ "WebExhibits: Methyl ketones".
3-Methyl-2-pentanone

3-Methyl-2-pentanone (methyl sec-butyl ketone) is an aliphatic ketone and isomer of 2-hexanone. It is used as a solvent and as an intermediate for syntheses. Its industrial importance is low. It is produced by base-catalyzed aldol condensation of 2-butanone with acetaldehyde, forming 4-hydroxy-3-methyl-2-pentanone, which is dehydrated to 3-methyl-3-penten-2-one over an acid catalyst, followed by hydrogenation over a palladium catalyst.

3-Methyl-3-penten-2-one

3-Methyl-3-penten-2-one is an unsaturated aliphatic ketone. It is an isomer of mesityl oxide and isomesityl oxide. It is a precursor of 3-methyl-2-pentanone (methyl sec-butyl ketone) and is obtained by acid-catalyzed dehydration of 4-hydroxy-3-methyl-2-pentanone. It is used as an intermediate in organic chemistry syntheses.

3-Pentanone

3-Pentanone (also known as diethyl ketone) is a simple, symmetrical dialkyl ketone. It is a colorless liquid ketone with an odor like that of acetone. It is soluble in about 25 parts water, but miscible with organic solvents. It is mainly used as a solvent in paint and a precursor to vitamin E. Two related and more important ketones are 2-pentanone and methyl isopropyl ketone.

4-Mercapto-4-methyl-2-pentanone

4-Mercapto-4-methyl-2-pentanone is an aroma compound with the chemical formula C6H12OS . It has a tropical flavor. It is found in Sauvignon wines.

Beta-diketone hydrolase

In enzymology, a beta-diketone hydrolase (EC 3.7.1.7) is an enzyme that catalyzes the chemical reaction

nonane-4,6-dione + H2O pentan-2-one + butanoate

Thus, the two substrates of this enzyme are nonane-4,6-dione and H2O, whereas its two products are 2-pentanone and butanoate.

This enzyme belongs to the family of hydrolases, specifically those acting on carbon-carbon bonds in ketonic substances. The systematic name of this enzyme class is nonane-4,6-dione acylhydrolase. This enzyme is also called oxidized PVA hydrolase.

Diacetone alcohol

Diacetone alcohol is a chemical compound with the formula CH3C(O)CH2C(OH)(CH3)2, sometimes called DAA. This liquid is a common synthetic intermediate used for the preparation of other compounds, and is also used as a solvent.

It occurs naturally in Achnatherum robustum.

Heptanone

Heptanone may refer to the following ketones with seven carbon atoms the formula C7H14O:

2-Heptanone (Methyl amyl ketone)

5-Methyl-2-hexanone (Methyl isoamyl ketone)

4-Methyl-2-hexanone (Methyl 2-methylbutyl ketone)

3-Methyl-2-hexanone (Methyl 1-methylbutyl ketone)

3,3-Dimethyl-2-pentanone

4,4-Dimethyl-2-pentanone (Methyl neopentyl ketone)

3,4-Dimethyl-2-pentanone

3-Heptanone

2,4-Dimethyl-3-pentanone (Diisopropyl ketone)

4-Heptanone

2-Methyl-3-hexanone (Isopropyl propyl ketone)

4-Methyl-3-hexanone (Ethyl sec-butyl ketone)

5-Methyl-3-hexanone (Ethyl isobutyl ketone)

Hexanone

Hexanone may refer to the following ketones containing six carbon atoms:

2-Hexanone (Methyl butyl ketone, MBK)

4-Methyl-2-pentanone (Methyl isobutyl ketone, MIBK)

3-Methyl-2-pentanone (Methyl sec-butyl ketone)

3,3-Dimethyl-2-butanone (Methyl tert-butyl ketone, Pinacolone)

3-Hexanone (Ethyl propyl ketone)

2-Methyl-3-pentanone (Ethyl isopropyl ketone)

K

K (named kay ) is the eleventh letter of the modern English alphabet and the ISO basic Latin alphabet. In English, the letter K usually represents the voiceless velar plosive.

Methyl isobutyl ketone

Methyl isobutyl ketone (MIBK) is the organic compound with the formula (CH3)2CHCH2C(O)CH3. This colourless liquid, a ketone, is used as a solvent for gums, resins, paints, varnishes, lacquers, and nitrocellulose.

Pentanone

Pentanone may refer to the following ketones containing five carbon atoms:

2-Pentanone (Methyl propyl ketone, MPK)

3-Methyl-2-butanone (Methyl isopropyl ketone, MIPK)

3-Pentanone (Diethyl ketone, DEK)

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