Difference between revisions of "2-Octanone"
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{{Chembox | {{Chembox | ||
| − | | Name =2-Octanone | + | | Name = 2-Octanone |
| Reference = | | Reference = | ||
| − | | IUPACName =2- | + | | IUPACName = 2-Octanone |
| PIN = | | PIN = | ||
| SystematicName = | | SystematicName = | ||
| − | | OtherNames = | + | | OtherNames = Methyl hexyl ketone<br>Octan-2-one |
| − | + | ||
| − | + | ||
| − | + | ||
| − | + | ||
| − | + | ||
<!-- Images --> | <!-- Images --> | ||
| − | | ImageFile = | + | | ImageFile = 2-Octanone structure image.png |
| − | | ImageSize = | + | | ImageSize = 250 |
| ImageAlt = | | ImageAlt = | ||
| ImageName = | | ImageName = | ||
| + | | ImageCaption = 2-Octanone structure | ||
| ImageFile1 = | | ImageFile1 = | ||
| ImageSize1 = | | ImageSize1 = | ||
| Line 57: | Line 53: | ||
| BoilingPt_ref = | | BoilingPt_ref = | ||
| BoilingPt_notes = | | BoilingPt_notes = | ||
| − | | Density = .815-.817 g/cm<sup>3</sup> | + | | Density = 0.815-0.817 g/cm<sup>3</sup> |
| − | | Formula = | + | | Formula = C<sub>8</sub>H<sub>16</sub>O |
| HenryConstant = | | HenryConstant = | ||
| − | | LogP = | + | | LogP = 2.37 |
| − | | MolarMass = | + | | MolarMass = 128.215 g/mol |
| MeltingPt = | | MeltingPt = | ||
| − | | MeltingPtC = | + | | MeltingPtC = -16 |
| MeltingPt_ref = | | MeltingPt_ref = | ||
| MeltingPt_notes = | | MeltingPt_notes = | ||
| + | | Odor = Floral, green cheese-like | ||
| pKa = | | pKa = | ||
| pKb = | | pKb = | ||
| − | | Solubility = | + | | Solubility = 0.0899 g/100 ml (20 °C) |
| − | | SolubleOther = | + | | SolubleOther = Miscible with [[acetone]], [[diethyl ether]], [[ethanol]] |
| Solvent = | | Solvent = | ||
| − | | VaporPressure = | + | | VaporPressure = 1.35 mm Hg at 25 °C |
}} | }} | ||
| Section3 = {{Chembox Structure | | Section3 = {{Chembox Structure | ||
| Line 94: | Line 91: | ||
| AutoignitionPt = | | AutoignitionPt = | ||
| ExploLimits = | | ExploLimits = | ||
| − | | ExternalMSDS = | + | | ExternalMSDS = [https://www.docdroid.net/82bkf5s/2-octanone-sa.pdf.html Sigma-Aldrich] |
| − | | FlashPt = | + | | FlashPt = 52 °C (126 °F; 325 K) |
| LD50 = | | LD50 = | ||
| LC50 = | | LC50 = | ||
| − | | MainHazards = | + | | MainHazards = Irritant smell |
| NFPA-F = | | NFPA-F = | ||
| NFPA-H = | | NFPA-H = | ||
| Line 109: | Line 106: | ||
| OtherFunction = | | OtherFunction = | ||
| OtherFunction_label = | | OtherFunction_label = | ||
| − | | OtherCompounds = | + | | OtherCompounds = [[3-Octanone]] |
}} | }} | ||
}} | }} | ||
| Line 116: | Line 113: | ||
==Properties== | ==Properties== | ||
===Chemical=== | ===Chemical=== | ||
| − | + | 2-Octanone will burn in air to release [[carbon dioxide]] and water vapors. | |
===Physical=== | ===Physical=== | ||
| − | 2-Octanone is a clear, colorless liquid. It is oily and | + | 2-Octanone is a clear, colorless liquid. It is oily and barely soluble in water (0.899 g/L at 20 °C), although it will form emulsions. It is however soluble in alcohols and ether It has a strong odor which is reminiscent of fruity candy and blue (green) cheese, sometimes described as unripe apple.<ref>http://pubchem.ncbi.nlm.nih.gov/compound/2-octanone</ref> |
==Availability== | ==Availability== | ||
| Line 127: | Line 124: | ||
The simplest method of preparing 2-octanol is by the [[Jones oxidation]] of 2-octanol.<br> | The simplest method of preparing 2-octanol is by the [[Jones oxidation]] of 2-octanol.<br> | ||
(explanation of procedure will be posted here soon -zts16) | (explanation of procedure will be posted here soon -zts16) | ||
| + | |||
| + | Another method involves distilling sodium ricinoleate, obtained from castor oil, with [[sodium hydroxide]].<ref>Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 737</ref> | ||
==Projects== | ==Projects== | ||
*Haloform as a route to [[heptanoic acid]] | *Haloform as a route to [[heptanoic acid]] | ||
| − | * | + | *Fragrant compound collection |
==Handling== | ==Handling== | ||
| − | |||
===Safety=== | ===Safety=== | ||
2-Octanone is not hazardous to handle, although it has a very strong odor that can be unpleasant to have on the skin. | 2-Octanone is not hazardous to handle, although it has a very strong odor that can be unpleasant to have on the skin. | ||
| + | |||
===Storage=== | ===Storage=== | ||
| − | There are no special storage precautions. | + | There are no special storage precautions, any plastic or glass bottle is good. |
| + | |||
===Disposal=== | ===Disposal=== | ||
Spills of 2-octanone and glassware that has been used with it can be cleaned up easily using [[isopropanol]], [[acetone]], or a mixture of both. Afterwards it can be successfully mopped up with water. | Spills of 2-octanone and glassware that has been used with it can be cleaned up easily using [[isopropanol]], [[acetone]], or a mixture of both. Afterwards it can be successfully mopped up with water. | ||
| + | |||
| + | Complete neutralization can be done with an oxidizing mixture, like Fenton's reagent, by adding it in small amounts. Since it's not very flammable, it should be mixed with a more flammable solvent, like ethanol or acetone before burning it outside or in an incinerator. | ||
| + | |||
==References== | ==References== | ||
http://www.thegoodscentscompany.com/data/rw1001751.html | http://www.thegoodscentscompany.com/data/rw1001751.html | ||
<references/> | <references/> | ||
===Relevant Sciencemadness threads=== | ===Relevant Sciencemadness threads=== | ||
| + | *[http://www.sciencemadness.org/talk/viewthread.php?tid=27247 Oxidation of 2-octanol or 2-octanone to hexanoic acid] | ||
| + | |||
| + | [[Category:Chemical compounds]] | ||
| + | [[Category:Organic compounds]] | ||
| + | [[Category:Ketones]] | ||
| + | [[Category:Polar solvents]] | ||
| + | [[Category:Fragrant compounds]] | ||
| + | [[Category:Liquids]] | ||
Latest revision as of 21:21, 13 September 2020
 2-Octanone structure
| |
| Names | |
|---|---|
| IUPAC name
2-Octanone
| |
| Other names
Methyl hexyl ketone
Octan-2-one | |
| Properties | |
| C8H16O | |
| Molar mass | 128.215 g/mol |
| Appearance | Colorless liquid |
| Odor | Floral, green cheese-like |
| Density | 0.815-0.817 g/cm3 |
| Melting point | −16 °C (3 °F; 257 K) |
| Boiling point | 173–175 °C (343–347 °F; 446–448 K) |
| 0.0899 g/100 ml (20 °C) | |
| Solubility | Miscible with acetone, diethyl ether, ethanol |
| Vapor pressure | 1.35 mm Hg at 25 °C |
| Hazards | |
| Safety data sheet | Sigma-Aldrich |
| Flash point | 52 °C (126 °F; 325 K) |
| Related compounds | |
| Related compounds
|
3-Octanone |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
2-Octanone is an eight carbon ketone that is usually made from the oxidation of 2-octanol. It is a mobile, oily liquid with a pungent odor that can be unpleasant at high concentrations.
Contents
Properties
Chemical
2-Octanone will burn in air to release carbon dioxide and water vapors.
Physical
2-Octanone is a clear, colorless liquid. It is oily and barely soluble in water (0.899 g/L at 20 °C), although it will form emulsions. It is however soluble in alcohols and ether It has a strong odor which is reminiscent of fruity candy and blue (green) cheese, sometimes described as unripe apple.[1]
Availability
2-Octanone is only available from the major chemical suppliers and some specialty aroma compound companies.
Preparation
The simplest method of preparing 2-octanol is by the Jones oxidation of 2-octanol.
(explanation of procedure will be posted here soon -zts16)
Another method involves distilling sodium ricinoleate, obtained from castor oil, with sodium hydroxide.[2]
Projects
- Haloform as a route to heptanoic acid
- Fragrant compound collection
Handling
Safety
2-Octanone is not hazardous to handle, although it has a very strong odor that can be unpleasant to have on the skin.
Storage
There are no special storage precautions, any plastic or glass bottle is good.
Disposal
Spills of 2-octanone and glassware that has been used with it can be cleaned up easily using isopropanol, acetone, or a mixture of both. Afterwards it can be successfully mopped up with water.
Complete neutralization can be done with an oxidizing mixture, like Fenton's reagent, by adding it in small amounts. Since it's not very flammable, it should be mixed with a more flammable solvent, like ethanol or acetone before burning it outside or in an incinerator.
References
http://www.thegoodscentscompany.com/data/rw1001751.html
- ↑ http://pubchem.ncbi.nlm.nih.gov/compound/2-octanone
- ↑ Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 14th Edition. John Wiley & Sons, Inc. New York, NY 2001., p. 737
