| Identification | More | [Name]
2-Octanone | [CAS]
111-13-7 | [Synonyms]
2-OCTANONE
FEMA 2802
HEXYL METHYL KETONE
METHYL HEXYL KETONE
METHYL HEXYL KETONE 90
METHYL N-HEXYL KETONE
MHK
N-HEXYL METHYL KETONE
OCTANONE,2-
SEC-OCTANONE
2-Octanon
2-oxooctane
femanumber2802
n-C6H13COCH3
octan-2-
Octan-2-one
2-OCTANONE 98+% FCC
2-OCTANONE OEKANAL
2-OCTANONE REAGENT GRADE 98%
2-OCTANONE, STANDARD FOR GC | [EINECS(EC#)]
203-837-1 | [Molecular Formula]
C8H16O | [MDL Number]
MFCD00009540 | [Molecular Weight]
128.21 | [MOL File]
111-13-7.mol |
| Chemical Properties | Back Directory | [Appearance]
liquid | [Melting point ]
-16 °C | [Boiling point ]
173 °C(lit.) | [density ]
0.819 g/mL at 25 °C(lit.)
| [vapor pressure ]
1.8-2.614hPa at 20-25℃ | [FEMA ]
2802 | [refractive index ]
n20/D 1.416(lit.)
| [Fp ]
133 °F
| [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
0.9g/l | [form ]
Liquid | [color ]
Clear colorless to very slightly yellow | [Odor]
at 10.00 % in dipropylene glycol. earthy weedy natural woody herbal | [Stability:]
Stable. Incompatible with strong oxidizing agents. Flammable. | [Odor Type]
earthy | [Water Solubility ]
0.9 g/L | [JECFA Number]
288 | [Merck ]
14,4711 | [BRN ]
635843 | [Dielectric constant]
7.4（100℃） | [LogP]
1.95-2.37 at 25℃ | [Uses]
Perfumes, high-boiling solvent, especiallyfor epoxy resin coatings, leather finishes, flavor-ing, odorant, antiblushing agent for nitrocelluloselacquers. | [CAS DataBase Reference]
111-13-7(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Octanone(111-13-7) | [EPA Substance Registry System]
111-13-7(EPA Substance) |
| Questions And Answer | Back Directory | [Synthesis]
1-Octyne (7.5 g) and formic acid (100 mL) were heated in an oil bath at 100 oC until all starting material was consumed. The progress of the reaction was monitored by GC analysis of the reaction solution. Quantitative GC analysis at the end of the reaction (6 h) indicated 92% yield of 2-octanone. The cooled reaction mixture was taken up with CH2Cl2 (170 mL), and the solution was washed with water, sodium carbonate solution, and water, dried over MgSO4, and evaporated in vacuo. The residue was distilled (bp 171–173 oC) to give 2-octanone (7.42 g, 85%).
Reference: Menashe, N.; Reshef, D.; Shvo, Y. J. Org. Chem. 1991, 56, 2912–2914. | [Description]
2-octanone is a kind of natural ketone found in many sources such as coco, baked peanuts, potato, cheese, beer, banana and oranges. It can be used as a flavor and fragrance ingredient. It is used in the field of fiber, medicine, pesticides and spices for the synthesis of fiber oil, defoamer and the preparation of surfactants, coal flotation agent.
| [References]
[1]Bangs, William E., and G. A. Reineccius. "Influence of Dryer In feed Matrices on the Retention of Volatile Flavor Compounds During Spray Drying." Journal of Food Science 47.1(1982):254-259. Kida, T, et al. "New cleavable surfactants derived from glucono-1,5-lactone. " Journal of the American Oil Chemists’ Society 71.7(1994):705-710.
[2]Tan, Guan Huat, and Lukman Bola Abdulra'uf. "Recent developments and applications of microextraction techniques for the analysis of pesticide residues in fruits and vegetables." Pesticides-Recent Trends in Pesticide Residue Assay. InTech, 2012.
|
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R21:Harmful in contact with skin.
R10:Flammable. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1224 3/PG 3
| [WGK Germany ]
1
| [RTECS ]
RH1484000
| [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29141990 | [Safety Profile]
Poison by ingestion.
Moderately toxic by intraperitoned route. A
sktn irritant. Flammable liquid when
exposed to heat, flame, or oxidizers. To
fight fire, use foam, alcohol foam. When
heated to decomposition it emits acrid
smoke and irritating fumes. See also
ETHER and KETONES. | [Hazardous Substances Data]
111-13-7(Hazardous Substances Data) | [Toxicity]
Both the acute oral LD50 in rats and the acute dermal LD50 in rabbits exceeded 5 g/kg (Moreno, 1973). |
| Hazard Information | Back Directory | [Chemical Properties]
2-Octanone has a floral and bitter, green, fruity (unripe apple) odor and bitter, camphoraceous taste. | [Chemical Properties]
Colorless liquid; pleasant odor; cam-phor taste. Insoluble in water; solublein alcohol, hydrocarbons, ether, esters, etc. Com-bustible. | [Occurrence]
Reported found in apple, apricot, banana, cranberry, grape, raisin, papaya, peach, raspberry, strawberry, leek,
peas, clove, wheat bread, many cheeses, butter, milk, cooked egg, yogurt, caviar, fatty fish, meats, beer, hop oil beer, cognac, rum,
grape wines, cocoa, coffee, tea, roasted filberts and peanuts, pecans, potato chips, oats, soybean, olive, beans, walnut, trassi, mushroom,
fig, rice, buckwheat, quince, sweet corn, corn oil, malt, wort, krill, Bourbon vanilla, mountain papaya, shrimp, crab, crayfish,
clam, truffle, maté and mastic gum oil. | [Definition]
ChEBI: A methyl ketone that is octane substituted by an oxo group at position 2. | [Preparation]
By oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at
330 to 340°C. | [Production Methods]
2-Octanone can be produced by oxidation of methyl hexyl
carbinol, 2-octanol, or 1-octene or by reductive condensation
of acetone with pentanol. Commercial samples can have a
purity of 98%. | [Aroma threshold values]
Detection: 41 to 62 ppb | [Taste threshold values]
Taste characteristics at 10 ppm: dairy, waxy, cheese, woody, mushroom and yeast. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 56, p. 5924, 1991 DOI: 10.1021/jo00020a040
Tetrahedron Letters, 26, p. 2107, 1985 DOI: 10.1016/S0040-4039(00)94791-9 | [General Description]
2-Octanone is a volatile flavor compound reported to be found in blue cheese, acerola fruit, blue crab and cray fish. | [Industrial uses]
Methyl n-hexyl ketone is used as solvent for vinyl compounds and dyes and is
suitable for dispersing dyes in light-weight petroleum oils for newsprint inks. |
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