2-Octanone CAS 111-13-7
Introduction：Basic information about 2-Octanone CAS 111-13-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Octanone Basic informationSynthesis References
| Product Name: | 2-Octanone |
| Synonyms: | 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 |
| CAS: | 111-13-7 |
| MF: | C8H16O |
| MW: | 128.21 |
| EINECS: | 203-837-1 |
| Product Categories: | |
| Mol File: | 111-13-7.mol |
2-Octanone Chemical Properties
| 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℃ |
| refractive index | n |
| FEMA | 2802 | 2-OCTANONE |
| 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 |
| Odor Type | earthy |
| biological source | synthetic |
| Water Solubility | 0.9 g/L |
| Merck | 14,4711 |
| JECFA Number | 288 |
| BRN | 635843 |
| Dielectric constant | 7.4（100℃） |
| Stability: | Stable. Incompatible with strong oxidizing agents. Flammable. |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3 |
| InChIKey | ZPVFWPFBNIEHGJ-UHFFFAOYSA-N |
| SMILES | CCCCCCC(C)=O |
| LogP | 1.95-2.37 at 25℃ |
| CAS DataBase Reference | 111-13-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Octanone(111-13-7) |
| EPA Substance Registry System | 2-Octanone (111-13-7) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 21-10 |
| Safety Statements | 36/37-16 |
| RIDADR | UN 1224 3/PG 3 |
| WGK Germany | 1 |
| RTECS | RH1484000 |
| TSCA | TSCA listed |
| HazardClass | 3 |
| PackingGroup | III |
| HS Code | 29141990 |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Acute Tox. 4 Dermal Flam. Liq. 3 |
| 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). |
| 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. |
| 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. |
| Description | 2-Octanone has a floral and bitter, green, fruity (unripe apple) odorwith a bitter camphoraceous taste. May be synthesized by theoxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid;also by oxidation of 2-octanol over zinc oxide at 330 - 340°C. |
| Chemical Properties | 2-Octanone has a floral and bitter, green, fruity (unripe apple) odor and bitter, camphoraceous 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. |
| Uses | 2-Octanone is used in perfumes, high-boiling solvent, especially for epoxy resin coatings and in leather finishes. It is used in flavoring, odorant. It can act as antiblushing agent for nitrocellulose lacquers. |
| Uses | 2-Octanone may be used as an analytical reference standard for the quantification of the analyte in sugar-cane spirits and rum samples and whey protein concentrate using chromatography based techniques. |
| Production Methods | 2-Octanone can be produced by oxidation of methyl hexylcarbinol, 2-octanol, or 1-octene or by reductive condensationof acetone with pentanol. Commercial samples can have apurity of 98%. |
| Preparation | By oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at330 to 340°C. |
| Definition | ChEBI: A methyl ketone that is octane substituted by an oxo group at position 2. |
| 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 issuitable for dispersing dyes in light-weight petroleum oils for newsprint inks. |
| Safety Profile | Poison by ingestion.Moderately toxic by intraperitoned route. Asktn irritant. Flammable liquid whenexposed to heat, flame, or oxidizers. Tofight fire, use foam, alcohol foam. Whenheated to decomposition it emits acridsmoke and irritating fumes. See alsoETHER and KETONES. |
| Toxics Screening Level | The initial threshold screening level (ITSL) for 2-octanon~ (also known as methyl hexyl ketone) is being established at 7 μg/m3 based on an annual averaging time. |
2-Octanone Preparation Products And Raw materials
| Raw materials | Castor oil-->DL-2-Octanol |
| Preparation Products | UNDECANE,5-METHYL--->CIS-2-OCTENE-->3-OCTEN-2-ONE-->N-OCTANE-->2-OCTYNE-->(3E)-3-hydroxyiminooctan-2-one |
