2-Nonanone

2-Nonanone Basic information
Product Name:2-Nonanone
Synonyms:METHYL-N-HEPTYL KETONE;METHYL HEPTYL KETONE;FEMA 2785;2-NONANONE;Nonan-2-on;2-Nonanone,97%;2-Nonanone,Heptyl methyl ketone;p-[3-(3-METHYLHEPTYL)]ETHYLBENZENE, TECH
CAS:821-55-6
MF:C9H18O
MW:142.24
EINECS:212-480-0
Product Categories:ketone;Industrial/Fine Chemicals
Mol File:821-55-6.mol
2-Nonanone Structure
2-Nonanone Chemical Properties
Melting point -21 °C (lit.)
Boiling point 192 °C/743 mmHg (lit.)
density 0.82 g/mL at 25 °C (lit.)
vapor density 4.9
vapor pressure 83.2Pa at 25℃
FEMA 2785 | 2-NONANONE
refractive index n20/D 1.421(lit.)
Fp 151 °F
storage temp. Store below +30°C.
solubility 0.37g/l
form Liquid
color Clear slightly yellow
Odorat 100.00 %. fresh sweet green weedy earthy herbal
Odor Typefruity
Water Solubility ca 0.5 g/L
JECFA Number292
BRN 1743645
LogP3.14
CAS DataBase Reference821-55-6(CAS DataBase Reference)
NIST Chemistry Reference2-Nonanone(821-55-6)
EPA Substance Registry System2-Nonanone (821-55-6)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-36-20
Safety Statements 26-36-39
RIDADR 1993
WGK Germany 1
RTECS RA8225000
TSCA Yes
HS Code 29141990
ToxicityLD50 orl-rat: 3200 mg/kg KODAK* -,-,71
MSDS Information
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2-Nonanone English
SigmaAldrich English
ACROS English
ALFA English
2-Nonanone Usage And Synthesis
Description2-Nonanone has a characteristic rue odor and a rose and teα-like flavor. May be prepared by dry distillation of barium caprylate and barium acetate at 0.5 - 2 mmHg; or by oxidation of methyl heptyl carbinol at room temperature using chromic acid; it can be isolated also from natural products by fractional distillation.
Chemical Properties2-Nonanone has a characteristic rue odor. It has a rose and tea-like flavor.
Chemical PropertiesClear slightly yellow liquid
OccurrenceReported found in the essential oil of rue (Ruta angustifolia Pers., R. bracteosa, R. Montana L. and R. gravelolens); also identified in the oil of carnation, in coconut oil and in the distillate from leaves of a variety of Boronia ledifolia; reported found in mixture with methyl nonyl ketone in the essential oil of Ruta chalepensis. Also reported found in banana, lemon peel oil, guava, grapes, raisin, melon, raspberry, strawberry fruit and jam, asparagus, leek, onion, cooked potato, tomato, clove, ginger, wheat bread, many cheeses, butter, yogurt, milk, cream, caviar, fatty fish, meats, hop oil, beer, rum, malt whiskey, grape wines, cognac, cocoa, coffee, tea, roasted filberts and peanuts, pecans, potato chips, soybean, coconut products, olive, passion fruit, trassi, Brazil nut, rice, quince, jackfruit, buckwheat, sweet corn, corn oil, wort, dried bonito, krill, cherimoya, Bourbon vanilla, shrimp, clams, scallop, crayfish, maté and mastic gum leaf and fruit oil
Uses2-Nonanone is used as a component of several food sources and can be used as a flavoring agent.
PreparationBy dry distillation of barium caprylate and barium acetate at 0.5 to 2 mmHg; by oxidation of methylheptyl carbinol at room temperature using chromic acid; it can be isolated also from natural products by fractional distillation
DefinitionChEBI: A methyl ketone that is nonane in which the methylene hydrogens at position 2 are replaced by an oxo group.
Aroma threshold valuesDetection: 5 to 200 ppb
Taste threshold valuesTaste characteristics at 20 ppm: cheesy, green, fruity, dairy, dirty, and buttery
Synthesis Reference(s)Journal of the American Chemical Society, 90, p. 5936, 1968 DOI: 10.1021/ja01023a070
Tetrahedron Letters, 29, p. 2885, 1988 DOI: 10.1016/0040-4039(88)85238-9
The Journal of Organic Chemistry, 58, p. 5003, 1993 DOI: 10.1021/jo00070a044
General DescriptionColorless liquid.
Air & Water ReactionsHighly flammable. Water insoluble.
Reactivity ProfileKetones, such as 2-Nonanone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.
Health HazardMay be harmful by inhalation, ingestion, or skin absorption. May cause eye and skin irritation.
Flammability and ExplosibilityNonflammable
Safety ProfileModerately toxic by ingestion.Combustible when exposed to heat or flame; can reactwith oxidizing materials. To fight fire, use foam, CO2, drychemical. When heated to decomposition it emits acridsmoke and irritating fumes.
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