1-Nonanol

1-Nonanol
  • CAS No.:143-08-8
Other grades of this product :
1-Nonanol Basic information
Description Toxicity Metabolism of action Methods of Manufacturing References
Product Name:1-Nonanol
Synonyms:Alcohol C9, Nonyl alcohol;n-Nonan-1-ol;n-Nonanol;1-Nonanol, Alcohol C9, Nonyl alcohol;Nonyi alcohol;1-Nonanol,97%;Nonyl alcohol,1-Nonanol, Alcohol C9, Nonyl alcohol;1-NONANOL FOR SYNTHESIS 250 ML
CAS:143-08-8
MF:C9H20O
MW:144.25
EINECS:205-583-7
Product Categories:1-Alkanols;Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes
Mol File:143-08-8.mol
1-Nonanol Chemical Properties
Melting point -8--6 °C (lit.)
Boiling point 215 °C (lit.)
density 0.827 g/mL at 25 °C (lit.)
vapor density 5 (vs air)
vapor pressure 13 mm Hg ( 104 °C)
refractive index n20/D 1.433(lit.)
FEMA 2789 | NONYL ALCOHOL
Fp 208 °F
storage temp. Store below +30°C.
solubility 69.54mg/l
form Liquid
pka15.22±0.10(Predicted)
color Clear colorless
OdorRose-citrus.
Odor Threshold0.0009ppm
explosive limit0.80-6.10%(V)
Water Solubility 1 g/L (20 ºC)
Merck 14,6679
JECFA Number100
BRN 969213
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
LogP4.59 at 20℃
CAS DataBase Reference143-08-8(CAS DataBase Reference)
NIST Chemistry Reference1-Nonanol(143-08-8)
EPA Substance Registry System1-Nonanol (143-08-8)
Safety Information
Hazard Codes Xn,N,Xi
Risk Statements 20-51/53-36
Safety Statements 23-24/25-61-29-39-26-25
RIDADR UN 3082 9/PG 3
WGK Germany 2
RTECS RB1575000
Autoignition Temperature237 °C
TSCA Yes
HS Code 2905 19 00
HazardClass 9
PackingGroup III
Hazardous Substances Data143-08-8(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 3560 mg/kg LD50 dermal Rabbit 2960 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
1-Nonanol Usage And Synthesis
Description1-Nonanol is a straight chain fatty alcohol with nine carbon atoms and the molecular formula CH3(CH2)8OH. It is a colorless to slightly yellow liquid with a citrus odor similar to citronella oil. Nonanol occurs naturally in the orange oil. The primary use of nonanol is in the manufacture of artificial lemon oil. Various esters of nonanol, such as nonyl acetate, are used in perfumery and flavors. Nonanol floats on water and its freezing point 23°F.
Toxicity1-Nonanol shares similar toxicological properties to those of other primary alcohols. It is poorly absorbed through the skin and is severely irritating to the eyes. Vapors can be damaging to the lungs, causing pulmonary edema in severe cases. Oral exposure results in symptoms similar to those of ethanol intoxication, and like ethanol consumption, can cause liver damage.
Metabolism of actionNonanol, like other primary alcohols, undergoes two general reactions in vivo. The first is oxidation to the carboxylic acid derivative and next the direct conjugation with glucuronic acid. It was reported that nonanol undergoes direct glucuronic conjugation to the extent of 4.1%. This oxidation proceeds with very little inhibition as opposed to that shown by methyl amyl alcohol and 2-ethyl butyl alcohol which form ester glucuronides.
Methods of ManufacturingMade by sodium or high-pressure catalytic reduction of esters of pelargonic acid; hydroformylation of C8 linear alpha-olefins or internal olefins (occurs in a mixt); natural constituent of rose, grapefruit & orange oils.
References1.https://en.wikipedia.org/wiki/1-Nonanol 2. https://pubchem.ncbi.nlm.nih.gov/compound/1-Nonanol#section=Non-Human-Toxicity-Values
DescriptionNonyl alcohol has a characteristic rose-orange odor and a slightly fatty, bitter taste reminiscent of orange. May be synthesized by reduction of ethyl pelargonate; from heptaldehyde via heptanol and heptylmagnesium bromide with ethylene oxide.
Chemical PropertiesNonyl alcohol has a characteristic rose–orange odor and a slightly fatty, bitter taste reminiscent of orange.
Chemical Propertiescolourless to light yellow liquid
Chemical Properties1-Nonanol is found in a number of citrus oils. It is a liquid.
OccurrenceReported as occurring frequently in nature, free or esterified; in the essential oils of grapefruit, Guinea sweet orange, Italian and Israeli sweet orange, bitter orange; and in oak musk concrete. Also reported found in apple, citrus juices, many berries, currants, guava, grapes, papaya, melon, pineapple, asparagus, cucumber, leek, peas, potato, cheeses, butter, milk, cooked chicken, beef and pork, hop oil, beer, rum, grape wines, tea, pecan, peanut oil, soybean, olive, plum, rose apple, beans, mushroom, starfruit, cauliflower, tamarind, fig, cardamom, rice, prickly pear, sweet corn, malt, cherimoya, clary sage, oysters, crab, crayfish, clam, nectarine, mate, pepino fruit (Solanum muricatum), apricot, tobacco, and wheat bread.
Uses1-Nonanol is an chain fatty acid alcohol that naturally occurs in oil of orange. 1-Nonanol is used in the manufacture of artificial lemon oil.
UsesIn manufacture of artificial lemon oil.
Uses1-Nonanol is an chain fatty acid alcohol that naturally occurs in oil of orange. 1-Nonanol is used in the manufacture of artificial lemon oil.
PreparationBy reduction of ethyl pelargonate; from heptaldehyde via heptanol and heptylmagnesium bromide with ethylene oxide.
Production Methods1-Nonanol is produced by the high-pressure catalytic reduction of esters of pelargonic acid.
Aroma threshold valuesDetection: 50 to 90 ppb; aroma characteristics at 1.0%: intensely waxy, sweet, green, citrus, orange-like, creamy with fruity nuances of tamarind and melon.
Taste threshold valuesTaste characteristics at 0.5 to 1.0 ppm: waxy, green, coconut, cheese, milky and creamy with citrus orange nuances.
Synthesis Reference(s)Tetrahedron Letters, 32, p. 4235, 1991 DOI: 10.1016/S0040-4039(00)92136-1
General DescriptionColorless liquid with a rose or fruity odor. Floats on water. Freezing point 23°F.
Reactivity Profile1-Nonanol is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.
Health HazardLiquid irritates eyes.
Flammability and ExplosibilityNotclassified
Chemical ReactivityReactivity with Water: No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety ProfileMddly toxic by ingestion, skin contact, and inhalation. Experimental reproductive effects. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOLS.
MetabolismSee alcohol C-8

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