1-Nonanol

1-Nonanol Basic information
Product Name:1-Nonanol
Synonyms:Alcohol C9, Nonyl alcohol;n-Nonan-1-ol;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;1-NONANOL FOR SYNTHESIS 100 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 Structure
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)
FEMA 2789 | NONYL ALCOHOL
refractive index n20/D 1.433(lit.)
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)
Odor Typefloral
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
ACROS English
SigmaAldrich 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.
Chemical Properties1-Nonanol is a colourless to light yellow liquid that has a characteristic rose-orange odor and a slightly fatty, bitter taste reminiscent of orange. It can be found in several citrus oils.
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.
Production Methods1-Nonanol is produced by the high-pressure catalytic reduction of esters of pelargonic acid.
DefinitionChEBI: Nonan-1-ol is a fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of nine carbon atoms. It has been isolated as a component of volatile oils from plants like Hordeum vulgare. It has a role as a plant metabolite and a volatile oil component. It derives from a hydride of a nonane.
Preparation1-Nonanol can be synthesized by reduction of ethyl pelargonate; from heptaldehyde via heptanol and heptylmagnesium bromide with ethylene oxide.
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
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. Nonanol, 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.
References1.https://en.wikipedia.org/wiki/1-Nonanol
2. https://pubchem.ncbi.nlm.nih.gov/compound/1-Nonanol#section=Non-Human-Toxicity-Values
3-ethyl-3-azabicyclo[3.3.1]nonan-9-ol Dodecyl gallate 4-HEXADECYLOXYBENZOIC ACID DODECANOIC ACID-1-13C TRANS-11-OCTADECENOIC ACID (-)-TRANS-MYRTANOL 3-aminobicyclo[3.3.1]nonan-9-ol ETHYL CYCLOHEXANEPROPIONATE METHYL O-METHYLPODOCARPATE 11-PHENOXYUNDECANOIC ACID 7-METHYL-1-OCTANOL AGARIC ACID AURORA KA-477 12-Bromododecanoic acid 4-CYCLOHEXYL-1-BUTANOL 4-CYCLOHEXYLBUTYRIC ACID 3-azabicyclo[3.3.1]nonan-9-ol CYCLOOCTANEMETHANOL

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