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1-Dodecanol

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1-Dodecanol Basic information
1-Dodecanol Chemical Properties
  • Melting point:22-26 °C(lit.)
  • Boiling point:260-262 °C(lit.)
  • Density 0.833 g/mL at 25 °C(lit.)
  • vapor density 7.4 (vs air)
  • vapor pressure 0.1 mm Hg ( 20 °C)
  • refractive index n20/D 1.442(lit.)
  • FEMA 2617 | LAURYL ALCOHOL
  • Flash point:>230 °F
  • storage temp. Store below +30°C.
  • solubility water: slightly soluble1g/L at 23°C
  • form Liquid
  • pka15.20±0.10(Predicted)
  • color APHA: ≤10
  • OdorTypical fatty alcohol odor; sweet.
  • explosive limit4%
  • Water Solubility insoluble
  • Merck 14,3405
  • JECFA Number109
  • BRN 1738860
  • InChIKeyLQZZUXJYWNFBMV-UHFFFAOYSA-N
  • CAS DataBase Reference112-53-8(CAS DataBase Reference)
  • NIST Chemistry Reference1-Dodecanol(112-53-8)
  • EPA Substance Registry System1-Dodecanol (112-53-8)
Safety Information
MSDS
1-Dodecanol Usage And Synthesis
  • DescriptionLauryl alcohol has a characteristic fatty odor. It is unpleasant at high concentrations but delicate and floral on dilution. It has a fatty, waxy flavor. It may be prepared by hydrogenation of lauric acid; normally employed as a replacement for the corresponding aldehyde.
  • Chemical PropertiesLauryl alcohol has a characteristic fatty odor; unpleasant at high concentrations, but delicate and floral on dilution. It has a fatty, waxy flavor.
  • Chemical Properties1-Dodecanol is a crystalline solid that has a melting point of 24°C.The air odor threshold for dodecyl alcohol (isomer not specified) is reported to be 7.1 ppb.
  • Chemical Propertieswhite low melting crystalline solid
  • OccurrenceReported found in the oil of Mexican lime and in the oil from flowers of Furcraea gigantean. Also reported found in apple, banana, sour cherry, citrus peel oils, melon, pineapple, potato, thymus, cheeses, butter, milk powder, chicken and beef fat, cooked pork, beer, whiskies, white wine, peanuts, beans, mushrooms, mango, coriander seed and leaf, rice, Bourbon vanilla, endive, crab, clam, Cape gooseberry, pawpaw and maté.
  • UsesUsed as esterification agent.
  • Uses1-Dodecanol is used in chemical formulations for a variety of purposes, including as an emulsion stabilizer, a skin-conditioning emollient, and a viscosity-increasing agent.
  • DefinitionChEBI: A fatty alcohol that is dodecane in which a hydrogen from one of the methyl groups is replaced by a hydroxy group. It is registered for use in apple and pear orchards as a Lepidopteran pheromone/sex attractant, used to disrupt the mating behaviour of certa n moths whose larvae destroy crops.
  • Production Methods1-Dodecanol is produced commercially by the oxo process and from ethylene by the Ziegler process, which involves oxidation of trialkylaluminum compounds. It can also be produced by sodium reduction or high-pressure hydrogenation of esters of naturally occurring lauric acid.
  • PreparationCommercially prepared by hydrogenation of lauric acid; normally employed as a replacement for the corresponding aldehyde.
  • Aroma threshold valuesDetection: 73 to 820 ppb
  • Synthesis Reference(s)Journal of the American Chemical Society, 108, p. 6036, 1986 DOI: 10.1021/ja00279a061
    Tetrahedron Letters, 37, p. 3623, 1996 DOI: 10.1016/0040-4039(96)00652-1
  • General DescriptionColorless thick liquid with a sweet odor. Floats on water. Freezing point is 75°F.
  • Reactivity ProfileDodecyl alcohol 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 will cause burning of the eyes and may irritate skin.
  • 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 ProfileModerately toxic by intraperitoneal route. Mildly toxic by ingestion. A severe human skin irritant. Questionable carcinogen with experimental tumorigenic data. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use dry chemical, CO2. When heated to decomposition it emits acrid smoke and irritating fumes
  • Carcinogenicity1-Dodecanol showed weak tumor-promoting activity when applied three times a week for 60 weeks to the skin of mice that had previously received an initiating dose of dimethylbenz[a]anthracene. Papillomas developed in 2 of 30 mice after 39 and 49 weeks of treatment.
  • MetabolismSee alcohol C-8.
  • Purification MethodsCrystallise dodecanol from aqueous EtOH, and distil it through a spinning-band column under vacuum. [Ford & Marvel Org Synth 10 62 1930, Beilstein 1 IV 1844.]
1-Dodecanol Preparation Products And Raw materials
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