1-Dodecanol

1-Dodecanol Basic information
Product Name:1-Dodecanol
Synonyms:Lipocol L;Lorol 11;Lorol 5;Lorol 7;Lorol C12;Lorol C12-C14;Lorol C8-C10 special;Lorol special
CAS:112-53-8
MF:C12H26O
MW:186.33
EINECS:203-982-0
Product Categories:Industrial/Fine Chemicals;1-Alkanols;Biochemistry;Higher Fatty Acids & Higher Alcohols;Monofunctional & alpha,omega-Bifunctional Alkanes;Monofunctional Alkanes;Saturated Higher Alcohols;Surfactant
Mol File:112-53-8.mol
1-Dodecanol Structure
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)
FEMA 2617 | LAURYL ALCOHOL
refractive index n20/D 1.442(lit.)
Fp >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%
Odor Typewaxy
Water Solubility insoluble
JECFA Number109
Merck 14,3405
BRN 1738860
InChIKeyLQZZUXJYWNFBMV-UHFFFAOYSA-N
LogP5.4 at 23℃
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
Hazard Codes Xi,N
Risk Statements 38-50-50/53-36/38-36/37/38
Safety Statements 61-37/39-29-26-60-36
RIDADR UN 3077 9/PG 3
WGK Germany 1
RTECS JR5775000
Autoignition Temperature500 °F
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29051700
Hazardous Substances Data112-53-8(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 5000 mg/kg
MSDS Information
ProviderLanguage
Dodecyl alcohol English
SigmaAldrich English
ACROS English
ALFA English
1-Dodecanol Usage And Synthesis
Physical properties1-Dodecanol is a white low melting 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 PropertiesLauryl alcohol has a characteristic fatty odor; unpleasant at high concentrations, but delicate and floral on dilution. 1-Dodecanol is a saturated 12-carbon fatty alcohol obtained from coconut oil fatty acids. It has a fatty, waxy flavor and is used in detergents, lubricating oils, and pharmaceuticals.
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.
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.
Uses1-Dodecanol is used as a cosmetic, textile auxiliaries, synthetic oil, emulsifiers and flotation agent of raw materials, a detergent raw material, a foaming agent of the toothpaste.
PreparationCommercially 1-Dodecanol may be prepared by hydrogenation of lauric acid; normally employed as a replacement for the corresponding aldehyde.
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.
DefinitionChEBI: 1-Dodecanol is 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.
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.
Flammability and ExplosibilityNonflammable
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.
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.]
n-Dodecyl alcohol, ethoxylated and sulfated, triethanolamine salt BRASSIDIC ACID HEXADECANOIC ACID-1-13C Dodecyl gallate 4-HEXADECYLOXYBENZOIC ACID DODECANOIC ACID-1-13C 5-DODECANOL 1-Dodecanol acetate,Dodecanol acetate,Dodecyl alcohol, acetate Fatty acids, rape-oil, reaction products with hexakis(methoxymethyl)melamine and 2-octyl-1-dodecanol HEXADECANEDIOIC ACID n-Dodecyl alcohol phosphate,n-Dodecyl alcohol, phosphated n-Dodecyl alcohol, sulfated, salts AGARIC ACID 12-Bromododecanoic acid 1H,1H-PERFLUORO-1-DODECANOL 96%,1H,1H-PERFLUORO-1-DODECANOL Sodium Palmitate (S)-(+)-2-DODECANOL COCO-CAPRYLATE/CAPRATE Dodecanol

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