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1-Dodecanol

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1-Dodecanol Basic information

Product Name:
1-Dodecanol
Synonyms:
  • RARECHEM AL BD 0157
  • TIMTEC-BB SBB008734
  • N-DODECYL ALCOHOL
  • 1-Hydroxydodecane
  • 1-DODECANOL 98+% A.C.S. REAGENT
  • LAURYL ALCOHOL 98+% FCC
  • 1-DODECANOL GC STANDARD
  • DodecylAlcohol,~98%
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
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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.)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
water: slightly soluble1g/L at 23°C
form 
Liquid
pka
15.20±0.10(Predicted)
color 
APHA: ≤10
Odor
Typical fatty alcohol odor; sweet.
explosive limit
4%
Water Solubility 
insoluble
JECFA Number
109
Merck 
14,3405
BRN 
1738860
InChIKey
LQZZUXJYWNFBMV-UHFFFAOYSA-N
CAS DataBase Reference
112-53-8(CAS DataBase Reference)
NIST Chemistry Reference
1-Dodecanol(112-53-8)
EPA Substance Registry System
1-Dodecanol (112-53-8)
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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 Temperature
500 °F
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29051700
Hazardous Substances Data
112-53-8(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 5000 mg/kg

MSDS

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1-Dodecanol Usage And Synthesis

Description

Lauryl 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 Properties

Lauryl alcohol has a characteristic fatty odor; unpleasant at high concentrations, but delicate and floral on dilution. It has a fatty, waxy flavor.

Chemical Properties

1-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 Properties

white low melting crystalline solid

Occurrence

Reported 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.

Uses

Used as esterification agent.

Uses

1-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.

Uses

1-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.

Definition

ChEBI: 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 Methods

1-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.

Preparation

Commercially prepared by hydrogenation of lauric acid; normally employed as a replacement for the corresponding aldehyde.

Aroma threshold values

Detection: 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 Description

Colorless thick liquid with a sweet odor. Floats on water. Freezing point is 75°F.

Reactivity Profile

Dodecyl 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 Hazard

Liquid will cause burning of the eyes and may irritate skin.

Chemical Reactivity

Reactivity 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 Profile

Moderately 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

Carcinogenicity

1-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.

Metabolism

See alcohol C-8.

Purification Methods

Crystallise 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-DodecanolSupplier

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