1-Dodecanol Property

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

pka

15.20±0.10(Predicted)

color 

APHA: ≤10

Odor

Typical fatty alcohol odor; sweet.

Odor Type

waxy

explosive limit

4%

Water Solubility 

insoluble

Merck 

14,3405

JECFA Number

109

BRN 

1738860

Dielectric constant

6.5（24℃）

InChIKey

LQZZUXJYWNFBMV-UHFFFAOYSA-N

LogP

5.4 at 23℃

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)

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

1-Dodecanol Chemical Properties,Usage,Production

Chemical Properties

Lauryl 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.

Physical properties

1-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.

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

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.

Preparation

Commercially 1-Dodecanol may be prepared by hydrogenation of lauric acid; normally employed as a replacement for the corresponding aldehyde.

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.

Definition

ChEBI: 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 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.

Flammability and Explosibility

Non flammable

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.

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.]