ChemicalBook > CAS DataBase List > 1-Octadecanol

1-Octadecanol

Product Name
1-Octadecanol
CAS No.
112-92-5
Chemical Name
1-Octadecanol
Synonyms
STEARYL ALCOHOL;Ceteareth-20;OCTADECANOL;Octadecan-1-ol;Stenol;stearyl;STEARYLIC ALCOHOL;Stearol;n-Octadecanol;OCTADECYL ALCOHOL
CBNumber
CB4852872
Molecular Formula
C18H38O
Formula Weight
270.49
MOL File
112-92-5.mol
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1-Octadecanol Property

Melting point:
56-59 °C (lit.)
Boiling point:
210 °C15 mm Hg
Density 
0.812 g/mL at 25 °C (lit.)
vapor density 
9.3 (vs air)
vapor pressure 
<0.01 mm Hg ( 38 °C)
refractive index 
1.4356 (estimate)
Flash point:
185°C
storage temp. 
2-8°C
solubility 
methanol: soluble10mg/mL, clear, colorless
form 
Flakes
pka
15.20±0.10(Predicted)
Specific Gravity
0.812
color 
White
Odor
wh. unctuous flakes or gran., faint odor, bland taste
explosive limit
~8%
Water Solubility 
insoluble
Merck 
14,8805
BRN 
1362907
Dielectric constant
3.4(58℃)
LogP
7.4
CAS DataBase Reference
112-92-5(CAS DataBase Reference)
NIST Chemistry Reference
1-Octadecanol(112-92-5)
EPA Substance Registry System
1-Octadecanol (112-92-5)
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Safety

Safety Statements 
24/25
RIDADR 
UN 1986
WGK Germany 
-
RTECS 
RG2010000
Autoignition Temperature
842 °F
TSCA 
Yes
HS Code 
29051700
Hazardous Substances Data
112-92-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.07680
Product name
Stearyl alcohol
Purity
for synthesis
Packaging
100g
Price
$42.3
Updated
2024/03/01
Sigma-Aldrich
Product number
8.07680
Product name
Stearyl alcohol
Purity
for synthesis
Packaging
1kg
Price
$64
Updated
2024/03/01
Sigma-Aldrich
Product number
258768
Product name
1-Octadecanol
Purity
ReagentPlus , 99%
Packaging
5g
Price
$61
Updated
2024/03/01
Sigma-Aldrich
Product number
1622000
Product name
Stearyl alcohol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$383
Updated
2024/03/01
TCI Chemical
Product number
O0006
Product name
1-Octadecanol
Purity
>98.0%(GC)
Packaging
25g
Price
$19
Updated
2024/03/01
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1-Octadecanol Chemical Properties,Usage,Production

Chemical Properties

Stearyl alcohol, or 1-octadecanol, is an organic compound classified as a saturated fatty alcohol with the formula CH3(CH2)16CH2OH. It occurs as hard, white, waxy pieces, flakes, or granules, which have a slight characteristic odor and a bland taste. It is soluble in alcohol, acetone, and ether, but insoluble in water. Furthermore, it is combustible.

Uses

1-Octadecanol is used as a surfactant in cosmetics. It effectively moisturizes hands and face with pheohydrane, which is a complex derived from the microalgae Chlorella Vulgaris and hydrolyzed algin found in sea water. It is a saturated alcohol of high purity and can substitute for cetyl alcohol in pharmaceutical dispensing, in cosmetic creams, for emulsions, textile oils and finishes, as antifoam agent, lubricant, viscosity agent, builder, and chemical raw material.

Preparation

1-Octadecanol is prepared commercially via Ziegler aluminum alkyl hydrolysis or the catalytic, high-pressure hydrogenation of stearyl acid, followed by filtration and distillation. It may also be derived from natural fats and oils.

Definition

ChEBI: Octadecan-1-ol is a long-chain primary fatty alcohol consisting of a hydroxy function at C-1 of an unbranched saturated chain of 18 carbon atoms. It has a role as a plant metabolite, a human metabolite and an algal metabolite. It is a long-chain primary fatty alcohol, a fatty alcohol 18:0 and a primary alcohol. It derives from a hydride of an octadecane.

Production Methods

Historically, stearyl alcohol was prepared from sperm whale oil but is now largely prepared synthetically by reduction of ethyl stearate with lithium aluminum hydride.

Application

1-Octadecanol is a long chain primary alcohol that is used in the production of emulsions, textile oils, antifoam agents, and lubricants. Other large scale applications include the manufacture of alkyl amines, tertiary amines, ethoxylates, halides/mercaptans, and polymerization stabilizers. It generally occurs as a mixture of solid alcohols whose primary constituent is 1-octadecanol. It occurs naturally in sperm whale oil and has been isolated from the hyperthermophilic bacterium Pyrococcus furiosus.
1-Octadecanol has been used to model the plant epicuticular wax layer for an investigation by differential scanning calorimetry and Fourier transform infrared spectroscopy.
The use of 1-octadecanol to prepare microsphere formulations for such compounds as paclitaxel and indomethacin has been described.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 2438, 1984 DOI: 10.1021/jo00187a028
Synthetic Communications, 12, p. 463, 1982 DOI: 10.1080/00397918208065953

General Description

Mixed monolayers of 1-octadecanol and ethylene glycol monooctadecyl ether were studied to investigate their evaporation suppressing performance. The rate dependence of the collapse pressure for an octadecanolmonolayer using axisymmetric drop shape analysis has been investigated.

Health Hazard

Mildly toxic by ingestion. Questionable carcinogen with experimental neoplastigenic data. A skin and eye irritant.

Fire Hazard

Flammable when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Flammability and Explosibility

Not classified

Pharmaceutical Applications

1-Octadecanol is used in cosmetics and topical pharmaceutical creams and ointments as a stiffening agent. By increasing the viscosity of an emulsion, stearyl alcohol increases its stability. 1-Octadecanol also has some emollient and weak emulsifying properties, and is used to increase the water-holding capacity of ointments, e.g. petrolatum. In addition, 1-Octadecanol has been used in controlled-release tablets, suppositories, and microspheres.It has also been investigated for use as a transdermal penetration enhancer.

Safety

Stearyl alcohol is generally considered to be an innocuous, nontoxic material. However, adverse reactions to stearyl alcohol present in topical preparations have been reported. These include contact urticaria and hypersensitivity reactions, which are possibly due to impurities contained in stearyl alcohol rather than stearyl alcohol itself.
The probable lethal oral human dose is greater than 15 g/kg.
LD50 (rat, oral): 20 g/kg

Synthesis

1-Octadecanol is synthesized from Stearic acid, which may be obtained by saponification of Tallow, or hydrogenation of Cottonseed oil, from Castor oil or from other natural oils.

storage

Stearyl alcohol is stable to acids and alkalis and does not usually become rancid. It should be stored in a well-closed container in a cool, dry place.

Purification Methods

Crystallise octadecanol from MeOH, or dry Et2O and *C6H6, then fractionally distil it in vacuo. Also purify it by column chromatography. Free it from cetyl alcohol by zone refining. [Beilstein 1 IV 1888.]

Incompatibilities

Incompatible with strong oxidizing agents and strong acids.

References

[1] P. SELVIN THOMAS. Electrical properties of natural rubber nanocomposites: effect of 1-octadecanol functionalization of carbon nanotubes[J]. Journal of Materials Science, 2011. DOI:10.1007/s10853-011-6174-4
[2] DIANA N. H. TRAN. Molecular Interactions behind the Synergistic Effect in Mixed Monolayers of 1-Octadecanol and Ethylene Glycol Monooctadecyl Ether[J]. The Journal of Physical Chemistry B, 2013. DOI:10.1021/jp401027c
[3] Rowe, R.C., Sheskey, P.J., & Quinn, M. (1994). Handbook of Pharmaceutical Excipients.

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1-Octadecanol Suppliers

Extrasynthese
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France
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1333
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Portail Substances Chimiques
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webmestre-substances@ineris.fr
Country
France
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Carl Roth offre
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r.eckert@rothsochiel.fr
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France
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Interchim S.A.
Tel
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Fax
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Email
interchim@interchim.com
Country
France
ProdList
6302
Advantage
76
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View Lastest Price from 1-Octadecanol manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
1-Octadecanol 112-92-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-17
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1-Octadecanol 112-92-5
Price
US $40.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-19
Hebei Weibang Biotechnology Co., Ltd
Product
1-Octadecanol 112-92-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-01

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