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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
Molecular Weight:
270.49
MDL Number:
MFCD00002823
MOL File:
112-92-5.mol
Last updated:2024-04-19 20:05:26

1-Octadecanol Properties

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
Viscosity 4.006mm2/s
explosive limit ~8%
Water Solubility insoluble
Merck 14,8805
BRN 1362907
Dielectric constant 3.4(58℃)
LogP 7.4
Substances Added to Food (formerly EAFUS) STEARYL ALCOHOL
FDA 21 CFR 172.755; 175.300; 176.200; 177.1200; 310.545
CAS DataBase Reference 112-92-5(CAS DataBase Reference)
EWG's Food Scores 1-3
FDA UNII 2KR89I4H1Y
NIST Chemistry Reference 1-Octadecanol(112-92-5)
EPA Substance Registry System 1-Octadecanol (112-92-5)
Cosmetics Info Stearyl Alcohol

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
RIDADR  UN 1986
WGK Germany  -
RTECS  RG2010000
Autoignition Temperature 842 °F
TSCA  Yes
HS Code  29051700
Toxicity LD50 orally in Rabbit: > 2000 mg/kg
NFPA 704
0
0 0

1-Octadecanol price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.07680 Stearyl alcohol for synthesis 112-92-5 100g $42.3 2024-03-01 Buy
Sigma-Aldrich 8.07680 Stearyl alcohol for synthesis 112-92-5 1kg $64 2024-03-01 Buy
Sigma-Aldrich 258768 1-Octadecanol ReagentPlus , 99% 112-92-5 5g $61 2024-03-01 Buy
Sigma-Aldrich 1622000 Stearyl alcohol United States Pharmacopeia (USP) Reference Standard 112-92-5 125mg $383 2024-03-01 Buy
TCI Chemical O0006 1-Octadecanol >98.0%(GC) 112-92-5 25g $19 2024-03-01 Buy
Product number Packaging Price Buy
8.07680 100g $42.3 Buy
8.07680 1kg $64 Buy
258768 5g $61 Buy
1622000 125mg $383 Buy
O0006 25g $19 Buy

1-Octadecanol Chemical Properties,Uses,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.

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.

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.

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.

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

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.

111-61-5
112-92-5
Synthesis of 1-Octadecanol from ETHYL STEARATE
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View Lastest Price from 1-Octadecanol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Octadecanol pictures 2024-04-24 Octadecanol
112-92-5
US $9.00-70.00 / g 10g 99% 10 tons Hebei Kangcang new material Technology Co., LTD
1-Octadecanol pictures 2024-04-24 1-Octadecanol
112-92-5
US $20.00-16.00 / kg 100kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD
1-Octadecanol pictures 2024-04-24 1-Octadecanol
112-92-5
US $3.00-1.00 / kg 1kg 99.5% 20tons Nanjing Deda New Material Technology Co., Ltd
  • Octadecanol pictures
  • Octadecanol
    112-92-5
  • US $9.00-70.00 / g
  • 99%
  • Hebei Kangcang new material Technology Co., LTD
  • 1-Octadecanol pictures
  • 1-Octadecanol
    112-92-5
  • US $20.00-16.00 / kg
  • 99.99%
  • Hebei Dangtong Import and export Co LTD
  • 1-Octadecanol pictures
  • 1-Octadecanol
    112-92-5
  • US $3.00-1.00 / kg
  • 99.5%
  • Nanjing Deda New Material Technology Co., Ltd
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