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
- MOL File:
- 112-92-5.mol
- Modify Date:
- 2024/8/12 15:55:19
| 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) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  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 |
|
1-Octadecanol price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | O709 | 1-Octadecanol 95% | 112-92-5 | 1KG | ₹4600.63 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1115 | Stearyl Alcohol Pharmaceutical Secondary Standard; Certified Reference Material | 112-92-5 | 1G | ₹8356.9 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | O709 | 1-Octadecanol 95% | 112-92-5 | 2KG | ₹6992.95 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.07680 | Stearyl alcohol for synthesis | 112-92-5 | 100G | ₹5340.01 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.07680 | Stearyl alcohol for synthesis | 112-92-5 | 1KG | ₹7470 | 2022-06-14 | 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.
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.
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.
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.
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.
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.
1-Octadecanol Preparation Products And Raw materials
Raw materials
Preparation Products
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| Nagar Haveli Perfumes & Aromatics | +917506551149 | Mumbai, India | 230 | 58 | Inquiry |
| Unisynth Chemicals | +91-9820430673 +91-9820430673 | Maharashtra, India | 32 | 58 | Inquiry |
| Agilenobel | +91-8090295395 +91-8800293647 | Haryana, India | 50 | 58 | Inquiry |
| Esteem Industries Pvt. Ltd. | +91-8326613321 +91-8669968881 | Mumbai, India | 85 | 58 | Inquiry |
| Godrej Industries Ltd | +919820305315 | Maharashtra, India | 41 | 58 | Inquiry |
| Godrej Industries Limited, | 022-2518801 / 20 / 30 | New Delhi, India | 6 | 72 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Nagar Haveli Perfumes & Aromatics | 58 |
| Unisynth Chemicals | 58 |
| Agilenobel | 58 |
| Esteem Industries Pvt. Ltd. | 58 |
| Godrej Industries Ltd | 58 |
| Godrej Industries Limited, | 72 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
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