Octadecanol

• CAS: 112-92-5
• Catalog Number: ACM112925
• Category: Fatty Alcohols
• Molecular Weight: 270.46
• Molecular Formula: C18H38O
• Description: Liquid; OtherSolid; OtherSolid, Liquid; PelletsLargeCrystals; PelletsLargeCrystals, Liquid; PelletsLargeCrystals, OtherSolid;Solid;Solid;COLOURLESS-TO-WHITE SLIGHTLY WAXY FLAKES OR LEAFLETS.
• Synonyms: Stearic alcohol
• IUPAC Name: octadecan-1-ol
• Canonical SMILES: CCCCCCCCCCCCCCCCCCO
• InChI: InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3
• InChI Key: GLDOVTGHNKAZLK-UHFFFAOYSA-N
• Boiling Point: 170-171 °C 2 mmHg
• Melting Point: 56-59 °C (lit.)
• Flash Point: 392 °F (200 °C) (Closed cup);170 °C
• Density: 0.8124 at 59 °C/4 °C;Relative density (water = 1): 0.81 (liquid)
• Solubility: 4.07e-09 M;1.1e-06 mg/mL at 25 °C;Soluble in alcohol, ether, benzene, acetone;Soluble in chloroform; slightly soluble in acetone, benzene;In water, 1.1X10-3 mg/L at 25 °C;1.1e-06 mg/mL at 25 °C;Solubility in water: none
• Appearance: Solid
• Application: Octadecanol, also known as 1-octadecanol, is a versatile saturated fatty alcohol utilized in a wide range of applications due to its functional properties. This compound, characterized by its solid, waxy texture and mild odor, serves as an integral component in the formulation of cosmetics and pharmaceutical products. Its primary role is as a surfactant and emulsifying agent, where it contributes to moisturizing and stabilizing preparations in creams and ointments. In addition to enhancing the texture and viscosity of these products, octadecanol possesses emollient properties, helping to retain moisture in skin care applications. Beyond cosmetics, it finds use in textile oils, lubricants, and antifoam agents. Due to its high purity and compatibility, it can effectively replace cetyl alcohol in many formulations. Octadecanol also plays a critical role in industrial applications, from producing alkyl amines to serving as a raw material in polymerization stabilizers. Its utility is further demonstrated in the preparation of controlled-release pharmaceuticals and as a potential transdermal penetration enhancer, reflecting its adaptability and importance in both consumer and industrial products.
• Storage: Room temperature
• Alcohol: Stearyl
• Autoignition Temperature: 842 °F (450 °C);450 °C
• CNo Chain: C18:0
• Color/Form: Leaflets from ethanol;Unctuous white flakes or granules
• Complexity: 145
• Covalently-Bonded Unit Count: 1
• Decomposition: When heated to decomposition it emits acrid smoke and fumes.
• EC Number: 204-017-6;272-778-1
• Exact Mass: 270.292266g/mol
• Formal Charge: 0
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Heavy Atom Count: 19
• ICSC Number: 1610
• LogP: 8.22
• Monoisotopic Mass: 270.292266g/mol
• NSC Number: 5379
• Odor: Faint
• Other Experimental: Faint characteristic odor & bland taste /stearyl alcohol usp/;SOLUBLE IN VEGETABLE OILS /STEARYL ALCOHOL USP/;Liquid molar volume = 0.33572 cu m/kmol;Heat of fusion at melting point = 7.4057X10+7 J/kmol (for the gamma phase, no selection of the alpha phase, crystal I can be made).;MP: 59.4 to 59.8 °C; BP: 210 °C at 15 mm Hg (pure substance);Vapor pressure = 0.1 mm Hg @ 125 °C;Henry's Law constant = 8.4X10-4 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 2.7X10-11 cu cm/molec-sec at 25 °C (est)
• Physical State: Solid
• Rotatable Bond Count: 16
• RTECS Number: RG2010000
• UNII: 2KR89I4H1Y
• Vapor Pressure: 2.70e-06 mmHg;2.7X10-6 mm Hg at 25 °C (est);Vapor pressure, Pa at 150 °C: 133
• XLogP3: 8.4

Synthetic Use

Upstream Synthesis Route 1

• 112-95-8
• 629-97-0
• 630-01-3
• 593-45-3
• 646-31-1
• 630-02-4
• 638-68-6

• 112-92-5
• 629-96-9
• 593-50-0
• 661-19-8
• 506-51-4
• 506-52-5
• 557-61-9

Reference: [1] Patent: WO2005/123639, 2005, A1, . Location in patent: Page/Page column 11-12

Upstream Synthesis Route 2

• 112-95-8
• 629-97-0
• 630-01-3
• 629-50-5
• 593-45-3
• 646-31-1
• 630-02-4
• 638-68-6

• 112-92-5
• 629-96-9
• 593-50-0
• 661-19-8
• 506-51-4
• 506-52-5
• 557-61-9

Reference: [1] Patent: WO2005/123639, 2005, A1, . Location in patent: Page/Page column 11-12

Downstream Synthesis Route 1

• 112-92-5

• 3386-33-2

Reference: [1] Patent: US2006/205987, 2006, A1, . Location in patent: Page/Page column 6

Downstream Synthesis Route 2

• 112-92-5
• 79-41-4

• 32360-05-7

Reference: [1]Journal of Polymer Science,1959,vol. 38,p. 209,210-212
Chem.Abstr.,1960

Downstream Synthesis Route 3

• 112-92-5

• 3386-33-2

Reference: [1]Patent: US2006/205987,2006,A1 .Location in patent: Page/Page column 6

Downstream Synthesis Route 4

• 112-92-5

• 2885-00-9

Reference: [1]Khan, Ashna A.; Chee, Stephanie H.; Stocker, Bridget L.; Timmer, Mattie S. M.
[European Journal of Organic Chemistry, 2012, # 5, p. 995 - 1002]

* For details of the synthesis route, please refer to the original source to ensure accuracy.