Hexadecanol

• CAS: 36653-82-4
• Catalog Number: ACM36653824
• Category: Fatty Alcohols
• Molecular Weight: 242.42
• Molecular Formula: C16H34O
• Description: Liquid; OtherSolid; OtherSolid, Liquid; PelletsLargeCrystals; PelletsLargeCrystals, Liquid; PelletsLargeCrystals, OtherSolid; WetSolid, OtherSolid;Solid;Solid;white solid/odourless
• Synonyms: N-cetyl alcohol
• IUPAC Name: hexadecan-1-ol
• Canonical SMILES: CCCCCCCCCCCCCCCCO
• InChI: InChI=1S/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3
• InChI Key: BXWNKGSJHAJOGX-UHFFFAOYSA-N
• Boiling Point: 179-181 °C 10 mmHg (lit.)
• Melting Point: 48-50 °C (lit.)
• Density: 0.8187 at 50 °C/4 °C;0.8152 (55?°)
• Solubility: Insoluble;9.69e-08 M;4.12e-05 mg/mL at 25 °C;Slightly soluble in alcohol; soluble in acetone; very soluble in ether, benzene, chloroform;Soluble in alcohol, chloroform, ether;In water, 4.1X10-2 mg/L at 25 °C;1.34e-05 mg/mL at 25 °C;insoluble in water; soluble in ether;1 gm in 3ml 90% alcohol (in ethanol)
• Appearance: Solid
• Application: Hexadecanol is a versatile long-chain fatty alcohol, known for its waxy white powder or flake form at room temperature. It serves multiple purposes in various formulations, primarily as an emulsifying agent in pharmaceutical preparations and as a common ingredient in cosmetic and personal care products like shampoos, creams, and lotions. While it is insoluble in water, it dissolves readily in alcohols and oils. Hexadecanol is valued for its ability to act as an opacifier, emulsifier, and thickening agent, thus modifying the consistency of liquids and enhancing and stabilizing foam in products. Though it can be synthetically produced or derived from the reduction of palmitic acid, it has been utilized since its discovery in 1913 for its beneficial properties in enhancing the texture and stability of various formulations.
• Storage: Room temperature
• Alcohol: Palmityl
• CNo Chain: C16:0
• Color/Form: FLAKES FROM ETHYL ACETATE;SOLID OR LEAF-LIKE CRYSTALS;White crystals;UNCTUOUS, WHITE FLAKES, GRANULES, CUBES, OR CASTINGS;White, waxy solid
• Complexity: 123
• Covalently-Bonded Unit Count: 1
• Decomposition: When heated to decomposition it emits acrid smoke and fumes.
• EC Number: 253-149-0;249-583-5;267-009-1
• Exact Mass: 242.260966g/mol
• Formal Charge: 0
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Heat of Vaporization: 9.9829X10+07 J/kmol at melting point
• Heavy Atom Count: 17
• LogP: log Kow = 6.83 (est)
• Monoisotopic Mass: 242.260966g/mol
• NSC Number: 4194
• Odor: Faint odor;ODORLESS
• Other Experimental: Congealing point: 46 °C;Liquid molar volume = 0.296365 cu m/kmol; Heat of formation = -5.1421X10+08 J/kmol; Heat of fusion = 5.838X10+07 J/kmol;Henry's Law constant = 4.65X10-5 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 2.8X10-11 cu cm/molec-sec at 25 °C (est)
• Physical State: Solid
• pKa: 16.2
• Refractive Index: Index of refraction = 1.4283 at 79 °C/D;1.4283 (78.9?°)
• Rotatable Bond Count: 14
• UNII: 936JST6JCN
• Vapor Density: 8.360 (AIR= 1)
• Vapor Pressure: 6.00e-06 mmHg;6X10-6 mm Hg at 25 °C
• Viscosity: 53 mPa-s (=cP) at 75 °C
• XLogP3: 7.3

Synthetic Use

Downstream Synthesis Route 1

• 36653-82-4

• 112-82-3

Reference: [1] Tetrahedron Letters, 2014, vol. 55, # 1, p. 90 - 93

Downstream Synthesis Route 2

• 36653-82-4

• 2197-63-9

Reference: [1] Patent: US2010/94020, 2010, A1, . Location in patent: Page/Page column 18

Downstream Synthesis Route 3

• 36653-82-4
• 4697-37-4

• 2197-63-9

Reference: [1] Journal of the Chemical Society, 1929, p. 298

Downstream Synthesis Route 4

• 36653-82-4
• 99-14-9

• 4964-56-1

Reference: [1]Journal fur praktische Chemie (Leipzig 1954),1933,vol. <2>136,p. 309

Downstream Synthesis Route 5

• 36653-82-4
• 111-61-5

• 64-17-5

Reference: [1]Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1951,p. 63
Chem.Abstr.,1951,p. 7954
[2]Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1951,p. 63
Chem.Abstr.,1951,p. 7954

Downstream Synthesis Route 6

• 36653-82-4

• 544-76-3

Reference: [1]Journal of Organic Chemistry,2000,vol. 65,p. 6179 - 6186
[2]Collection of Czechoslovak Chemical Communications,1957,vol. 22,p. 93,97
Chem.Abstr.,1956,p. 13854
[3]Collection of Czechoslovak Chemical Communications,1955,vol. 20,p. 430,432

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