Octadecanoic acid

• CAS: 57-11-4
• Catalog Number: ACM57114
• Category: Material of Cosmetics; Fatty Acids and Ester Homologs
• Molecular Weight: 284.48
• Molecular Formula: C18H36O2
• Description: Stearic acid is a white solid with a mild odor. Floats on water. (USCG, 1999);DryPowder; DryPowder, OtherSolid, Liquid; Liquid; OtherSolid; OtherSolid, Liquid; PelletsLargeCrystals; PelletsLargeCrystals, Liquid; PelletsLargeCrystals, WetSolid, OtherSolid; WetSolid, Liquid;Solid;Solid;WHITE CRYSTALS OR POWDER WITH CHARACTERISTIC ODOUR.;hard, white or faintly yellowish crystalline solid/tallow odour;White solid with a mild odor.
• Synonyms: Stearic acid
• IUPAC Name: octadecanoic acid
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C18H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H,19,20)
• InChI Key: QIQXTHQIDYTFRH-UHFFFAOYSA-N
• Boiling Point: 361 °C (lit.)
• Melting Point: 67-72 °C (lit.)
• Flash Point: 385 °F (NTP, 1992);113 °C (235 °F) - closed cup;385 °F (196 dec C) (closed cup);196 °C;385°F
• Density: 0.86 at 68 °F (USCG, 1999);0.9408 g/cu cm at 20 °C;Relative density (water = 1): 0.94-0.83;0.86
• Solubility: 1 to 10 mg/mL at 73° F (NTP, 1992);2.10e-06 M;0.000597 mg/mL at 25 °C;In water, 0.568 mg/L at 25 °C;In water, 0.597 mg/L at 25 °C;Insoluble in water;Slightly soluble in ethanol, benzene; soluble in acetone, chloroform, carbon disulfide;1 gram dissolves in 21 mL alcohol, 5 mL benzene, 2 mL chloroform, 26 mL acetone, 6 mL carbon tetrachloride, 3.4 mL carbon disulfide; also soluble in amyl acetate, toluene;Soluble in alcohol, ether, chloroform, carbon disulfide, carbon tetrachloride;0.000597 mg/mL;Solubility in water: none;practically insoluble in water; soluble in alcohol, ether, chloroform;1 g in 20 ml alcohol (in ethanol)
• Appearance: Solid
• Storage: Room temperature
• Autoignition Temperature: 743 °F (USCG, 1999);743 °F;395 °C
• CNo Chain: C18:0
• Color/Form: Monoclinic leaflets from alcohol;White or slightly yellow crystal masses, or white to slightly yellow powder;Colorless, wax-like solid;White amorphous solid or leaflets
• Complexity: 202
• Compound Derivative: Acid
• Covalently-Bonded Unit Count: 1
• Decomposition: Decomposes at boiling point of 360 °C at 1 mm Hg.;When heated to decomposition it emits acrid smoke and irritating fumes.;376 °C
• EC Number: 200-313-4;273-087-8
• Exact Mass: 284.27153g/mol
• Fatty Acid: Octadecanoic; (Stearic)
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 20
• ICSC Number: 0568
• LogP: 8.23 (LogP);8.23;log Kow = 8.23;8.23
• Monoisotopic Mass: 284.27153g/mol
• NSC Number: 25956
• Odor: Slight odor suggesting tallow
• Other Experimental: Does not congeal below 54 °C. Slowly volatilizes at 90 to 100 °C;Index of refraction: 1.4299 at 80 °C;Vapor pressure = 1 mm Hg at 173.1 °C;White, crystalline solid; odorless or practically so; MP 33-35 °C; BP 224 °C. Ethyl stearate of commerce solidifies at 20-24 °C; BP 180 deg at 4 mm Hg. Insoluble in water; soluble in alcohol or ether /Stearic acid ethyl ester/;White crystals. MP 38-389 °C; BP 215 °C at 15 mm Hg. Insoluble in water, soluble in alcohol, ether /Stearic acid , methyl ester/;Hydroxyl radical reaction rate constant = 2.25X10-11 cu cm/molec-sec at 25 °C (est)
• Physical State: Solid
• Refractive Index: Index of refraction: 1.6130 at 20 °C
• Rotatable Bond Count: 16
• RTECS Number: WI2800000
• Stability: Stable under recommended storage conditions.
• UNII: 4ELV7Z65AP
• Vapor Density: 9.8 (NTP, 1992) (Relative to Air);9.80 (Air = 1);9.8
• Vapor Pressure: 1 mm Hg at 344.7 °F ; 5 mm Hg at 408.2° F (NTP, 1992);7.22e-07 mmHg;7.22X10-7 mm Hg at 25 °C (ext);Vapor pressure, Pa at 174 °C: 133;1 mmHg at 344.7°F; 5 mmHg at 408.2°F
• Viscosity: 9.87 mPa.sec (cP) at 70 °C
• XLogP3: 7.4

Synthetic Use

Upstream Synthesis Route 1

• 111-61-5

• 57-11-4

Reference: [1]Journal of the Society of Chemical Industry,1927,vol. 46,p. 471 T
Chemisches Zentralblatt,1928,vol. 99,p. 674
[2]Journal of the American Oil Chemists' Society,1956,vol. 33,p. 317
[3]Journal of the American Oil Chemists' Society,2002,vol. 79,p. 23 - 27

Upstream Synthesis Route 2

• 111-61-5

• 74-85-1
• 57-11-4

Reference: [1]Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences,1908,vol. 147,p. 1056

Upstream Synthesis Route 3

• 72849-35-5

• 57-11-4

Reference: [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1956,vol. 76,p. 960
Chem.Abstr.,1957,p. 891

Downstream Synthesis Route 1

• 107-15-3
• 57-11-4

• 110-30-5

Reference: [1] Patent: CN105777568, 2016, A, . Location in patent: Paragraph 0024; 0025

Downstream Synthesis Route 2

• 6780-13-8
• 57-11-4

• 871-79-4
• 110-30-5

Reference: [1] Nippon Kagaku Zasshi, 1948, vol. 69, p. 154,156[2] Chem.Abstr., 1952, p. 3951

Downstream Synthesis Route 3

• 57-11-4

• 110-30-5

Reference: [1] Langmuir, 2010, vol. 26, # 23, p. 17890 - 17895

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