Stearic Acid

Base Information

• Chemical Name: Stearic Acid
• CAS No.: 57-11-4
• Deprecated CAS: 134503-33-6,39390-61-9,58392-66-8,8013-28-3,8023-06-1,8037-40-9,8037-83-0,8039-51-8,8039-52-9,8039-53-0,8039-54-1,82497-27-6,197923-10-7,294203-07-9,1245726-94-6,294203-15-9,1429745-84-5,126539-56-8,57485-56-0,85404-83-7,135152-99-7,2326514-79-6,1245726-94-6,197923-10-7,294203-07-9,294203-15-9,39390-61-9,58392-66-8,8013-28-3,8023-06-1,8037-40-9,8037-83-0,8039-51-8,8039-52-9,8039-53-0,8039-54-1,82497-27-6
• Molecular Formula: C18H36O2
• Molecular Weight: 284.483
• Hs Code.: 3823.11 DERIVATION
• European Community (EC) Number: 200-313-4,680-589-4
• ICSC Number: 0568
• NSC Number: 25956
• UNII: 4ELV7Z65AP
• DSSTox Substance ID: DTXSID8021642
• Nikkaji Number: J1.379J
• Wikipedia: Stearic acid
• Wikidata: Q209685
• NCI Thesaurus Code: C68426
• RXCUI: 1310551
• Metabolomics Workbench ID: 39
• ChEMBL ID: CHEMBL46403
• Mol file: 57-11-4.mol

Synonyms:aluminum monostearate;aluminum tristearate;ammonium stearate;calcium stearate;magnesium stearate;octadecanoic acid;sodium stearate;stearic acid;zinc stearate

Chemical Property of Stearic Acid

Chemical Property:

• Appearance/Colour: White solid with a mild odor
• Vapor Pressure: 1 mm Hg at 174 °C
• Melting Point: 67-72°C(lit.)
• Refractive Index: 1.4299
• Boiling Point: 361°C(lit.)
• Flash Point: >230°F
• PSA: 37.30000
• Density: 0.84
• LogP: 6.33250
• Water Solubility.: 0.1-1 g/100 mL at 23℃
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 284.271530387
• Heavy Atom Count: 20
• Complexity: 202

Purity/Quality:

99% HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s): R11:; R36/37/38:
• Hazard Codes: F:Flammable;;
• Statements: R11:; R36/37/38:
• Safety Statements: S16:; S26:; S37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids,Other Classes -> Stearates
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O
• Recent ClinicalTrials: Mitochondrial Effects of C18:0 Supplementation in Humans
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly when dispersed.
• Chemical Structure and Sources: Stearic acid, also known as octadecanoic acid, is a saturated fatty acid found in various animal and vegetable fats and oils. It is characterized by its long carbon chain between C6 and C24 and a carboxylic acid functional group at the end of the chain. Stearic acid is commonly used in food processing and is present in a wide range of natural sources.
• Uses: Stearic acid finds extensive applications in various industries, including cosmetics, pharmaceutics, biomedicals, lubricants, rubber, and plastics. It serves as a therapeutic adjuvant, drug delivery agent, and component in the production of lubricants, rubber products, and plastics. Additionally, it is utilized in advanced materials such as phase change systems, shape memory polymers, and highly porous cellular ceramics.
• Effects on Composite Materials: The addition of stearic acid to polymeric formulations has been shown to improve the mechanical, thermal, and electrical properties of composite materials. It enhances filler dispersion within the matrix, leading to positive outcomes in the final properties of developed materials.
• Health Effects and Dietary Sources: Stearic acid, abundant in the Western diet, is obtained from dietary sources or synthesized by the elongation of palmitate. It has been demonstrated to be a poor substrate for triglyceride synthesis compared to other saturated fats. Studies suggest that stearic acid generates a lower lipemic response than medium-chain saturated fatty acids.
• Interesterification for Food Production: Fats rich in palmitic or stearic acids can undergo interesterification to enhance their applicability in food production. Stearic acid has been shown to lower LDL-cholesterol levels, a known risk factor for coronary heart disease, compared to palmitic acid.
• Impact on Ceramic Feedstocks: In ceramic feedstocks, stearic acid serves as an organic binder. Its addition affects the viscosity of the feedstock, leading to complex rheological behavior. Stearic acid also influences the properties of solidified filaments, making them more brittle and less flexible.

Technology Process of Stearic Acid

There total 248 articles about Stearic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → stearic acid (57-11-4)

Guidance literature:

With hydrogen; palladium; In ethyl acetate; at 25 ℃; for 12h; under 760.051 Torr;

DOI:10.1016/j.tetlet.2004.07.126

Reference yield: 96.0%

Methyl stearate (112-61-8) → stearic acid (57-11-4)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 0.75h; Ambient temperature;

Reference yield: 62.0%

methyl-5-thiastearate (114119-34-5) → cis-9-hexadecenoic acid (373-49-9,2091-29-4) + cis-Octadecenoic acid (112-80-1,2027-47-6) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4)

Guidance literature:

With Saccharomyces cerevisiae NR₂₃₃₅; In ethanol; at 30 ℃; for 48h;

DOI:10.1016/S0040-4039(01)81007-8

upstream raw materials:

n-hexadecylmalonic acid

ethanol

1,2-di-O-stearoyl-rac-3-glycerophosphate

Petroselinic acid

Downstream raw materials:

stearic anhydride

stearamide

2-heptadecyl-4,4,6-trimethyl-1(3),4,5,6-tetrahydro-pyrimidine

allyl stearate

Refernces

• 1、 Langat, Moses K.,Djuidje, Elvire F.K.,Ndunda, Beth M.,Isyaka, Sani M.,Dolan, Nathalie S.,Ettridge, Gareth D.,Whitmore, Hannah,Lopez, Isabel,Alqahtani, Alaa M.,Atiku, Ibrahim,Lobe, Jules S.,Mas-Claret, Eduard,Crouch, Neil R.,Midiwo, Jacob O.,Mulholland, Dulcie A.,Kamdem, Alain F.W.. "The phytochemical investigation of five African Croton species: Croton oligandrus, Croton megalocarpus, Croton menyharthii, Croton rivularis and Croton megalobotrys". . p. 148 - 155. Retrieved 2020.
• 2、 Vardon, Derek R.,Sharma, Brajendra K.,Jaramillo, Humberto,Kim, Dongwook,Choe, Jong Kwon,Ciesielski, Peter N.,Strathmann, Timothy J.. "Hydrothermal catalytic processing of saturated and unsaturated fatty acids to hydrocarbons with glycerol for in situ hydrogen production". . p. 1507 - 1520. Retrieved 2014.
• 3、 Siddiki,Rashed, Md. Nurnobi,Touchy, Abeda Sultana,Jamil, Md. A. R.,Jing, Yuan,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-Ichi. "Hydrolysis of amides to carboxylic acids catalyzed by Nb2O5". . p. 1949 - 1960. Retrieved 2021/03/26.
• 4、 Bunda, Szilvia,Gombos, Réka,Joó, Ferenc,Nagyházi, Brigitta. "Homogeneous catalytic hydrogenation of lipids in aqueous dispersions and bacterial cell membranes with an efficient water-soluble Pd(II)-sulfosalan catalyst, Na2[Pd(HSS)]". . . Retrieved 2020/09/17.