Squalane

Base Information

• Chemical Name: Squalane
• CAS No.: 111-01-3
• Deprecated CAS: 2101721-37-1
• Molecular Formula: C30H62
• Molecular Weight: 422.822
• Hs Code.: 29012990
• European Community (EC) Number: 203-825-6
• NSC Number: 6851
• UNII: GW89575KF9
• DSSTox Substance ID: DTXSID0046513
• Nikkaji Number: J1.982H
• Wikipedia: Squalane
• Wikidata: Q380055
• NCI Thesaurus Code: C76734
• RXCUI: 1363644
• Metabolomics Workbench ID: 123619
• ChEMBL ID: CHEMBL1552157
• Mol file: 111-01-3.mol

Synonyms:perhydrosqualene;squalane

Chemical Property of Squalane

Chemical Property:

• Appearance/Colour: viscous colourless liquid
• Vapor Pressure: 1.45E-08mmHg at 25°C
• Melting Point: -38 °C(lit.)
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 470.3 °C at 760 mmHg
• Flash Point: 217.8 °C
• PSA: 0.00000
• Density: 0.803 g/cm³
• LogP: 11.08440
• Storage Temp.: room temp
• Solubility.: chloroform: soluble100mg/mL, clear
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 14.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 21
• Exact Mass: 422.485151978
• Heavy Atom Count: 30
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

Squalane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Lubricants
• Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C
• Uses: health foods Squalane has been used: as solvent in the synthesis of Europium dibenzoylmethide triethylammonium, brightest known triboluminescent (TL) material;as lubricant for fatty acid surfactant films adsorbed on iron oxide surfaces Lubricant, transformer oil. Ingredient of watch and chronometer oils. Perfume fixative. In pharmacy and cosmetics as skin lubricant, ingredient of suppositories, carrier of lipid-soluble drugs. squalane is an excellent moisturizer and lubricant, it softens and smoothes the skin while also replenishing skin lipids. Its compatibility with skin lipids can be attributed to the fact that human sebum is made up of 25 percent squalane. Squalane has traditionally been obtained by hydrogenation of shark liver oil or other natural oils. Components found in fish oils may reduce skin irritation and allergic responses. It can also be derived from plant sources or synthetically manufactured.

Technology Process of Squalane

There total 28 articles about Squalane 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: 99.6%

2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene (111-02-4) → 2,6,10,15,19,23-hexamethyltetracosane (111-01-3)

Guidance literature:

With hydrogen; In ethanol; at 50 ℃; for 6h; under 760.051 Torr; Reagent/catalyst; Temperature; Solvent; chemoselective reaction;

DOI:10.1002/cctc.201402668

Reference yield: 99.5%

squalene (111-02-4) → 2,6,10,15,19,23-hexamethyltetracosane (111-01-3)

Guidance literature:

With hydrogen; at 200 ℃; for 6h; under 3000.3 Torr; Reagent/catalyst; Temperature; Pressure; Time; chemoselective reaction; Catalytic behavior; Green chemistry;

DOI:10.1002/cctc.201600210

Reference yield: 95.0%

C30H50 → 2,6,10,15,19,23-hexamethyltetracosane (111-01-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; water; at 20 ℃; Solvent; Flow reactor;

DOI:10.1002/ejoc.201700072

upstream raw materials:

squalene

(Z)-2,6,10,15,19,23-Hexamethyl-tetracos-12-ene

(6E,10E,14E,18E)-2,6,10,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaene

PERYLENE

Downstream raw materials:

norfarnesane

2,6-dimethyloctane

2,6-Dimethylnonane

2,6-dimethyl-undecane

Refernces

• 1、 Nishida,Ninagawa,Itoi,Fujita. "NEW INDUSTRIAL SYNTHESIS OF SQUALANE.". . p. 2805 - 2810. Retrieved 1983.
• 2、 Suzue,Tsukada,Tanaka. "Occurrence of dehydrosqualene (C30 phytoene) in Staphylococcus aureus.". . p. 88 - 93. Retrieved 1968.
• 3、 Sax,Stross. "-". . p. 1251. Retrieved 1957.
• 4、 Gevorgyan, Ashot,Mkrtchyan, Satenik,Grigoryan, Tatevik,Iaroshenko, Viktor O.. "Application of Silicon-Initiated Water Splitting for the Reduction of Organic Substrates". . p. 375 - 382. Retrieved 2018/06/04.
• 5、 -. "CATALYTIC PROCESS FOR DIENE DIMERIZATION". Page/Page column 19; 20. . Retrieved 2018/02/28.