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Squalane

Occurrence Physical and chemical properties Squalane application Preparation Cooling Experiment

Squalane

CAS No.111-01-3
Chemical Name:Squalane
CBNumber:CB8469063
Molecular Formula:C30H62
Formula Weight:422.81
MOL File:111-01-3.mol

Squalane Property

Melting point -38 °C (lit.)
Boiling point 176 °C/0.05 mmHg (lit.)
Density 0.81 g/mL at 25 °C (lit.)
refractive index n20/D 1.452(lit.)
Flash point 424 °F
storage temp. 2-8°C
solubility chloroform: soluble100mg/mL, clear
form liquid
color Clear Colourless
Water Solubility Not miscible or difficult to mix in water.
Merck 14,8767
BRN 776019
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey PRAKJMSDJKAYCZ-UHFFFAOYSA-N
LogP 17 at 25℃
CAS DataBase Reference 111-01-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII GW89575KF9
NIST Chemistry Reference Tetracosane, 2,6,10,15,19,23-hexamethyl-(111-01-3)
EPA Substance Registry System Squalane (111-01-3)
UNSPSC Code 41116107
NACRES NA.24

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36
WGK Germany :3
RTECS :XB6070000
TSCA :Yes
HS Code :29012990

NFPA 704:

	1
0		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Squalane Price More Price(16)

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Product number: PHR1417
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Brand: Sigma-Aldrich(India)
Product number: 85630
Product name : Squalane
Purity: technical, ≥95% (GC)
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Purity:
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Squalane Chemical Properties,Usage,Production

Occurrence Squalane is obtained through the hydrogenation of squalene, and can be used as the oily raw materials of balsam, nutritional emulsion and other basic cosmetics. Squalene was obtained from the liver oil of Centrophorus or other deep-sea shark. Initially, it is the byproduct during the Vitamin A production process from shark liver oil. In recent years, it has been found that unsaponifiable oil of olive oil is rich in squalene, which can be used as the raw material of production of squalane (i.e., fully hydrogenated squalene).
Physical and chemical properties Refined squalane is a colorless, odorless, inert and transparent oily viscous liquid. Slightly soluble in methanol, ethanol, acetone and glacial acetic acid. It is miscible with benzene, chloroform, carbon tetrachloride, petroleum ether, ether, mineral oil and other animal and vegetable oils. The relative density (15 °C/ 4 ℃) 0.812, refractive index (15 ℃) 1.4530, iodine value 0 ~ 5, saponification value 0 ~ 5, acid value 0 ~ 0.2, freezing point -38 ℃, boiling point 350 ℃. It is stable in the air, but can be slowly oxidized upon the action of sunlight. Sebaceous glands can synthesize squalene. Sebum contain squalene at a content of 1% in children and up to 10% in adult; sebum contains a squalane mass fraction of about 2%. Its permeability, lubricity and breathability is better than other fats, matching well with most cosmetic raw materials.
Squalane application
1. Squalane is widely used as a cosmetic base and finishing cosmetics, precise machinery lubricants, perlite agent of medical ointment and advanced soap.
2. Squalane is a natural product, being inert and non-toxic. It has good affinity to human skin without irritating the skin and causing allergies. It can accelerate the penetration of other actives into the skin. Squalane is a high-grade cosmetic oily raw materials, such as various types of creams and lotions, eyeliners, eyeshadow and conditioner. Cosmetics is mostly natural product extracted directly from cod liver oil. Synthetic products have stimulating effect on the human body, only used as lubricants and UV agents.
3. Squalane is the most commonly used standard non-polar fixative with its polarity being set to zero. Such fixed liquid and component molecules is the dispersion force, mainly used for the separation of general hydrocarbons and non-polar compounds.
Preparation
1. It can be refined directly from the cod liver oil with refinement the first vacuum decompression obtained crude squalane, and then in the nickel catalyst, high temperature, high pressure hydrogenation, remove the double bond part, and then vacuum distillation available.
2. Synthesis method. Take isoprene as raw material; first apply chlorination of isoprene, generating methyl heptanone, followed by dehydrogenation to generate linalool; further apply linalool and geranyl acetone, finally generating squalane.
3. Squalene can be used as raw material with direct hydrogenation to obtain it.
4. Take olive oil as raw material, extract the squalene, and then perform hydrogenation to obtain it.
5. Linalool can react with ethyl acetoacetate to generate 3, 7, 11-trimethyl-dodecane-6, 10-dien-1-yn-3-ol; further use cuprous oxide as a catalyst for oxidation and coupling, hydrogenation to obtain the finished product of squalane.
Cooling Experiment This product at -55 ℃ without losing its liquidity. Test based on the freezing-point determination method. The thermometer used was a low flow point thermometer, glass bath D, and put into dry ice and acetone for cooling.
Chemical Properties viscous colourless liquid
Uses 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.
Uses health foods
Uses 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.
Uses 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
Definition A saturated hydrocarbon.
General Description Dielectrophoretic deformation of thin liquid fillm of squalane has been investigated. Microfluidized squalenes are efficient adjuvants, eliciting both humoral and cellular immune responses.
Purification Methods Purify squalane by fractional distillation in vacuo or evaporative distillation. It is soluble in pet ether, *C6H6, Et2O and CHCl3, slightly soluble in alcohols, Me2CO and AcOH but insoluble in H2O. Small quantities can be purified by TLC as for squalene below. It is used as a marker in GLC and HPLC. [Staudinger & Leupold Helv Chim Acta 15 223 1932, Sax & Stross Anal Chem 29 1700 1951, Mandai et al. Tetrahedron Lett 22 763 1981, Beilstein 1 IV 593.]