Name | (E,E,E,E)-squalene |
Synonyms | (E,E,E,E)-Squalene All-trans-Squalene (E,E,E,E)-squalene 2,6,10,15,19,23-Hexamethyltetracosa-2,6,10,14,18,22-hexaene 2,6,10,15,19,23-hexamethyl-tetracosa-2,6,10,14,18,22-hexane 2,6,10,15,19,23-Hexamethyltetracosahexa-2,6,10,14,18,22-ene 2,6,10,15,19,23-HEXAMETHYL-2, 6, 10, 14, 18, 22-TETRACOSAHEXENE (all-e)-2,6,10,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaene 6,10,14,18,22-Tetracosahexaene,2,6,10,15,19,23-hexamethyl-,(all-E)-2 |
CAS | 111-02-4 |
EINECS | 203-826-1 |
InChI | InChI=1/C30H50/c1-25(2)15-11-19-29(7)23-13-21-27(5)17-9-10-18-28(6)22-14-24-30(8)20-12-16-26(3)4/h15-18,23-24H,9-14,19-22H2,1-8H3/b27-17+,28-18+,29-23+,30-24+ |
Molecular Formula | C30H50 |
Molar Mass | 410.72 |
Density | 0.858g/mLat 25°C(lit.) |
Melting Point | −75°C(lit.) |
Boling Point | 285°C25mm Hg(lit.) |
Flash Point | >230°F |
Vapor Presure | 0Pa at 25℃ |
Appearance | liquid |
Color | light yellow |
Merck | 14,8768 |
BRN | 1728919 |
Storage Condition | 2-8°C |
Refractive Index | n20/D 1.494(lit.) |
Physical and Chemical Properties | This product is made from deep sea shark liver or liver oil. It is an unsaturated aliphatic olefin composed of 6 isoprene, which belongs to the non cyclic type of triterpene structure. For colorless or yellowish oily clear liquid; Specific Cod Liver Oil terpene odor. Mp-75 °c, bp240-242 °c/266.644, density 0.854-0.862g/cm3, refractive index 1.494-1.499. Can be mixed with ether, carbon tetrachloride and acetone, do not dissolve in water. Easy to oxidize. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 2 |
RTECS | XB6010000 |
FLUKA BRAND F CODES | 8-10-23 |
TSCA | Yes |
HS Code | 29012980 |
LogP | 14.12 at 24℃ |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
biological activity | Squalene (Spinacene, Supraene, trans-Squalene), naturally occurring in plants, animals and humans, is an adjuvant added to the vaccine to enhance the immune response. |
Use | Nutrition Medicine. Internal treatment of high and low blood pressure, anemia, diabetes, liver cirrhosis, cancer, constipation, insect teeth; External treatment of tonsillitis, wheezing, bronchitis, colds, tuberculosis, rhinitis, gastric ulcer, duodenal ulcer, gallbladder, bladder stones, rheumatism, neuralgia, etc. solvent. Gas chromatography stationary liquid (the highest temperature of 140 deg C, the solvent for Toluene), separation and analysis of hydrocarbon compounds. |
production method | Method 1: Using shark liver oil as raw material, shark liver oil was distilled under reduced pressure to obtain 3.5% initial fraction containing shark alkane, after removal, the residual oil (96.5%) was distilled from 533.28 to 666.61 (4-5mmHg) to 242 ° C. Without distillate. This distillate 1450G is first treated with sodium hydroxide to remove the free acid, and distilled on the metallic sodium at a pressure of 666.61 (5mmHg) to obtain the squalene finished product. This distillate 1383G was fractionated in 4 fractions under a pressure of 1.333kPa(10mmHg), and the first fraction was distilled from an oil bath at 282 °c. Shark liver oil [deacidification, vacuum distillation] → [vacuum distillation] → [sodium] squalene product method 2. Preparation of shark liver as raw material concentrated solution shark liver was taken, washed with water and minced, the extract was extracted by steam distillation at 100 ° C. For 4H in a double-layer pot, and concentrated to obtain a concentrated solution. Shark liver (broken) [steam at 100 ℃, 4H] → extract [concentrated] → preparation of concentrated squalene product the concentrated solution was left for one day and night, cooled naturally, and then the supernatant was extracted and stirred with acidic clay, the supernatant was purified once and filtered with No. 2 filter paper to obtain squalene product. Concentrated liquid → supernatant [acidic clay] → supernatant [refined] → finished squalene method 3. Preparation of crude oil with shark liver as raw material take 900g fresh frozen cetacean shark liver, remove blood water, cut it into fragments, 3 times (300g each time) in the high-speed masher, each tissue into 250ml distilled water, homogenized for 2min, poured into 2000mL beaker, heated at about 80 ℃ water temperature, adjust the Ph of liver homogenate to about 9 with 1mol/L sodium hydroxide solution, stir constantly, heat for about 1H, centrifuge while hot (3000r/min,20min), and extract the yellow oily substance in the upper layer, wash 2-3 times with saturated sodium chloride solution and then wash with distilled water until the Ph is neutral to obtain about 300ml of crude oil. Shark liver [triturated] → homogenate [saponification, separation] →[NaOH, 80 ℃] yellow oily matter [NaCl, H2O]→ Purification of crude oil squalene 1 part of 170ml crude product, it was placed in a vacuum distillation flask, heated in a silicon oil bath, and distilled under reduced pressure. When the internal temperature was 85-140 ° C. And the degree of vacuum was 6-1.2PA, the first fraction began to appear as a yellow oil, about 40ml. When the internal temperature rose to 190-206 °c and the vacuum degree was 0.8-0.4, the II fraction was collected as a light yellow oil, about 78ml. The oily matter of the second fraction was placed in a vacuum distillation flask equipped with a fractionation column, and subjected to reduced-pressure distillation again. When the internal temperature was 190 ° C., the vacuum degree was 0.53Pa, and the pale yellow oil appeared, about 20ml. When the internal temperature rises to 195-200c, the vacuum degree is 0.4-0.13, and the colorless and transparent oil is collected, about 35ml, which is the refined squalene product. Crude oil [silicon oil bath] →[190-206 ℃, 0.8-0.4] light yellow oil [reduced pressure concentration] →[195-200 ℃, 0.4-0.13] purified squalene. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |