481-21-0
5α-Cholestane
CAS: 481-21-0
Molecular Formula: C27H48
481-21-0 - Names and Identifiers
| Name | 5α-Cholestane |
| Synonyms | Α-CHOLESTANE 5α-Cholestane 5-α-cholestane (5A)-CHOLESTANE alpha-Cholestane 5ALPHA-CHOLESTANE 5A-Cholestane, TMS 28,29,30-Trinorlanostane ALPHA, ALPHA, ALPHA 20R-CHOLESTANE 10,13-Dimethyl-17-(1',5'-dimethylhexyl)-hexadecahydrocyclopenta(a)phenanthrene |
| CAS | 481-21-0 |
| EINECS | 207-562-8 |
481-21-0 - Physico-chemical Properties
| Molecular Formula | C27H48 |
| Molar Mass | 372.67 |
| Density | 0.9090 |
| Melting Point | 78-80 °C |
| Boling Point | 250 °C (1 mmHg) |
| Solubility | Dimethyl sulfoxide or methanol |
| Appearance | Crystalline Powder |
| Color | White |
| Merck | 13,2219 |
| BRN | 2051806 |
| Storage Condition | room temp |
| Refractive Index | 1.4887 |
| MDL | MFCD00066412 |
| Use | 5alpha-cholestane is an asymmetric isomeric polycyclic cycloalkane with optical rotation. Many steranes (and sterenes) have been found in sediments and crude oil, apparently from the conversion of steroid (sterol) compounds in organisms. They may come from animals (such as cholestane), plants (such as ergostane, sitostane, etc.). It is generally believed that steroids in terrestrial animals and plants are not as important as those in aquatic animals and plants. |
481-21-0 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R38 - Irritating to the skin R40 - Limited evidence of a carcinogenic effect R48/20/22 - R67 - Vapors may cause drowsiness and dizziness R36/38 - Irritating to eyes and skin. R20 - Harmful by inhalation R63 - Possible risk of harm to the unborn child |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 1888 6.1/PG 3 |
| WGK Germany | 3 |
| HS Code | 29021990 |
481-21-0 - Reference
| Reference Show more | 1. [IF=7.514] Simin Feng et al."Simultaneous analysis of free phytosterols and phytosterol glycosides in rice bran by SPE/GC–MS."Food Chem. 2022 Sep;387:132742 |
481-21-0 - Introduction
Product characteristics Sediments rich in steranes are generally marine or lacustrine. Sterane compounds are important biomarkers, which are relatively stable at low temperatures. They can be used to compare oil sources, indicate sedimentary environment and judge the evolution degree of organic matter.
Production method
In the reaction bottle equipped with agitator, thermometer, ventilation duct and reflux condenser (containing calcium chloride drying tube), 250mL of anhydrous ether is added, cooled to -10 ~-15 ℃, and hydrogen chloride is slowly introduced for about 45min. Then add cholestanone
(2)10g(0.0216mol). Then the reaction mixture was cooled to -20 ℃, and 12.3g(0.19mol) of active zinc (1) was added in 2~3min n. Slowly raise the temperature to -5 ℃, stir at -5~0 ℃ for 2h. Then cool to -15 ℃, slowly pour the reactants into 130g of crushed ice, and stir well. The organic layer is separated, and the water layer is extracted with ether. Combine ether solution, wash with saturated sodium chloride, and dry with anhydrous sodium sulfate. Steam out ether, obtain colorless liquid, and solidify after cooling. Dissolve the solid in 30~40mL n-hexane, pass through silica gel column, and elute with n-hexane. Steam out n-hexane under reduced pressure to obtain 8~8.2g cholestane
(1), yield 82% ~ 84%. Recrystallization with ethanol-ether to obtain flake crystal 7.3-7.5g,mp78~79 ℃. Note: ① Active zinc can be prepared according to the following method: 16g zinc powder passing through 300 mesh sieve is soaked in 100 mL2% hydrochloric acid for about 4min until the surface of zinc powder is shiny. Pour off dilute hydrochloric acid and wash with distilled water 4 times. Filter by suction, wash with water, and then wash with ethanol, acetone, and ether in turn. Then vacuum drying at 85~90 ℃ to obtain 13~14g of active zinc, which was immediately used in the reaction.
Last Update：2024-04-10 22:29:15
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View History
481-21-0
对硝基间甲酚
4-溴-1H-吲唑-6-羧酸甲酯
Ammonium thiocyanate
富马酸双十四烷醇酯
3-(3,5-二甲基-1H-吡唑-1-基)丁-1-胺
3-Ethoxy-4-methoxy-α-[(methylsulfonyl)methyl]benzenemethanamine
3-Cyclopenten-1-ol, 4-methylbenzenesulfonate
N-BUTYL P-TOLUENESULFONATE
Propionohydrazide
对硝基间甲酚
4-溴-1H-吲唑-6-羧酸甲酯
Ammonium thiocyanate
富马酸双十四烷醇酯
3-(3,5-二甲基-1H-吡唑-1-基)丁-1-胺
3-Ethoxy-4-methoxy-α-[(methylsulfonyl)methyl]benzenemethanamine
3-Cyclopenten-1-ol, 4-methylbenzenesulfonate
N-BUTYL P-TOLUENESULFONATE
Propionohydrazide