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What is bromination of cholesterol?

What is bromination of cholesterol?

The net reaction of bromination follows: To begin removing the impurities, the cholesterol sample (0.97 g) was dissolved in tert-butyl-methyl-ether (7mL). Addition of acetic acid and bromine (5mL) initiated the bromination; the alkene of cholesterol nucleophilically attacked bromine and formed tertiary a carbocation.

What is the chemical formula for cholesterol?

C27H46O
Cholesterol/Formula

Which functional group is present in structure of cholesterol?

Cholesterol is a cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group….1.3Crystal Structures.

CCDC Number 184885
Associated Article DOI:10.1107/S0108768101018729

What role does cholesterol play in the cell membrane?

Cholesterol modulates the bilayer structure of biological membranes in multiple ways. It changes the fluidity, thickness, compressibility, water penetration and intrinsic curvature of lipid bilayers.

Does bromine react cholesterol?

Cholesterol is an important steroidal compound found in both animals and plants. Because of the steroid ring structure present in these compounds that causes steric constraints, only cholesterol reacts with bromine to form an insoluble diaxial dibromo compound through electrophilic addition.

What is bromination reaction?

Bromination: Any reaction or process in which bromine (and no other elements) are introduced into a molecule. Bromination of an alkene by electrophilic addition of Br2. Bromination of a benzylic position by a free radical substitution reaction.

What is the formula of table sugar?

C12H22O11
Table sugar/Formula
It is a disaccharide, a molecule composed of two monosaccharides: glucose and fructose. Sucrose is produced naturally in plants, from which table sugar is refined. It has the molecular formula C12H22O11.

Where is cholesterol stored in the cell?

Though some cholesterol components are stored in the liver and gallbladder, the main storage area for excess lipoproteins is in fat cells called adipocytes. When you have too much cholesterol, these cells swell up and you gain weight.

What would happen if there was no cholesterol in the cell membrane?

Without cholesterol, the phospholipids in your cells will start to get closer together when exposed to cold, making it more difficult for small molecules, like gases to squeeze in between the phospholipids like they normally do. Saturated and unsaturated fatty acids: Fatty acids are what make up the phospholipid tails.

How does human body get rid of cholesterol?

High-density lipoprotein (HDL), also called “good” cholesterol, takes excess cholesterol from your tissues and blood vessels back to your liver, where it’s removed from your body.

How does the bromination of cholesterol work?

Bromination of Cholesterol Mechanism. After filtration from the mother liquor, the cholesterol dibromide was theoretically stripped of all its original impurities. In order to return to a non-halogenated product, a debromination reaction was conducted using zinc.

What is the net reaction of bromination and debromination?

Bromination of Cholesterol and Debromination: Purification of Cholesterol. The net reaction of bromination follows: To begin removing the impurities, the cholesterol sample (0.97 g) was dissolved in tert-butyl-methyl-ether (7mL). This ether does not dissolve cholesterol dibromide as well as the impurities, making it a decent purification solvent.

How is dibromocholesterol separated from bromine in debromination?

Due to steric constraints, only cholesterol reacted with bromine and crystallized from the solution making it possible to be separated (Feiser, and Williamson 63). The dibromocholesterol formed is regenerated by reacting with Zinc dust. In addition, three methods were used to evaluate the effectiveness.

How is the yield of a synthesized cholesterol calculated?

The actual yield was calculated by taking the difference of the weight of the round bottom flask and the synthesized cholesterol by the synthesized cholesterol’s weight alone. The percent yield was calculated to be 26.9 percent. The synthesize process was not efficient due to the low yield and percent yield of the synthesized cholesterol.