(a)
Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description is to be drawn.
Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.
(b)
Interpretation: The skeletal structure of the anabolic steroid methenolone from the given description about the configurations at the stereogenic centers is to be drawn.
Concept introduction: Steroids are composed of tetracyclic lipids. They have structure containing three six membered ring and one five membered ring. Some of the steroids are biologically active.
The stereogenic centers with
(c)
Interpretation: The structure of Primobolan, the product formed on the treatment of methenolone with
Concept introduction: In the presence of base, the hydroxyl group loses its proton to form alkoxide. The alkoxide attacks on the carbonyl carbon of acyl chloride or acylic anhydride to leading to the formation of acyl group and removal of chloride. This process is known as acylation.
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Organic Chemistry
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- Determine the weakest C-C bond in each of the compounds in Problem 25.32.arrow_forwardAn amide is typically drawn with a single bond connecting the carbonyl C atom to the N atom. If this representation were accurate, we would expect the N atom to be pyramidal, and we would also expect C-N to undergo free rotation. In actuality, however, the N atom is rather planar, and the rotation is quite hindered-properties that give rise to important secondary structures of proteins, such as a helices and B sheets (Chapter 26). Explain these properties of the amide. R `NH2 An amidearrow_forwardLinolenic acid and stearidonic acid are omega-3 fatty acids, unsaturated fatty acids that contain the first double bond located at C3, when numbering begins at the methyl end of the chain. Predict how the melting point of stearidonic acid compares with the melting points of linolenic and stearic acids. A current avenue of research is examining the use of soybean oil enriched in stearidonic acid as a healthier alternative to vegetable oils that contain fewer degrees of unsaturation.arrow_forward
- (A)Menthol, used to flavor various foods and tobacco, is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol. Draw its most stable conformation. Is the hydroxyl group cis or trans to the isopropyl group? To the methyl group? (b) Neomenthol is a stereoisomer of menthol. That is, it has the same constitution but differs in the arrangement of its atoms in space. Neomenthol is the second most stable stereoisomer of 2-isopropyl-5methylcyclohexanol; it is less stable than menthol but more stable than any other stereoisomer. Write the structure of neomenthol in its most stable conformation.arrow_forward(a) CH₂CHCH2CH2CH3 CH3 (b) CH₂CHCH2CH2CHCH₂ CH3 CH3 (c) CH3(CH2), CHCH2CH3 CH2CH3arrow_forwardLinolenic acid (Table 10.2) and stearidonic acid are omega-3 fatty acids, unsaturated fatty acids that contain the first double bond located at C3, when numbering begins at the methyl end of the chain. Predict how the melting point of stearidonic acid compares with the melting points of linolenic and stearic acids. A current avenue of research is examining the use of soybean oil enriched in stearidonic acid as a healthier alternative to vegetable oils that contain fewer degrees of unsaturation.arrow_forward
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