(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.
Want to see the full answer?
Check out a sample textbook solutionChapter 29 Solutions
ORGANIC CHEMISTRY
- 4. (a) Draw a skeletal (line-bond) structure for 3,4-dimethylhexane. (b) Draw a sawhorse representation of any staggered conformation of this molecule looking down the carbon-3 to carbon-4 bond. (c) Draw a Newman projection looking down the carbon-3 to carbon-4 bond of the same conformation that you drew as a sawhorse representation.arrow_forward(a) A phenyl group has the molecular formula CH- and is represented by the symbol Bn. True False (b) Para substituents occupy adjacent carbons on a benzene ring. (c) True False (e) 3-Bromobenzoic acid can be separated into cis and trans isomers. True O False (d) 1-Phenylcyclohexene is a planar molecule. True False Benzene, naphthalene, and phenanthrene are polynuclear aromatic hydrocarbons (PAHs). Truearrow_forward(b) Classify the following two pairs of structures as conformational or configurational isomers. Explain your answer. and HO, OH il. and ноarrow_forward
- Rank each set of compounds in order of increasing boiling points.(a) diethylamine, diisopropylamine, trimethylaminearrow_forwardCalculate the degree of unsaturation in each of the following formulas (a) Cholesterol, C27H46o (b) DDT, C14HgC15 (c) Prostaglandin E1, C2oH3405 (d) Caffeine, C8H10N402 (e) Cortisone, C21H28O5 (f) Atropine, C17H23NO3arrow_forwardPlease do parts a and Barrow_forward
- Linolenic 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_forwardCoibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites (Org. Lett. 2012, 14, 3878-3881): (a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL LETTER of your choice. A. 2 В. 4 С. 8 D. 16 ANSWERS: (a) A. В. C. (b)arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning