Concept explainers
Interpretation: The stereogenic centers in the given compound are to be located. Each stereogenic center is to be labeled as
Concept introduction: An atom bearing four different atoms or groups which produces stereoisomers on interchange of any two groups are stereogenic centers.
The stereogenic centers with
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Chapter 5 Solutions
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- The principles in Section 5.4A can be used to locate stereogenic centers in any molecule, no matter how complicated. Always look for carbons surrounded by four different groups. With this in mind, locate the four stereogenic centers in aliskiren, a drug introduced in 2007 for the treatment of hypertension.arrow_forwardI need help on how to draw Newman projection when asked from a specific angle. for example, draw the C2-C3 Newman looking down at that bond, looking up at that bond, looking from an angle, looking from the side etc. I NEEEED some tips and tricks so I can easily tackle foreign questions !!!!!!arrow_forwardShown below is Streptomycin, an antibiotic medication used to treat a number of bacterial infections, including tuberculosis, plague, and endocarditis. Neomycin B has broad-spectrum antibacterial activity. Circle and label as many functional groups in these molecules as you can. Label each chiral carbon in Streptomycin. How many total stereoisomers exist for Streptomycin? Label each chiral carbon in Neomycin B. How many total stereoisomers exist for Neomycin B?arrow_forward
- How many stereoisomers (count only carbon sp3 chiral centers) are there in cabergoline, a drug used to treat Parkinson's disease? A) 2 B) 4 C) 8 D) 16arrow_forwardDraw the bond-line formula of 3,4-dimethylhexane. Is geometric isomerism observed in 3,4-dimethylhexane? What structural features must be present for stereoisomers to exist? (4 marks) (b) (1) Using Fischer projection, draw all the stereoisomers of 3-chloro-2-hydroxypentanoic acid. (4 marks) (ii) Assign the chiral centre(s) with R/S configurations in part (b)(i). Indicate which are enantiomers, diastereomers and meso compounds (if any).arrow_forward(a)(2R,3S)-2,3-dibromohexane, draw a three-dimensional representation.arrow_forward
- 5a. Draw a Newman Projection for the following compound. 5b. Rotation about the C3 – C4 bond in conformer 1 leads to two less stable staggered conformers. Draw a Newman Projection for one of these less stable conformers, as viewed down the C3 to C4 bond. What is the single highest energy gauche interaction in the Newman Projection?arrow_forwardFor rotation about the C3-C4 bond of 2-chlorohexane: a) Draw a Newman projection showing the most stable conformation. b) Draw a Newman projection showing the least stable conformation.arrow_forwardThe facts in Section 5.4A can be used to locate stereogenic centers in any molecule, no matter how complicated. Always look for carbons surrounded by four different groups. With this in mind, locate the four stereogenic centers in aliskiren, a drug introduced in 2007 for the treatment of hypertension.arrow_forward
- Draw the most stable structure ( Newman projection ) 1. 2-methylbutane ( view from the bond C2-C3 )2. 2,2-dimethylbutane ( view from the bond C2 -C3)arrow_forwardThe barrier of rotation for the C–C bond in bromoethane is 3.7 kcal/mol. We previously learned that an eclipsing C–H bond with another C–H is about 1 kcal/mol each. Based on this, what is the energy cost to eclipse a C–H bond with a C–Br bond?arrow_forwardRank the following groups in order of decreasing priority. −H, −CH3, −Cl, −CH2Clarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning