(c) Answer the following questions: It is possible for a compound to be chiral even though it lacks a carbon atom with four different groups. Using two nitro groups, one isopropyl group and one carboxy group as substituents, draw the structure of an optically active biphenyl that is void of a chiral carbon. i. ii. Deduce, giving reasons, whether or not the following molecules are optically active. H;C CH3 ČH(CH3)2 Quaternary ammonium salt NH2 Compound A НОСІНС OCH3 OCH3 Br Compound B

(c) Answer the following questions: It is possible for a compound to be chiral even though it lacks a carbon atom with four different groups. Using two nitro groups, one isopropyl group and one carboxy group as substituents, draw the structure of an optically active biphenyl that is void of a chiral carbon. i. ii. Deduce, giving reasons, whether or not the following molecules are optically active. H;C CH3 ČH(CH3)2 Quaternary ammonium salt NH2 Compound A НОСІНС OCH3 OCH3 Br Compound B

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter52: Hexaphenylbenzene And Dimethyl Tetraphenylphthalate

Section: Chapter Questions

Problem 3Q

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I'm confused as to why the chiral centers are the was they are. I understand that the horizontal lines are wedged and vertical are dashed. Wouldn't the first priority be the carboxylic acid, then alcohol, the carbon, and then the hydrogen? The book is saying that one method is to keep two of the straight lines and pick one group to be dashed and one to be wedged. Then switch the last priority group (H) with whatever group you chose to be on the dash. Whatever configuration you get, make it the opposite since you switched groups. And when I use this method I end up getting S when the top one should be R.
Explain briefly and clearly the following concepts, taking as reference the molecule of n-butane and the corresponding drawings or illustrations. See pages 149-152 of the book Organic Chemistry, sixth edition (J. G. Smith). 4. What is steric hindrance in a conformation? Then draw a picture to illustrate the concept? 5. What is the torsional stress of a conformation? Then draw a picture to illustrate the concept? 6. Describe 1,3-diaxial interaction and illustrate with a specific example.
A) Considering compounds 2a through 2l, identify: 1)one pair of geometric isomers 2)two pairs of enantiomers and 3)three pairs of identical molecules B) Give the names, including the configurations, of each of the geometric isomers and of each of the enantiomers identified in 1A and 1B. Draw the relevant structures. C) Sort compounds 2a, 2b, 2c, 2f and 2k in order of increasing solubility in water and briefly justify.
a) Are these molecules chiral? In a few sentences, explain your reasoning for your classification of each compound. b) Show structures that help support your written explanations about chirality. You should show a structure for each problem. You should not just reproduce the image, you should SHOW how you identified whether or not the molecule is chiral.
A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired conguration.a. Label this stereogenic center as R or S.b. A well known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship.c. Suggest a reagent to convert A to the single stereoisomer X.
A) How many stereocentres are present in the molecule? B) Is the molecule chiral? Does it contain planes of symmetry? Briefly explain using the evidence for your answer. C) Are the models you have just built enantiomers?
(a) Draw all other stereoisomers of the molecule , labelling meso forms (if any), and assign descriptors to chiral carbon atoms. (b) Including molecule below, label pairs of enantiomers and pairs of diastereomers. (c) If you were to distill a mixture of all the isomers, how many fractions could be obtained, and what is in each fraction?
A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired configuration. a. Label this stereogenic center as R or S. b. A well-known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship. d. Suggest a reagent to convert A to the single stereoisomer X.
Find an example of a chiral molecule in biology whose enantiomers have markedly different functions. Where is the chiral center located, and how can it be identified? Find and include an image of its molecular structure. What function does the active enantiomer play biologically, and how is this function hindered or changed with the other enantiomer? Are there any synthetic considerations for this molecule?
Draw all the stereoisomers for structures A and B, label each structure as chiral and achiral and give the type of isometric relationship to the original compound be as specific as possible.
The NMR spectrum of bromocyclohexane indicates a low field signal (1H) at δ 4.16. To room temperature, this signal is a singlet, but at -75 ° C it separates into two peaks of unequal area (but totaling one proton): δ 3.97 and δ 4.64, in ratio 4.6: 1.0. How do you explain the doubling in two peaks? According to the generalization of the previous problem, what conformation of the molecule predominates (at -75 ° C)? What percentage of the molecules does it correspond to? Solve all parts otherwise down vote and hand written solution
Chiral compounds have a so-called asymmetric carbon atom in the molecular structure, and are opticalactive. Study the following organic molecule containing two −? − ? – groups (thiol) andwhich is a medicine against various types of metal poisoning, including against arsenic, mercury and lead: Image Based on this skeletal structure, judge whether this molecule is chiral. Give reasons for your answer.Suggest an IUPAC name for the molecule that takes into account all the given functional groups.