3) Limonene, the essence of orange, is easily hydrolyzed to create the below product. Answer the followingquestions based upon this hydrolyzed terpenoid.a) Label the stereocentersfound on the cumacrenederivative below with astar (*)14b) Draw the stereoisomer in which all Rstereocenters are represented.E.C. In the bottom box, number theisoprene units found in this cumacrenederivative./413

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Answered: 3) Limonene, the essence of orange, is…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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5. What is the maximum number of stereoisomers for the following molecule? Draw its enantiomer in the box provided. OH # of stereoisomers
(a) Draw all stereoisomers formed by monochlorination of the cis and trans isomers of 1,2-dimethylcyclobutane drawn below. (b) How many constitutional isomers are formed in each reaction? (c) Label any pairs of enantiomers formed.
7) Draw bond-line formula (use solid and dash wedges to show proper stereochemistry) and a Fischer projection formula of (R)-6-bromo-1-hexen-3-ol.
10) Label each assymetric carbon in the compound below as R or S.
3. Cinnamic acid (shown) reacts with bromine to give a bromination product. (a) Draw all four possible stereoisomers of this reaction as a Fischer projection. Label each molecule as A, B, C, and D. (b) Identify the pairs of enantiomers (c) Identify the pairs of diastereomers (d) Identify which pair corresponds to addition to trans-cinnamic acid. Briefly explain your reasoning. O OH Br₂ CH₂Cl₂
4. (a) Draw all possible stereoisomers of HOCH2CHOHCHOHCH2OH using zig zag format. Calculate how many possible there are first.(b) Circle two that will have identical water solubilities. (c) Place a box around two that will have different water solubilities. Assign R/S configuration to each stereogenic center. Total # of possible stereoisomers:
Dehydration of 1,2,2-trimethylcyclohexanol with H2SO4 affords 1-tertbutylcyclopentene as a minor product. (a) Draw a stepwise mechanism that shows how this alkene is formed. (b) Draw other alkenes formed in this dehydration. At least one must contain a five-membered ring.
2. Label any stereocenters in the following molecule as (R) or (S): ОН H. .CH3 `CH3 ОН
Click the "draw structure" button to launch the drawing utility. Draw a product formed when the following alkene is treated with BH, followed by H,0,, HO. Include the stereochemistry at all stereogenic centers. draw structure..
10) Show the product of the following elimination reaction. You must also show both chair conformations (i.e., draw one and then ring flip to directly obtain the other conformation), and indicate the relevant conformation in which elimination occurs Br œ K'O rox.
Which of the following can hydrogen bond with CH3CH2OCH2CH3? a) (CH;CH2)2NH b) (CH3CH2)2NCHO c) (CH3)2C=O d) CH3CO2CH2CH3 e) all of the above f) none of the above 4.
8. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) H3C c) CH3 Br H. CH3 Br Br CH3 H. CI Holl H Cill Cl- CH3 Br H. CI CH3 HO. H. H3C Cl H3C- H- H. CH3 Cl a) b) c) 9. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) c) CH2CH3 NH2 HO CH3 H3C. CH3 Cl HO H;C CH2CH3 F. F H;C. CI H H,N -CH3 CH3 NH2 H3C Br H2N C1 H3C CH3 CH3 H;CH,C- Cl F H. H Br CH,CH3 CH3 a) b) c)

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