Concept explainers
(a)
Interpretation:
The skeletal structure of E-3,4-dimethyl-3-heptene needs to be drawn and the reason for naming trans in spite of having identical groups needs to be explained.
Concept Introduction :
The compounds are named as E-Z based on analysis of the groups at the end of double bond. The naming is done as per the CIP rules wherein the highest priority gets its preference meaning the highest
(b)
Interpretation:
The configurational isomers of E-3,4-dimethyl-3-heptene needs to be drawn and named.
Concept Introduction :
Configurational isomers are stereoisomers which cannot get converted to another compound by rotation of molecules about a single bond. It is possible to be converted only by breaking of the bonds.
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Organic Chemistry: A Guided Inquiry
- Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation: a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation. b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C3 of the ring. c. In general, which is a lower PE conformation, anti or gauche? d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.arrow_forward. Consider the hash/wedge structure below. a. Draw the Newman projection of the bond indicated, keeping the conformation the same. НО b. Draw the Newman projection for the most stable conformation CI c. In the Newman projection for part b, label all gauche interactions.arrow_forward3. Complete the following 3 tasks for each molecule a-f. i. Label each molecule as chiral, achiral, optically active, ii. iii. optically inactive, and/or meso. Label any stereocenters found in each molecule as R or S. Identify the relationship between the molecule in the box and molecules a-f. Are they identical molecules, resonance structures, enantiomers, diastereomers, constitutional isomers, or molecules with different molecular formulas? A molecular model kit may help you compare structures. a. C. e. :O: d. .N. :O: بعد ہم f. :O: :0 N.arrow_forward
- E. Draw the two ring interconversion structures each for cis and trans 1-cyclopropyl-2-ethylcyclohexane and rank all four according to stability (code: 1 = most stable to 4 = least stable). Be sure to also draw all hydrogen atoms and justify your four stability choices.arrow_forward1. Draw the most and least stable Newman projections for the following molecules (focus on C2 and C3). a. 2-chloro-2-fluoropentane b. 2,2-dimethylbutane c. 2-chloro-2-methylpentane d. 1,2-dibromoethanearrow_forward, draw its and then in the 2. For (1R, 2S, 4R)-4-tert-buyl-1-ethyl-2-methylcyclohexane: draw its correct skeletal structure most stable conformer first showing the Hydrogens that are directly attached to the ring last stusture omit the hydrogens that are directly connected to the ring and draw the correct positions of the three alkyl groups in skeletal representation. Draw all bonds with the same length! 5. draw the correct skeletal structure here showing stereochemistry on this chair draw the most stable conformer including the H's directly attached to the ring on this chair draw only the alkyl groups, all bonds same lenghtarrow_forward
- For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. 2,3-dimethylpentane ECLIPSING Interactions AB Energy kcal/mol H/H 1.0 H / Me 1.4 H/Et 1.5 H/i-Pr 1.6 H/t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Me/i-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et / -Pr Et/t-Bu i-Pr/i-Pr B Energy kcal/mol 0.9 0.95 1.1 2.7 1.1 1.6 3.0 2.0arrow_forwardFor the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. Lowest Energy Conformation 3-D sawhorse Newman ECLIPSING Interactions AB H/H H/Me H / Et H/i-Pr Energy kcal/mol 1.0 1.4 1.5 1.6 H/ t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Mei-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et/i-Pr Et / t-Bu i-Pr/i-Pr 3-D sawhorse Energy kcal/mol Newman 0.9 0.95 1.1 2.7 1.1 1.6 Highest Energy Conformation 3.0 2.0arrow_forwardYour document is saved. Click CONVERT A. Conjugated Molecules I I) Designate each molecule as conjugated or not conjugated. For conjugated molecules, circle the atoms that are conjugated. HO. NH2 но. HO ... Chat with II) Use the molecule below to answer the following: a) Number of lone pairs 10 Automatic Zoom 2020, LegalSimpli Software, LLC. a subsidiary of Conversion Labs, Inc., All rights res + t Page: 1 of 2 MacBook Proarrow_forward
- Recitation Discussion Problem: USE MOLECULAR MODELS and bring them to recitation. Molecule: 2-methylpentane 1. Draw in bond-line notation. Number all carbons in the pentane backbone. Identify carbons #2 -3. Circle these on your bond-line structure. 2. Draw the Newman projections for all 60° rotations looking down carbons #2-3- starting with the eclipsed conformation. Make sure to keep the front carbon static only rotate the back carbon. Use models. You should draw seven Newman projections in total, 4 eclipsed, 3 staggered. The first and last Newman projections (0° and 360°) are identical. See Karty Chapter 4 for examples. 3. Identify the major interactions occurring in each conformer (which bonds are eclipsed; which have gauche interactions, etc.) and RANK associated energy of eclipsed in terms of size of group. Greater energies are involved for larger eclipsed groups. See Karty Chapter 4 energy diagram examples. 4. Plot these conformations on an Energy Diagram (similar to Karty Figure…arrow_forward3. A. Draw the Newman Projection of pentane looking down the C2-C3 bond in a staggered confirmation. B. Draw an energy diagram showing the conformational analysis using the Newman Projection above (showing a 360 degree total rotation, 60 degrees at a time). Hint – see Figure 4.6, 4.9 and 4.11 for examples. Estimate the potential energy of each 60 degree turn as you do not have data to calculate the values exactly. Label each Newman Projection as staggered/eclipsed or gauche/anti as appropriate.arrow_forward5. Consider the sugar below, one of several sugars in the antibiotic elloramycin. a. Draw in all of the hydrogens and label them as axial or equatorial. b. Reverse, reverse! Draw the molecule with traditional wedge/dash notation. c. Draw a Newman projection looking down the indicated bond. Practice self- care by abbreviating the ring when doing so. d. Leave the plane of the page. You are free. Me, HO Me- -OHarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning