1. Redraw the structure below, showing both nonaromatic rings in chair conformations. Place the bridgehead hydrogen atoms in axial positions. Pay special attention to drawing the correct stereochemistry for all chirality centers, as shown in this structure. Assign each stereocenter as R or S. OOCH3 OH H2N

1. Redraw the structure below, showing both nonaromatic rings in chair conformations. Place the bridgehead hydrogen atoms in axial positions. Pay special attention to drawing the correct stereochemistry for all chirality centers, as shown in this structure. Assign each stereocenter as R or S. OOCH3 OH H2N

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter7: Cycloalkanes

Section: Chapter Questions

Problem 12CTQ: Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth...

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Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth methyl groups in __________ positions and one with both methyl groups in ____________ positions.
Draw a structural formula of the S configuration of the compound shown below. • Use the wedge /hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. • Ifa group is achiral, do not use wedged or hashed bonds on it. CH3 CH3 CH;CHCHCN CH,CH,CH,CHCH,CH, CH2NH2 Draw a structural formula of the RS configuration of the compound shown below. Use the wedge /hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it. ÇI
2. Assign the stereochemical configuration of the selected carbon-carbon double bonds (E, Z or N (not a stereocenter)) that are indicated by the arrows. a) HN H,, H3CO HO H H
4. - Determine the structural relationship between the compounds in each of the pairs that follow. They may be unrelated, identical (the same compound), constitutional isomers, diastereoisomers, enantiomers? - Identify the optically active (chiral) compounds and any meso compounds. - Assign a configuration (R or S) to all stereocenters. - Name all compounds so that the name reflects the structure unambiguously. a) b) c) d) e) f) H- HO- CHO H3C -NH₂ H- -H H- CH2OH H CH3 CH3 H Ph H CH3 H H CI Ph H H CI CH3 CH₂OH -OH -NH₂ CI H H CI & t OH CHO H3C H OH O-CH3 oma O-CH3 H3C OH
Two structures are shown. Identify the asymmetric carbons in each structure, classify as chiral or achiral, and identify the number of stereocenter(s). H. „CH3 H3C CH3 H H. CH3 compound A compound B Which image shows the asymmetric carbon(s) in compound A highlighted in red? CI H H3C CH3 H,C CH3 O Neither. There are no asymmetric carbons in compound A. H. H3C -CH3 C H3C CH3 Compound A is . There are stereocenters in compound A. Which image shows the asymmetric carbon(s) in compound B highlighted in reď? .CH3 H H. CH3 H3C.C H O Neither. There are no asymmetric carbons in compound B. Compound B is There are stercocenters in compound B. *Please explain all the questions
Draw a structural formula of the R configuration of the compound shown below. ÇNH₂ CN • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. • If a group is achiral, do not use wedged or hashed bonds on it. #[ ] در ?
1a. How many stereogenic centers are present 1c. Draw a three-dimensional structure of a in the structure below? Indicate them with asterisk(s). How many stereoisomers stereoisomers are possible? chiral compound with the molecular formula of C4H4Cl₂ that does not have a stereogenic carbon. In addition, draw the enantiomer of this compound. Number of stereogenic centers: Number of stereoisomers possible: 1b. Draw one of the two most stable stereoisomers of the compound in 1a using a planar structure with wedges and dashes. Now draw it in its preferred chair conformation. 1d. Draw two meso compounds with the molecular formula of C7H14.
Two structures are shown. Identify the asymmetric carbons in each structure, classify as chiral or achiral, and identify the number of stereocenter(s). H. „CH3 H3C CH3 H H. CH3 compound A compound B Which image shows the asymmetric carbon(s) in compound A highlighted in red? CI H H3C CH3 H3C CH3 O Neither. There are no asymmetric carbons in compound A. H3C -CH3 H3C CH3 Compound A is . There are stereocenters in compound A. Which image shows the asymmetric carbon(s) in compound B highlighted in red? CH3 H H. CH3 H3C.C H O Neither. There are no asymmetric carbons in compound B. Compound B is . There are stercocenters in compound B. *Please explain all the questions
Is cis-1,2-dibromocyclohexane a meso compound? In its planar structure, it has a line of symmetry but it has two chiral carbons. However, in its chair conformation, it does not look like it has a line of symmetry but it has two chiral carbons.
Draw all three staggered conformations for the following compound, viewed along the C₂-C3 bond. Determine which conformation is the most stable, taking into account gauche interactions and hydrogen-bonding interactions. (J. Phys. Chem. A 2001, 105, 6991-6997) Provide a reason for your choice by identifying all of the interactions that led to your decision. H₂C OH C₂ HO CH3 Which of the following is the most stable staggered conformer? Me Me *** Conformer B Me- Me Conformer A Me Conformer C Me Conformer B because the anti OH groups avoid hydrogen bonding, which is a destabilizing effect. Conformer A because there are only two gauche interactions, and hydrogen bonding between the two OH groups is a stabilizing effect. Conformer C because there is no steric strain for Me-OH gauche interactions and hydrogen bonding between the two OH groups is a stabilizing effect. Conformer B because the large OH groups are anti to each other.
Draw a structural formula of the S configuration of the compound shown below. CH₂CI [Referer • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. •If a group is achiral, do not use wedged or hashed bonds on it. n ? ChemDoodle
1. Is the molecule shown below chiral or achiral? HO₂C OH 2. Is the molecule shown below chiral or achiral? CH₂OH H OH CO₂H 3. Which of the following terms best describes the pair of compounds shown: enantiomers, diastereomers, or the same compound. CH3 & D ....!!!!! H3C Holl 4. Label each chiral carbon in the compound below as R or S. JOH // CH3