Chapter 4 - 4.5 Conformations of Cyclohexane strain free...

Info icon This preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Sheet1 Page 1 Chapter 4: Organic Compounds: Cycloalkanes and Their Stereochemistry 4.1 Naming Cycloalkanes 4.2 Cis-Trans isomerism in Cycloalkanes no free rotation: these are stereoisomers (same connections, different 3D geometry) cis-same side, trans-opposite sides 4.3 Stability of Cycloalkanes: Ring Strain angle strain: bond angles are forced to deviate from the ideal 109 degree tetrahedral value however, large rings are unaffected and behave more like acyclic compounds. 4.4 Conformations of Cycloalkanes Cyclopropane: most strained- has bent bonds Cyclobutane: torsional strain- almost the same total strain as cyclopropane Cyclopentane: planar cyclopentane has no angle strain but lots of torsional strain- adopts a puckered conformation, increasing
Image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 4.5 Conformations of Cyclohexane strain free chair conformation 4.6 Axial and Equatorial Bonds in Cyclohexane axial: perpendicular to the ring, equatorial: around the ring equator ring flips switch positions of functional groups 4.7 Conformations of Monosubstituted Cyclohexanes equatorial substituents are more stable than axial 1,3-diaxial interactions (sterics) 4.8 Conformations of Disubstituted Cyclohexanes Sheet1 Page 2 diequatorial is best larger substituent group is better in the equatorial position 4.9 Conformations of Polycyclic Molecules bridgehead carbons: shared carbons bridgehead hydrogens: bonded to shared carbons, determines if the ring is cis- or trans-fused cis-fused is more stable...
View Full Document

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern