LEFT Anti Butane RIGHT Eclipsed Butane Structural Constitutional Isomers 2

Left anti butane right eclipsed butane structural

This preview shows page 1 - 6 out of 10 pages.

LEFT : Anti Butane RIGHT : Eclipsed Butane
Image of page 1
Structural (Constitutional) Isomers 2. Structural isomers exist for alkanes with more than three carbon atoms. Construct and draw all the structural isomers of each compound. For the most reasonable structures, remember that the lowest energy conformation of these structures will have all bonds staggered . a. butane (C4H10) – use dash/wedge drawings b. heptane (C7H16) – construct and draw only those isomers where the longest chain is five carbon atoms (hint: there are such five structures); use line structures for the drawings 3. Construct and use line drawings to draw all structural isomers of these substituted alkanes. a. C4H9Br
Image of page 2
b. C4H10O (hint: there are seven; photograph one alcohol and one ether among the isomers you construct) Cycloalkanes 4. Compounds with more than two carbon atoms have the potential to form cycloalkanes, ringed structures of –CH2– units. Construct, draw, and photograph these cycloalkanes. ( Note that C3H6 and C4H8 are not easy to construct; this is not an accident.) a. cyclopropane (C3H6) ( dash-wedge drawings) b. cyclobutane (C4H8) ( dash-wedge drawings)
Image of page 3
c. cyclopentane (C5H10) ( hybrid drawings) d. cyclohexane (C6H12) ( hybrid drawings)
Image of page 4
Compare the ideal, VSEPR-predicted bond angle for these carbon atoms to the bond angle observed in your constructed models for each cycloalkane. Estimate by how many degrees the C–C–C bond angles in these structures deviate from the ideal bond angle. (Note: Only cyclopropane has all carbons in the same molecular plane.) Ideal angle for tetrahedral carbon atom: ~109.5º Cyclopropane actual angle: 60º Cyclobutane actual angle: 90º Cyclopentane actual angle: ~109.5º Cyclohexane: ~120º
Image of page 5
Image of page 6

You've reached the end of your free preview.

Want to read all 10 pages?

  • Summer '20
  • Atom, Conformational isomerism, Chemical bond, Isomer

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture

  • Left Quote Icon

    Student Picture

Stuck? We have tutors online 24/7 who can help you get unstuck.
A+ icon
Ask Expert Tutors You can ask 0 bonus questions You can ask 20 questions (20 expire soon) You can ask 20 questions (will expire )
Answers in as fast as 15 minutes