Ch_322a_4.07 - bicycloheptane two-carbon bridge two-carbon...

Info icon This preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
Cyclic alkanes are named with the "cyclo" prefix followed by the alkane name indicating the number of carbon atoms in the ring. CH 2 CH 2 CH 2 CH 2 CH 2 CH 2 CH 2 cyclo propane cyclo butane Nomenclature of Cycloalkanes and Bicycloalkanes
Image of page 1

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

View Full Document Right Arrow Icon
Substituted Cycloalkanes The name of a substitutent is added as a prefix to the cycloalkane name . Alkyl group names are used for simple alkyl group substituents. When there are two or more substituents , the positions around the ring are numbered beginning with the substituent first in the alphabet. CH 2 CH 3 CH 3 CH 3 Cl CH 3 ethyl cyclohexane 1,3-dimethyl cyclohexane 1-chloro -2-methylcyclopentane The cycloalkane also can be named as a substituent on a long chain, which is sometimes more convenient. CH 2 CH 2 CH 2 OH 3 2 1 3-cyclohexyl -1-propanol
Image of page 2
Bicyclic Compounds Bicycloalkanes contain two fused or bridged rings. They are named using the alkane name that corresponds to the total number of carbons in the bicyclic structure. H 2 C H 2 C CH 2 CH 2 CH 2 C C H H named as a
Image of page 3

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

View Full Document Right Arrow Icon
Image of page 4
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: bicycloheptane two-carbon bridge two-carbon bridge one-carbon bridge bridgehead The number of carbon atoms in each bridge is given by numbers, starting with the largest bridge, inside square brackets inserted into the bicycloalkane name. after the prefix "bicyclo." bicyclo[2.2.1]heptane bicyclo[2.2.2]octane bicyclo[3.2.1]octane bicyclo[3.1.0]hexane bicyclo[4.4.0]decane Fused rings have zero carbon atoms in one bridge. Substituted Bicycloalkanes Substituted Bicycloalkanes The numbering of positions begins with a bridgehead carbon and proceeds around the bridge to the second bridgehead carbon, and then around the second longest bridge back to the first bridgehead carbon. Then the carbons in the shortest bridge are numbered. 1 2 3 4 5 6 7 8 Substituents are indicated as a prefix using the proper locant. CH 3 8-methylbicyclo[3.2.1]octane Cl 1 2 3 3-chlorobicyclo[4.2.0]octane...
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