Solutions_Manual_for_Organic_Chemistry_6th_Ed 158

Solutions_Manual_for_Organic_Chemistry_6th_Ed 158 - 7 -3 5...

Info iconThis preview shows page 1. Sign up to view the full content.

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

Unformatted text preview: 7 -3 5 ~~ trans, trans cis,trans (a) ( b) ;=\' trans,cis � cis,cis 2£,4£ 2Z,4£ 2£,4Z 2Z,4Z This problem is i ntended to show the difficulty of using cis-trans nomenclature with any but the simplest alkenes. Cis and trans are ambi guous: the first alkene in part ( a) is cis if the two similar substituents are considered, but trans if the chain is considered. The £-Z nomenc l ature i s unambiguous and i s preferred for a l l four o f these i somers. 7-36 (a) and (d) have no geometric i somers (b) trans-pent-2-ene (E)-pent-2-ene cis-pent-2-ene (Z)-pent-2-ene (c) � trans-hex -3-ene (E)-hex -3-ene cis-hcx-3-ene (Z)-hex-3-ene (e) (f) y Br Br trans- 1 ,2-dibromopropene (E)- 1 ,2-di bromopropene � B r cis- 1 ,2-dibromopropene 1(Z)- 1 ,2-dibromopropene Br trans,trans-hexa-2 ,4-diene (2£,4E)-hexa-2,4-diene cis,trans-hexa-2,4-diene (2Z,4E)-hexa-2,4-diene cis,cis-hexa-2,4-diene (2Z,4Z)-hexa-2 ,4-diene 7-37 F (a) 1 H >===< F H H F H d i pole moment >===< F (b) = Br 0 H >===< 1 Br Br H C H3 >===< CH3 Br dipole moment = 0 (c) Br Cl 1 Cl A Cl 1 Cl H H l arger dipole moment (no bromines opposing the dipole of the chlorines) ( b) m aj or Br >===< 7-3 8 ( a) o +� 15 1 ( c) minor major mi nor ...
View Full Document

This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

Ask a homework question - tutors are online