POW-310-5 - proton Protonated Hemiacetal (this intermediate...

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

View Full Document Right Arrow Icon
Last Name: UTEID: First Name: SCORE: POW 5 CH 310N Due October 5, 2009 Mechanism: Provide a mechanism for the following transformation. Show all important flows of electrons, charges and intermediates. Where indicated, (in the structure boxes)- draw the intermediates. CH 3 O HOCH 2 CH 2 OH CH 3 H 2 O/ H 3 O + (catalytic) O CH 2 H 2 C O CH 3 O H Neutral Hemiacetal Tetrahedral Intermediate Protonated ketone intermediate First Step Hint: this is a loss of a
Background image of page 1

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

View Full DocumentRight Arrow Icon
Background image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: proton Protonated Hemiacetal (this intermediate will loose H 2 O) + H Hint: next step is the nucleophilic attack of ethylene glycol-use one of the oxygen atoms Hint: this is a proton transfer- H continue on next page CH 3 O CH 2 H 2 C O-H 2 O Carbocation intermediate Hint: this is an intramolecular ring closure Protonated Acetal-H Product: acetal Hint: this is a loss of a proton...
View Full Document

Page1 / 2

POW-310-5 - proton Protonated Hemiacetal (this intermediate...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online