Master Organic Chemistry Reaction Guide

Formation of epoxides from bromohydrins

Description: Halohydrins treated with strong base (such as hydroxide ion) can form epoxides through an intramolecular SN2 reaction.
Content available for Reactionguide members only. Not a member? Get access for about 30 cents / day!

Comments

Comment section

7 thoughts on “Formation of epoxides from bromohydrins

  1. Maybe I misssed something but I don’t understand why in the first example we get alkane instead of epoxide ?
    Could you explain what is the reason?
    Greetings

  2. Maybe I misssed something but I don’t understand why in the first example we get alkane instead of epoxide ?
    Could you explain what is the reason?
    Greetings

  3. Is it possible for a trans-1-chlorocyclopentan-2-ol to react with sodiumhydride and to form a epoxide and hydrogengas? Or does it not react in this way because of the steric hinderence and wil it form something else or will it not react at all?

    If someone could help me out that will be awesome?

    Greetings,

    Miguel

  4. I might be looking at the wrong page, but what about forming an epoxide from a reagent containing Cl (and no alkene) that gives a product with no stereochemistry displayed? Is this possible?

    1. Hi Katherine – Thanks for your comment! Sorry for the late response! I can’t picture what you’re describing. Do you have a pic somewhere?

      Maybe you were looking for formation of epoxides using m-chloroperoxybenzoic acid? Or something completely different?

      If you don’t get back to me no worries but I try to answer comments!

      James

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.