REAGENTS. Looks like you’ve clipped this slide to already.
Is there anything that the alkynide could do to those functional groups? GROUP RO Si i-Pr i-Pr i-Pr RO Si Et Et i-Pr RO Si CH3 CH3 CH3 ROH ROH O Si O O Si i-Pr-Pr i i-Pr R R RO Si CH3 CH3 t-Bu RO Si Et Et Et RO Si CH3 CH3 i-Pr RO Si Ph Ph t-Bu O R O R Si t-Bu t-Bu Myers Protective Groups – Silicon-Based Protection of the Hydroxyl Group Chem 115 General Reference: Greene, T. W.; Wuts, P. G. M. Protective Groups In Organic Synthesis, 3rd ed.
Protecting groups are reversible reactions that temporarily block groups from reacting, so that we can transform other parts of the molecule. Silyl ethers are a group of chemical compounds which contain a silicon atom covalently bonded to an alkoxy group. Blocking the interfering functionality by introducing a protecting group. Now customize the name of a clipboard to store your clips.
Can alcohols react with alkynides? You can change your ad preferences anytime. They react through an acid-base mechanism because we know that alcohols have an acidic proton and alkynides are very strong bases.
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Can you spot the issue? Watch the recordings here on Youtube! In this case, this would be an SN2 reaction. The addition of protecting groups to functional groups is termed ‘protection’ and removal of protecting group is ‘deprotection’.
Chlorotrimethylsilane is often used in conjuction with a base, such as triethylamine, The base helps to form the alkoxide anion and remove the HCl produced by the reaction. Well, in this case, what I'm trying to do is as you can see, my end product, I'm trying to make this alkynide perform a substitution reaction on the alkyl halide. For more information contact us at info@libretexts.org or check out our status page at https://status.libretexts.org.
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If you continue browsing the site, you agree to the use of cookies on this website. You're only going to use a protecting group if you have more than one functional group on a molecule. FUNCTIONAL Well, scientists determined, you know what, alcohols are messing up a lot of different reactions, so if we can figure out a way to get rid of the alcohol for a few minutes, then run the rest of the reaction and then regenerate the alcohol, that would be really helpful. Alcohols are highly reactive.
Additional Problems. PROTECTING GROUPS The silyl ether protecting group can be removed by reaction with an aqueous acid or the fluoride ion. By utilizing a protecting group a Grignad reagent can be formed and reacted on a halo alcohol. Protecting groups are reactions that are used to shield certain types of functional groups. Which reaction does not require a protecting group to work (which would work exactly as shown)? In fact, the alkynide will almost exclusively react with the OH and it will pretty much not react at all with the alkyl halide. 1) Protect the Alcohol. An excellent example is the fact that a Grignard reagent can't be prepared from halo alcohol because the C-Mg bond is not compatible with the acidic -OH group.