Quiz - Alcohols, Ethers, Epoxides | Reactivity of Alcohols, Ethers and Epoxides
Which of the following types of reactions corresponds to the transformation of an alcohol into a ketone?
Which of the following reagents causes alcohol substitution?
All of the above
One of the typical reactions of alcohols is the substitution of HO- by another chemical group using for example PBr3 or SOCl2. However, HO- is a bad leaving group and can be replaced with a better leaving group like mesyl chloride CH3SO2Cl to favor SN reactions
Which of the following reagents is best for deprotonating alcohol?
pKa of alcohols ~ 16-18 ⇒ strong bases are needed to deprotonate alcohols. Common strong bases: LDA, butyl lithium (BuLi), potassium hydride (KH)
Which of the following compounds reacts with chloroethane to form diethyl ether?
Linear ethers can be synthesized by intramolecular SN reactions: EtCl + EtONa → EtOEt + NaCl
Which of the following reactions is the Williamson ether synthesis
alkoxide with a metal
alkoxide with an haloalkane
alcohol with an haloalkane
aldehyde with a metal
The Williamson ether synthesis is an organic reaction, forming an ether from an haloalkane and a deprotonated alcohol (alkoxide)
Under what condition does the nucleophile attack the more hindered site of an epoxide?
When the nucleophile is small and highly reactive
When the reaction is base-catalyzed
When the reaction is acid-catalyzed
There is no stereoselectivity with epoxides
Mechanism of acid catalyzed ring opening: