ETHERS & EPOXIDES
Ethers are compounds with the general formula:
Ethers are named according to the two groups on either side of the oxygen, followed by the name ether.
If one of the groups has no simple name, the compound may be named as an alkoxy derivative.
Thioesters are compounds with the general formula R‐S‐R.
• Boiling point lower than alcohols
o No H‐bonds between ethers
• Solubility is about the same as for alkanes of the same number of carbons
o Somewhat soluble because O of ether can H‐bond to2H O
1. Dehydration of an alcohol
PROBLEM: no way to select between ROR, ROR’ or R’OR’ 2. Williamson ether synthesis
Method to select for asymmetrical ether production using 1° or 2° alkyl halides in an SN2
• 3° alkyl halides have too much steric hindrance
o Will undergo SN1 instead
1. Alkyl halide synthesis