Gen Chem Destroyer question (miscibility)

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.

virtualmaster999

Full Member
7+ Year Member
Joined
Jun 9, 2014
Messages
1,443
Reaction score
771
Points
5,266
  1. Pre-Dental
Advertisement - Members don't see this ad
Hi all!

Quick question on a destroyer question #184 that I got a bit confused on when going over again.

I thought ethers are not miscible in polar compounds. Is this an exception for cyclic ethers?

Thanks in advance!!
 
Hi all!

Quick question on a destroyer question #184 that I got a bit confused on when going over again.

I thought ethers are not miscible in polar compounds. Is this an exception for cyclic ethers?

Thanks in advance!!


Lets talk about ethers. Ethers that are small are water soluble. Dimethyl ether and ethyl methyl ether are water soluble. Once you reach 4 carbons,,,,,such as in diethyl ether, solubility drops off......diethyl ether has a solubility that is about 10g/100ml water. THF,,,the cyclic ether is an exception....it has 4 carbons that are " tied back "......consequently it can hydrogen bond very well with water.

I have used THF, a 4 carbon ether with an oxygen in the middle...also called oxacyclopentane.... in polar solvents for many years,,,,,,it dissolves wonderfully !!! As the carbon chain increases, it becomes more hydrocarbon-like. Thus larger ethers are not water soluble,

Hope this helps

Dr. Romano
 
Lets talk about ethers. Ethers that are small are water soluble. Dimethyl ether and ethyl methyl ether are water soluble. Once you reach 4 carbons,,,,,such as in diethyl ether, solubility drops off......diethyl ether has a solubility that is about 10g/100ml water. THF,,,the cyclic ether is an exception....it has 4 carbons that are " tied back "......consequently it can hydrogen bond very well with water.

I have used THF, a 4 carbon ether with an oxygen in the middle...also called oxacyclopentane.... in polar solvents for many years,,,,,,it dissolves wonderfully !!! As the carbon chain increases, it becomes more hydrocarbon-like. Thus larger ethers are not water soluble,

Hope this helps

Dr. Romano
Ahh I see I see. Very interesting! Thank you as always Dr. Romano, much appreciated!
 
Top Bottom