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Specialty Chemistry Forums => Citizen Chemist => Topic started by: RisingEastStar17 on February 16, 2022, 02:36:02 AM

Title: How useful is chloroform in organic chemistry?
Post by: RisingEastStar17 on February 16, 2022, 02:36:02 AM
I was thinking about this the other day. Until lately, I have always being using diethyl ether and toluene as my solvent of choice when I was recommended to try chloroform. And long story short, it definitely works really good with extractions but not so much as a general solvent. In terms of money, would using chloroform be much cheaper to use or staying with diethyl ether?
Title: Re: How useful is chloroform in organic chemistry?
Post by: Babcock_Hall on February 16, 2022, 09:17:25 AM
It is my understanding that solubility of the substance may be a factor in some instances.  I recall hearing a spectroscopist discussing unknown impurities that he was often tasked to identify.  For him chloroform was the go-to solvent.
Title: Re: How useful is chloroform in organic chemistry?
Post by: sjb on February 16, 2022, 09:40:46 AM
Obviously it does depend on exact use, but don't forget NMR standards and dichlorocarbenes..
Title: Re: How useful is chloroform in organic chemistry?
Post by: Corribus on February 16, 2022, 10:47:16 AM
Great for extractions/separations because it's heavier than (and highly immiscible with) water. I did my PhD work with porphyrins so it was also very useful as synthetic and analytical solvent because it is non-coordinating (does not readily coordinate to metal ions). Finally, it better than a lot of aromatic organic solvents (like toluene) for spectroscopic expts because it is pretty much UV-Vis and fluorescence silent. As FTIR solvent it isn't nearly as good as carbon tetrachloride, but... well, ya know. Don't wanna die.