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EDC

[1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride]


Other Names:

EDCI

EDAC





General Information:


Structure:



CAS Number: 25952-53-8 (HCl salt)

Molecular Weight: 191.70 g/mol (HCl salt)

    155.24 g/mol (free-base)

Appearance: White Solid

Melting Point: 110-115 C (HCl salt)


EDC is typically used for coupling reactions in which a carboxylic acid is coupled to an amine. It is usually used as the water soluble HCl salt. EDC is preferred over other carbodiimides because the by-pdt of EDC is water soluble and can be easily removed through an aqueous work-up. EDC is usually used in combination with HOBt.




Common Uses:


Reagent for amide couplings (EDC + HOBt)





Reagent for amide couplings (EDC + DMAP)





Safety:


EDC is moisture sensitive.




References:


1) WO2014149164, page 227

2) WO2015158653, page 27

3) Wikipedia: 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (link)

4) www.sigmaaldrich.com: N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (link)

5) Pearson, A. J.; Roush, W. R.; Handbook of Reagents for Organic Synthesis, Activating Agents and Protecting Groups