1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide

Names
IUPAC name 3-(Ethyliminomethyleneamino)-N,N-dimethylpropan-1-amine
Identifiers
CAS Number	1892-57-5 Y
ChemSpider	15119 Y
Jmol 3D model	Interactive image
PubChem	15908
InChI InChI=1S/C8H17N3/c1-4-9-8-10-6-5-7-11(2)3/h4-7H2,1-3H3 Y Key: LMDZBCPBFSXMTL-UHFFFAOYSA-N Y InChI=1/C8H17N3/c1-4-9-8-10-6-5-7-11(2)3/h4-7H2,1-3H3 Key: LMDZBCPBFSXMTL-UHFFFAOYAH
SMILES CCN=C=NCCCN(C)C
Properties
Chemical formula	C8H17N3
Molar mass	155.25 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, EDAC or EDCI) is a water-soluble carbodiimide usually obtained as the hydrochloride. It is typically employed in the 4.0-6.0 pH range. It is generally used as a carboxyl activating agent for the coupling of primary amines to yield amide bonds. Additionally, EDC can also be used to activate phosphate groups in order to form phosphomono-esters and phosphodiesters. Common uses for this carbodiimide include peptide synthesis, protein crosslinking to nucleic acids, but also in the preparation of immunoconjugates. EDC is often used in combination with N-hydroxysuccinimide (NHS) for the immobilisation of large biomolecules.

Preparation

EDC is commercially available. It may be prepared by coupling ethyl isocyanate with N,N-dimethylpropane-1,3-diamine to give a urea, followed by dehydration:

External links

• EDCI coupling - Synthetic protocols from organic-reaction.com